; Wilhelm, E.; Hamedi, M.H., Lainez, A.; Rodrigo, M.M. ; Karbalai Ghassemi, M.H., In his 1890 paper, Armstrong represented benzene nuclei within polycyclic benzenoids by placing inside the benzene nuclei a letter "C", an abbreviation of the word "centric". Isentropic compressibilities of binary liquid mixtures at 303.15 and 313.15 K, Pacor, P., arrow_forward [all data], Wilhelm, Grolier, et al., 1977 Specific target organ toxicity - single exposure May cause drowsiness and dizziness. Am. Chem. To accurately reflect the nature of the bonding, benzene is often depicted with a circle inside a hexagonal arrangement of carbon atoms. Energy released when benzene converts from 100oC to 80oC (in this range it is gas as temperature>Boiling . Sci. Benzene is the name of an aromatichydrocarbon,C 6 H 6. Substance Specific heat capacity (J/g C) lead 0.128 silver 0.235 copper 0.385 iron 0.449 aluminum 0.903 water 4.184 An unknown substance has a mass of 14.5 g.14.5 g. The temperature of the substance increases by 15.3 C15.3 C when 85.4 J85.4 J of heat is added to the substance. In catalytic reforming, a mixture of hydrocarbons with boiling points between 60 and 200C is blended with hydrogen gas and then exposed to a bifunctional platinum chloride or rhenium chloride catalyst at 500525C and pressures ranging from 850 atm. von Reis, M.A., Deshpande, D.D. It is probable that trying to dispose of benzene in this way will also break local, environmental rules. More heat is required to raise the temperature of 1 g of benzene 1.C.C than to raise the temperature of 1 g of water 1.C.C. National Institute of Standards and Specific heat capacity of liquids including ethanol, refrigerant 134, water. [all data], Kurbatov, 1947 These include cytochrome P450 2E1 (CYP2E1), quinine oxidoreductase (NQ01 or DT-diaphorase or NAD(P)H dehydrogenase (quinone 1)), GSH, and myeloperoxidase (MPO). J. Res. [all data], Williams and Daniels, 1925 OSHA has also established an action level of 0.5 ppm to encourage even lower exposures in the workplace.[87]. Am. Excess heat capacities for mixture of benzene with n-heptane at 293.15, 298.15 and 303.15 K, Phys., 1937, 5, 537-551. An equimolar liquid mixture of benzene (B) and toluene (T) at 10C is fed continuously to a vessel in which the mixture is heated to 50C. Cyclohexane consumes around 10% of the world's benzene production; it is primarily used in the manufacture of nylon fibers, which are processed into textiles and engineering plastics. Zur Thermodynamik von Mischphasen IX. Phenol and halobenzenes can be reduced with metals. ; T = 93 to 300 K. Value is unsmoothed experimental datum. Soc., 1925, 47, 1-9. Specific heat of water= 4.18 . Most of these metabolites have some value as biomarkers of human exposure, since they accumulate in the urine in proportion to the extent and duration of exposure, and they may still be present for some days after exposure has ceased. J. Compt. The specific heat transfer area is 109.46 m 2 per (kg/s) of fresh water and the heat transfer area of the distillate preheater is 200 m 2. The major sources of benzene exposure are tobacco smoke, automobile service stations, exhaust from motor vehicles, and industrial emissions; however, ingestion and dermal absorption of benzene can also occur through contact with contaminated water. Benzene (CAS 71-43-2) 1 Carcinogenic to humans. The flow rates of the hot and cold stream in the preheaters are equal. Akad. The risk from exposure to 1 ppm for a working lifetime has been estimated as 5 excess leukemia deaths per 1,000 employees exposed. Keep away from heat and sources of ignition. heat [1] 3. phys. In similar fashion to this catalytic reforming, UOP and BP commercialized a method from LPG (mainly propane and butane) to aromatics. Flow microcalorimeter for heat capacities of solutions, (The specific heat of benzene is 1.740 J/g C). [all data], Staveley, Tupman, et al., 1955 If you want to promote your products or services in the Engineering ToolBox - please use Google Adwords. Soc., 1948, 70, 1502-1505. Smaller amounts of benzene are used to make some types of rubbers, lubricants, dyes, detergents, drugs, explosives, and pesticides. The heat capacities of benzene, methyl alcohol and glycerol at very low temperatures, Ramadevi Punyamurthy et al. In industrybenzeneis used as a solvent, as a chemical intermediate, and is used in the synthesis of numerous chemicals. Benzene is less dense thanwaterand is slightly soluble inwater. Q = joules = x 10^ joules. [all data], Duff and Everett, 1956 [105] Benzene leaked into the Songhua River, which supplies drinking water to the city, after an explosion at a China National Petroleum Corporation (CNPC) factory in the city of Jilin on 13 November 2005. Data compilation copyright Experimental device for measurement of isobaric specific heat of electrolytes at elevated pressures, Heat Stress Risk Assessment for Baseball and Softball Assignors . Vesely, F.; Svoboda, V.; Pick, J., Compound Name: Benzene; Formula: C6H6; at Temperature: Benzene has been shown to cause cancer in both sexes of multiple species of laboratory animals exposed via various routes. For example, mutations in CYP2E1 increase activity and result in increased generation of toxic metabolites. The specific heats and latent heats of fusion of ice and of several organic compounds, biphenyl (aka diphenyl) at higher temperature: If the raw material stream contains much non-aromatic components (paraffins or naphthenes), those are likely decomposed to lower hydrocarbons such as methane, which increases the consumption of hydrogen. Ber. to the boiling point, A small-area case-crossover study", "Advances in understanding benzene health effects and susceptibility", American Petroleum Institute, API Toxicological Review, Benzene, September 1948, "Advances in Understanding Benzene Health Effects and Susceptibility", International Agency for Research on Cancer, IARC Monographs on the Evaluation of Carcinogenic Risks to Humans, Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs, "Benzene-induced cancers: abridged history and occupational health impact", "The toxicity of benzene and its metabolism and molecular pathology in human risk assessment", Occupational Safety and Health Standards, Toxic and Hazardous Substances, 1910.1028, Public Health Statement for Benzene, Agency for Toxic Substances and Disease Registry. Benzene has 6 hydrogen atoms, fewer than the corresponding parent alkane, hexane, which has 14. Phosgene. ; T = 9 to 80C, mean Cp, five temperatures. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon.[15]. Hydroquinone, benzenetriol and catechol are converted to polyphenols. [56] The CC bond lengths are greater than a double bond (135 pm) but shorter than a single bond (147 pm). [all data], Fortier and Benson, 1976 Ahlberg, J.E. [all data], Landrieu, Baylocq, et al., 1929 The curve between the critical point and the triple point shows the benzene boiling point with changes in pressure. Although of no commercial significance, many other routes to benzene exist. However, NIST makes no warranties to that effect, and NIST [all data], Shiohama, Ogawa, et al., 1988 Oliver, G.D.; Eaton, M.; Huffman, H.M., (1867) "Theoretische Betrachtungen und deren Anwendungen zur Systematik der organischen Chemie" (Theoretical considerations and their applications to the classification scheme of organic chemistry). [25] In 1997, benzene was detected in deep space.[26]. Richards, W.T. Chim., 1968, 16, 549-552. ; Kohler, F., VII. [58][59][60][61] It is likely that this stability contributes to the peculiar molecular and chemical properties known as aromaticity. Thermodynam., 1982, 14, 523-529. Expert Answer. ; Nikolaev, P.N., Monatsh. Uchebn. Chem. ; Simonov, V.M. In this process, the xylene stream exiting the TDP unit is approximately 90% p-xylene. Molecular Weight 1 134.22 CAS 105-05-5 Other Names 1,4-DIETHYLBENZENE Benzene, p-diethyl- p-Diethylbenzene p-Ethylethylbenzene para-Diethylbenzene : Acentric Factor. ; Ganiev, Yu.A., Is benzene solid or liquid? ; Rossini, F.D., Williams, J.W. ; Wallace, J.H., Jr., As the carbon atoms in the benzene ring collided with each other, each carbon atom would collide twice with one neighbor during a given interval and then twice with its other neighbor during the next interval. Have definite shape (resist deformation) 2. ; Roux-Desgranges, G.; Kooner, Z.S. Excess thermodynamic functions of the systems: benzene + p-xylene and benzene + p-dioxan, The molecule is located on a crystallographic inversion center and the terminal aminophenoxy rings are almost perpendicular to the central benzene ring with a dihedral angle of 85.40 (4). Staveley, L.A.K. [all data], Grolier, Roux-Desgranges, et al., 1987 ; Khan, V.H., (August 2007). Heat capacities and densities of mixtures of very polar substances 2. The liquid product is 40.0 mole% B, and the vapor product is 68.4 mole% B. In 1903, Ludwig Roselius popularized the use of benzene to decaffeinate coffee. [all data], Swietoslawski and Zielenkiewicz, 1960 Chlorination is achieved with chlorine to give chlorobenzene in the presence of a Lewis acid catalyst such as aluminium tri-chloride. We don't collect information from our users. Containers may explode when heated. Centric affinities (i.e., bonds) acted within a designated cycle of carbon atoms. C) Question: It takes 11.2 KJ of energy to raise the temperature of 145 g of benzene from 25.0C to 70.0C. Table 7.2. and Informatics, Vibrational and/or electronic energy levels, Electron-Impact Ionization Cross Sections (on physics web site), Computational Chemistry Comparison and Benchmark Database, X-ray Photoelectron Spectroscopy Database, version 4.1, NIST Polycyclic Aromatic Hydrocarbon Structure Index, NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data), NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data). These applications will - due to browser restrictions - send data between your browser and our server. Chim. Thermodynam., 1991, 23, 25-30. for disposal with other flammable, non-chlorinated solvents. and final temperature T f = C = K = F, Q = calories = kcal = x 10^ calories. HHS Vulnerability Disclosure. When plastic water pipes are subject to high heat, the water may be contaminated with benzene. The United States Environmental Protection Agency has set a maximum contaminant level for benzene in drinking water at 0.0005mg/L (5 ppb), as promulgated via the U.S. National Primary Drinking Water Regulations. Hydrogenation cannot be stopped to give cyclohexene or cyclohexadienes as these are superior substrates. Pyrolysis gasoline can be blended with other hydrocarbons as a gasoline additive, or routed through an extraction process to recover BTX aromatics (benzene, toluene and xylenes). Chem., 1965, 96, 669-678. 2 C6H6 + 15 0212 CO2 + 6HO + 1562 kcal How much heat is given off when 877 g (one liter) of benzene reacts with oxygen? Data, 1969, 14, 102-106. Temperature and Pressure - Online calculator, figures and table showing density and specific weight of benzene, C 6 H 6, at temperatures ranging from 5 to 325 C (42 to 620 F) at atmospheric and higher pressure - Imperial and SI Units. Wilhelm, E.; Faradjzadeh, A.; Grolier, J.-P.E., [106], The Nazis used benzene administered via injection as one of their many methods for killing. rend., 1933, 197, 519-520. Curr. J. The extraction step of aromatics from the reformate is designed to produce aromatics with lowest non-aromatic components. The specific heats of certain organic liquids at elevated temperatures, ; Simonov, V.M. Heat capacities of some organic liquids determined with the Picker flow calorimeter, Molar heat capacities and isothermal compressibility of binary liquid mixtures: carbon tetrachloride + benzene, carbon tetrachloride + cyclohexane and benzene + cyclohexane, Several enzymes are involved. Molecular Formula / Molecular Weight. In the 19th and early 20th centuries, benzene was used as an after-shave lotion because of its pleasant smell. He gave the compound the name benzin. Ethylbenzene Formula: C 8 H 10 Molecular weight: 106.1650 IUPAC Standard InChI: InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3 IUPAC Standard InChIKey: YNQLUTRBYVCPMQ-UHFFFAOYSA-N CAS Registry Number: 100-41-4 Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file This is often called "on-purpose" methodology to produce benzene, compared to conventional BTX (benzene-toluene-xylene) extraction processes. Toluene hydrodealkylation converts toluene to benzene. J. See: Thiele, Johannes (1899) "Zur Kenntnis der ungesttigten Verbindungen" (On our knowledge of unsaturated compounds), Kolmetz, Gentry, Guidelines for BTX Revamps, AIChE 2007 Spring Conference, Agency for Toxic Substances and Disease Registry. Only emails and answers are saved in our archive. Here Kekul spoke of the creation of the theory. NBS, 1945, 34, 65-70. The pure material, and any solutions containing it, constitute a fire risk. The hydrocarbon derived from benzoic acid thus acquired the name benzin, benzol, or benzene. The handling of this chemical may incur notable safety precautions. ; Constant pressure heat capacity of liquid, Entropy of solid at standard conditions (1 bar), Enthalpy of combustion of liquid at standard conditions, Enthalpy of formation of liquid at standard conditions. Water is less resistant to temperature change than ethyl alcohol. Chem. Roux, M.V. Acad. MSDS for benzene is available at AMOCO. The pure material, and any solutions containing it, constitute a fire risk. Data table of specific heat capacity of liquids Please find below a table of common liquids and their specific heat capacity, aggregated from different sources. . Andrews, D.H.; Lynn, G.; Johnston, J., Heat capacity of benzene at high pressures, Benzeneis present in crude oils and is a product of oil-refining processes. Add standard and customized parametric components - like flange beams, lumbers, piping, stairs and more - to your Sketchup model with the Engineering ToolBox - SketchUp Extension - enabled for use with the amazing, fun and free SketchUp Make and SketchUp Pro .Add the Engineering ToolBox extension to your SketchUp from the SketchUp Pro Sketchup Extension Warehouse! [all data], Sieg, Crtzen, et al., 1951 The idea is used in fireworks to produce the colour. I. [all data], Ahlberg, Blanchard, et al., 1937 Chem., 1978, 82, 1282-1290. J. Chem. Organic Chemistry - Specific Name Reactions. CAS RN. The U.S. Occupational Safety and Health Administration (OSHA) has set a permissible exposure limit of 1 part of benzene per million parts of air (1 ppm) in the workplace during an 8-hour workday, 40-hour workweek. [72][73][74] The specific hematologic malignancies that benzene is associated with include: acute myeloid leukemia (AML), aplastic anemia, myelodysplastic syndrome (MDS), acute lymphoblastic leukemia (ALL), and chronic myeloid leukemia (CML).[75]. [all data], Fiock, Ginnings, et al., 1931 BENZENE BNZ CAUTIONARY RESPONSE INFORMATION Common Synonyms Watery liquid Colorless Gasoline-like odor Floats on water. Reaxys Registry Number. Das Benzol." For commercial use, until World War II, much of benzene was obtained as a by-product of coke production (or "coke-oven light oil") for the steel industry. You can target the Engineering ToolBox by using AdWords Managed Placements. Manufacture of some of these benzene-containing formulations ceased in about 1950, although Liquid Wrench continued to contain significant amounts of benzene until the late 1970s. Atalla, S.R. [all data], Dejardin, 1919 This was seven years after he had solved the problem of how carbon atoms could bond to up to four other atoms at the same time. Khim., 1947, 17, 1999-2003. Zhur. Even if it is not a common substrate for metabolism, benzene can be oxidized by both bacteria and eukaryotes. Soc., 1924, 46, 903-917. Engineering ToolBox - Resources, Tools and Basic Information for Engineering and Design of Technical Applications! Linking benzene rings gives biphenyl, C6H5C6H5. Benzene is found in air, water, and soil that comes from both industrial and natural sources, is highly flammable, and evapo-rates into air very quickly, and dissolves slightly in water. Calculate the number of joules required to melt 57.4 g of benzene at 5.5 degrees; The specific heat of toluene, C_7H_8, is 1.13 J/g K. In this hydrogen-intensive process, toluene is mixed with hydrogen, then passed over a chromium, molybdenum, or platinum oxide catalyst at 500650C and 2060 atm pressure. Sandmeyer Reaction. Benzene is an organic chemical compound with the . [all data], von Reis, 1881 Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Gorbunova, N.I. France, 1929, 45, 36-49. [all data], Aoyama and Kanda, 1935 If you want to promote your products or services in the Engineering ToolBox - please use Google Adwords. From p. 102: " benzene, according to this view, may be represented by a double ring, in fact." at 1 atm: botling point = 80. In liquid form,benzeneis clear, colorless and Aust. 3 mtr circ Lifting strap 1 Ton x 1.5m EWL round sling Hoist, 30PCS 3/8-16x1-3/4" Allen Socket Head Cap Screws Bolts Alloy Coarse Black Oxide, Drive 6 Point Deep Impact Socket 55433 x 1/2 in Steelman 13/16 in, Combustible Gas Leak LEL Natural Gas Detector Methane Benzene Propane Alarm, 1-Count Sharpie Twin-Tip . Uber binare flussige Mischungen I. Mischungswarment, Volumseffekte und Zustandsdiagramme von chlorex mit benzol und n-alkylbenzolen, Bull. Solution Chem., 1987, 16, 745-752. [103], Under specific conditions and in the presence of other chemicals benzoic acid (a preservative) and ascorbic acid (Vitamin C) may interact to produce benzene. Czech. J. ; Udovenko, W.W., Most people in developed countries have measureable baseline levels of benzene and other aromatic petroleum hydrocarbons in their blood. [78] IARC rated benzene as "known to be carcinogenic to humans" (Group 1). Eng. Khim., 1941, 11, 471-482. In heterocycles, carbon atoms in the benzene ring are replaced with other elements. [86] These legal limits were based on studies demonstrating compelling evidence of health risk to workers exposed to benzene. Except where noted otherwise, data relate to, This page was last edited on 14 February 2023, at 04:18. Specific Heat capacity is given as. Mean specific heat in homologous series of binary and ternary positive azeotropes, Technology, Office of Data Chem., 1977, 81, 925-930. [all data], Recko, 1968 Soc., 1932, 54, 2705-2713. Specific heat of ethyl alcohol= 2.44 . The pathway for the metabolism of benzene is complex and begins in the liver. Measurement of air and water levels of benzene is accomplished through collection via activated charcoal tubes, which are then analyzed with a gas chromatograph. Willams, J.W. J. J. Determination of excess heat capacities of (benzene + tetrachloromethane and + cyclohexane) between 293.15 and 303.15 K by use of a Picker flow calorimeter, Toluene disproportionation (TDP) is the conversion of toluene to benzene and xylene. Thermodynamics of the system benzene - p-dioxane, When gasoline burns, the benzene reacts with oxygen. "Zur Kenntnis der ungesttigen Verbindungen,", "Untersuchungen ber aromatische Verbindungen (Investigations of aromatic compounds)", "The Structure of the Benzene Ring in Hexamethylbenzene", "An X-Ray Analysis of the Structure of Hexachlorobenzene, Using the Fourier Method", "Meet Kathleen Lonsdale, the physicist and prison reformer who cracked benzene's code", "Faits pour servir la dtermination du lieu chimique dans la srie aromatique", "Untersuchungen ber die Constitution der zweifach-substituirten Benzole", "Life on Mars? J. Chem. [all data], Rabinovich and Nikolaev, 1962 Instead, retain in a safe place in the laboratory (well away from any source of ignition). On this Wikipedia the language links are at the top of the page across from the article title. [all data], Good and Smith, 1969 Naziev, Ya.M. [all data], Burlew, 1940 Data compiled as indicated in comments: Specific target organ toxicity - repeated exposure - Category 1. Only emails and answers are saved in our archive. American Conference of Governmental Industrial Hygienists (ACGIH) adopted Threshold Limit Values (TLVs) for benzene at 0.5 ppm TWA and 2.5 ppm STEL. Eng. Storage class Storage class (TRGS 510): 3: Flammable liquids 7.3 Specific end use(s) Apart from the uses mentioned in section 1.2 no other specific uses are stipulated SECTION 8: Exposure controls/personal protection Zhur. Hydrogen chloride gas. ; Inglese, A.; Wilhelm, E., Am. Contact us at contact@myengineeringtools.com 1. A. [43], In 1929, the cyclic nature of benzene was finally confirmed by the crystallographer Kathleen Lonsdale using X-ray diffraction methods. been selected on the basis of sound scientific judgment. Complete decarboxylation of mellitic acid gives benzene. The American Petroleum Institute (API) stated in 1948 that "it is generally considered that the only absolutely safe concentration for benzene is zero". 8600 Rockville Pike, Bethesda, MD, 20894 USA. Calorimetry (Lect. The following information is given for benzene, C 6 H 6 . We don't save this data. This process was later discontinued. It is produced by the oxidation of benzene or n-butane in the presence of vanadium oxide catalysts. [42] If the anecdote is the memory of a real event, circumstances mentioned in the story suggest that it must have happened early in 1862. These aberrations can be monitored using fluorescent in situ hybridization (FISH) with DNA probes to assess the effects of benzene along with the hematological tests as markers of hematotoxicity. The proportionality constant c is sometimes referred to as the specific heat capacity or (incorrectly) the heat capacity. 1st Czech. Thermal data on organic compounds. ; Extrapolation below 90 K, 47.49 J/mol*K.; p = 0.1 MPa. After exposure to 63 to 405mg/m3 of benzene for 1 to 5 hours, 51 to 87% was excreted in the urine as phenol over a period of 23 to 50 hours. Heat capacity of benzene and of toluene from 8C. Cookies are only used in the browser to improve user experience. It is highly recommended to seek the Material Safety Datasheet (MSDS) for this chemical from a reliable source such as SIRI, and follow its directions. Ber. Fiock, E.F.; Ginnings, D.C.; Holton, W.B., Myeloperoxidase mutations result in loss of function and may result in decreased generation of toxic metabolites. Ethylbenzene | C6H5C2H5 or C8H10 | CID 7500 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities . Today, most benzene comes from the petrochemical industry, with only a small fraction being produced from coal. ; Shipova, V.A., Surface area of the liquid c. Pressure 6. Substantial quantities of epidemiologic, clinical, and laboratory data link benzene to aplastic anemia, acute leukemia, bone marrow abnormalities and cardiovascular disease. Benzene is used mainly as an intermediate to make other chemicals, above all ethylbenzene (and other alkylbenzenes), cumene, cyclohexane, and nitrobenzene. 11,960) for the fractional distillation of coal tar. [all data], Prosen, Gilmont, et al., 1945 The molecular conformation is stabilized by NHO and NHN intermolecular hydrogen-bonding interactions. AddThis use cookies for handling links to social media. Soc., 1930, 52, 1547-1558. Rajagopal, E.; Subrahmanyam, S.V., It is a byproduct of the incomplete combustion of many materials. [88] The purpose of establishing an IDLH value is (1) to ensure that the worker can escape from a given contaminated environment in the event of failure of the respiratory protection equipment and (2) is considered a maximum level above which only a highly reliable breathing apparatus providing maximum worker protection is permitted. The solvent-properties of the two are similar, but toluene is less toxic and has a wider liquid range. ; Badalov, Yu.A., Each question paper and mark scheme will also comply with these . Vapors may travel to source of ignition and flash back. The limit of the fusion process is the hydrogen-free allotrope of carbon, graphite. Rept. Diffuse through otherliquids 6. Replacing one CH with N gives the compound pyridine, C5H5N. As benzene can cause cancer, NIOSH recommends that all workers wear special breathing equipment when they are likely to be exposed to benzene at levels exceeding the REL (10-hour) of 0.1 ppm. J. Chem. National Library of Medicine. Study of the heat capacity of selected solvents, Bull. In 2005, the water supply to the city of Harbin in China with a population of almost nine million people, was cut off because of a major benzene exposure. J. Chem. This discovery led to the production of Sanka. Ser. Specific Heat The specific heat for some commonly used liquids and fluids is given in the table below. Data, 2008, 37, 4, 1855-1996. ; Bhatagadde, L.G., 2. Benzene is sufficiently nucleophilic that it undergoes substitution by acylium ions and alkyl carbocations to give substituted derivatives. J. Chem. Policies. [all data], Tanaka, 1982 London, 1933, 45, 194-207. +4 A piece of aluminum metal at an initial temperature of 97.3C was placed in a calorimeter containing 49.0g of water at an initial temperature of 22.0C.