Benzotrichloride
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Benzotrichloride
Benzotrichloride (BTC), also known as α,α,α-trichlorotoluene, phenyl chloroform or (trichloromethyl)benzene, is an organic compound with the formula C6H5CCl3. Benzotrichloride is an unstable, colorless (to yellowish), viscous, chlorinated hydrocarbon with a penetrating odor. Benzotrichloride is used extensively as a chemical intermediate for products of various classes, i.e. dyes and antimicrobial agents. History Benzotrichloride is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and hence its use is subject to a list of reporting requirements by companies or institutions which synthesize, store or use it in large quantities. In 2018, EU member states have approved a European Commission proposal to restrict the use of carcinogenic, mutagenic and reprotoxic (CMR) substances in clothing, textiles and footwear. In 2015, the Commission published a preli ...
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EPA List Of Extremely Hazardous Substances
This is the list of extremely hazardous substances defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 United States Code, U.S.C. 11002). The list can be found as an appendix to 40 Code of Federal Regulations, C.F.R. 355. Updates as of 2006 can be seen on the Federal Register, 71 FR 47121 (August 16, 2006). The data were provided by the United States Environmental Protection Agency (EPA). __NOTOC__ A * Acetone cyanohydrin * Acetone thiosemicarbazide * Acrolein * Acrylamide * Acrylonitrile * Acryloyl chloride * Adiponitrile * Aldicarb * Aldrin * Allyl alcohol * Allylamine * Aluminum phosphide * Aminopterin * Amiton * Amiton oxalate * Ammonia * Amphetamine * Aniline * Aniline, 2,4,6-trimethyl- * Antimony pentafluoride * Antimycin A * ANTU (Alpha-Naphthylthiourea) * Arsenic pentoxide * Arsenous oxide * Arsenous trichloride * Arsine * Azinphos-ethyl * Azinphos-methyl B * Benzal chloride * Benzenamine, 3-(trifluoromethyl)- * Benzenearsonic ...
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Chlorine
Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine is a yellow-green gas at room temperature. It is an extremely reactive element and a strong oxidising agent: among the elements, it has the highest electron affinity and the third-highest electronegativity on the revised Pauling scale, behind only oxygen and fluorine. Chlorine played an important role in the experiments conducted by medieval alchemists, which commonly involved the heating of chloride salts like ammonium chloride ( sal ammoniac) and sodium chloride (common salt), producing various chemical substances containing chlorine such as hydrogen chloride, mercury(II) chloride (corrosive sublimate), and hydrochloric acid (in the form of ). However, the nature of free chlorine gas as a separate substance was only recognised ar ...
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Benzoyl Chloride
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula . It is a colourless, fuming liquid with an irritating odour, and consists of a benzene ring () with an acyl chloride () substituent. It is mainly useful for the production of peroxides but is generally useful in other areas such as in the preparation of dyes, perfumes, pharmaceuticals, and resins. Preparation Benzoyl chloride is produced from benzotrichloride using either water or benzoic acid: :C6H5CCl3 + H2O -> C6H5COCl + 2 HCl :C6H5CCl3 + C6H5CO2H -> 2 C6H5COCl + HCl As with other acyl chlorides, it can be generated from the parent acid and standard chlorinating agents such as phosphorus pentachloride, thionyl chloride, and oxalyl chloride. It was first prepared by treatment of benzaldehyde with chlorine. An early method for production of benzoyl chloride involved chlorination of benzyl alcohol. Reactions It reacts with water to produce hydrochlori ...
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Benzal Chloride
Benzal chloride is an organic compound with the formula C6H5CHCl2. This colourless liquid is a lachrymator and is used as a building block in organic synthesis. Preparation and usage Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride (C6H5CH2Cl) and followed by benzotrichloride (C6H5CCl3): : C6H5CH3 + Cl2 → C6H5CH2Cl + HCl : C6H5CH2Cl + Cl2 → C6H5CHCl2 + HCl : C6H5CHCl2 + Cl2 → C6H5CCl3 + HCl Benzylic halides are typically strong alkylating agents, and for this reason benzal chloride is treated as a hazardous compound. Treatment of benzal chloride with sodium gives stilbene. Most benzal chloride main industrial use is as a precursor to benzaldehyde. This conversion involves hydrolysis Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution reaction, substitution, elimination reaction, elimination, and solv ...
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Benzyl Chloride
Benzyl chloride, or α-chlorotoluene, is an organic compound with the formula C6H5CH2Cl. This colorless liquid is a reactive organochlorine compound that is a widely used chemical building block. Preparation Benzyl chloride is prepared industrially by the gas-phase photochemical reaction of toluene with chlorine: :C6H5CH3 + Cl2 → C6H5CH2Cl + HCl In this way, approximately 100,000 tonnes are produced annually. The reaction proceeds by the free radical process, involving the intermediacy of free chlorine atoms. Side products of the reaction include benzal chloride and benzotrichloride. Other methods of production exist, such as the Blanc chloromethylation of benzene. Benzyl chloride was first prepared from treatment of benzyl alcohol with hydrochloric acid. Uses and reactions Industrially, benzyl chloride is the Precursor (chemistry), precursor to benzyl esters, which are used as plasticizers, flavorants, and perfumes. Phenylacetic acid, a precursor to pharmaceuticals, ...
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Dibenzoyl Peroxide
Benzoyl peroxide is a chemical compound (specifically, an organic peroxide) with structural formula , often abbreviated as (BzO)2. In terms of its structure, the molecule can be described as two benzoyl (, Bz) groups connected by a peroxide (). It is a white granular solid with a faint odour of benzaldehyde, poorly soluble in water but soluble in acetone, ethanol, and many other organic solvents. Benzoyl peroxide is an oxidizer, but it is principally used as in the production of polymers. Benzoyl peroxide is mainly used in production of plastics and for bleaching flour, hair, plastics and textiles. Synthesis, structure, and chemical reactivity The original 1858 synthesis by Liebig reacted benzoyl chloride with barium peroxide, a reaction described by the following idealized equation: : Benzoyl peroxide is usually prepared by treating hydrogen peroxide with benzoyl chloride under alkaline conditions. : As in many other peroxides, the C-O-O-C linkage has a dihedra ...
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Radical Initiator
In chemistry, radical initiators are substances that can produce radical species under mild conditions and promote radical reactions. These substances generally possess weak bonds—bonds that have small bond dissociation energies. Radical initiators are utilized in industrial processes such as polymer synthesis. Typical examples are molecules with a nitrogen-halogen bond, azo compounds, and organic and inorganic peroxides. Main types of initiation reaction *Halogens undergo homolytic fission relatively easily. Chlorine, for example, gives two chlorine radicals (Cl•) by irradiation with ultraviolet light. This process is used for chlorination of alkanes. *Azo compounds (R- N=N-R') can be the precursor of two carbon-centered radicals (R• and R'•) and nitrogen gas upon heating and/or by irradiation. For example, AIBN and ABCN yield isobutyronitrile and cyclohexanecarbonitrile radicals, respectively. : *Organic peroxides each have a peroxide bond (- O-O-), which is re ...
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Chlorination Reaction
In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. This kind of conversion is in fact so common that a comprehensive overview is challenging. This article mainly deals with halogenation using elemental halogens (F2, Cl2, Br2, I2). Halides are also commonly introduced using salts of the halides and halogen acids. Many specialized reagents exist for and introducing halogens into diverse substrates, e.g. thionyl chloride. Organic chemistry Several pathways exist for the halogenation of organic compounds, including free radical halogenation, ketone halogenation, electrophilic halogenation, and halogen addition reaction. The nature of the substrate determines the pathway. The facility of halogenation is influenced by the halogen. Fluorine and chlorine are more electrophilic an ...
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Precursor (chemistry)
In chemistry, a precursor is a compound that participates in a chemical reaction that produces another compound. In biochemistry, the term "precursor" often refers more specifically to a chemical compound preceding another in a metabolic pathway, such as a protein precursor. Illicit drug precursors In 1988, the United Nations Convention Against Illicit Traffic in Narcotic Drugs and Psychotropic Substances introduced detailed provisions and requirements relating the control of precursors used to produce drugs of abuse. In Europe the Regulation (EC) No. 273/2004 of the European Parliament and of the Council on drug precursors was adopted on 11 February 2004. ( European law on drug precursors) Illicit explosives precursors On January 15, 2013, the Regulation (EU) No. 98/2013 of the European Parliament and of the Council on the marketing and use of explosives precursors was adopted. The Regulation harmonises rules across Europe on the making available, introduction, possession a ...
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Benzotrifluoride
Trifluorotoluene is an organic compound with the formula of C6H5CF3. This colorless fluorocarbon is used as a specialty solvent in organic synthesis and an intermediate in the production of pesticides and pharmaceuticals.Banks, R.E. Organofluorine Chemicals and their Industrial Applications, Ellis Horwood LTD, Chichester, 1979. Synthesis For small-scale laboratory preparations, trifluorotoluene is synthesized by coupling an aromatic halide and trifluoromethyl iodide in the presence of a copper catalyst: :PhX + CF3I → PhCF3 (where X = I, Br) Industrial production is done by reacting benzotrichloride with hydrogen fluoride in a pressurized reactor.Siegemund, Günter "Aromatic Compounds with Fluorinated Side-Chains" in Ullmann’s Encyclopedia of Industrial Chemistry 2005, Wiley-VCH. . :PhCCl3 + 3 HF → PhCF3 + 3 HCl Uses Trifluorotoluene has a variety of niche uses. Low toxicity alternative to dichloromethane According to Ogawa and Curran, trifluorotoluene is similar to dich ...
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Hydrolysis
Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution, elimination, and solvation reactions in which water is the nucleophile. Biological hydrolysis is the cleavage of biomolecules where a water molecule is consumed to effect the separation of a larger molecule into component parts. When a carbohydrate is broken into its component sugar molecules by hydrolysis (e.g., sucrose being broken down into glucose and fructose), this is recognized as saccharification. Hydrolysis reactions can be the reverse of a condensation reaction in which two molecules join into a larger one and eject a water molecule. Thus hydrolysis adds water to break down, whereas condensation builds up by removing water. Types Usually hydrolysis is a chemical process in which a molecule of water is added to a substance. Sometimes this addition causes both the substance and water molecule to split into two parts. I ...
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Resorcinol
Resorcinol (or resorcin) is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or '' meta''-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide. Production Resorcinol is produced in several steps from benzene, starting with dialkylation with propylene to give 1,3-diisopropylbenzene. Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol. Resorcinol is an expensive chemical, produced in only a very few locations around the world (to date only four commercial plants are known to be operative: in the United States, Germany,China and Japan), and as such it is the determining factor in the cost of PRF adhesives. Many additional routes exist for resorcinol. It was formerly produced by disulfonation of benzene followed by hydrolysis of the 1,3-disulfonate. This method ...
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