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Benzoyl chloride information


Benzoyl chloride
Benzoyl Chloride
Names
Preferred IUPAC name
Benzoyl chloride
Other names
Benzoic acid chloride (1:1)
Identifiers
CAS Number
  • 98-88-4 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:82275
ChEMBL
  • ChEMBL2260719
ChemSpider
  • 7134 checkY
ECHA InfoCard 100.002.464 Edit this at Wikidata
EC Number
  • 202-710-8
KEGG
  • C19168 checkY
PubChem CID
  • 7412
RTECS number
  • DM6600000
UNII
  • VTY8706W36
UN number 1736
CompTox Dashboard (EPA)
  • DTXSID9026631 Edit this at Wikidata
InChI
  • InChI=1S/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H checkY
    Key: PASDCCFISLVPSO-UHFFFAOYSA-N checkY
  • InChI=1/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H
    Key: PASDCCFISLVPSO-UHFFFAOYAL
SMILES
  • ClC(=O)c1ccccc1
  • c1ccc(cc1)C(=O)Cl
Properties
Chemical formula
C7H5ClO
Molar mass 140.57 g·mol−1
Appearance colorless liquid
Odor Benzaldehyde like but more pungent
Density 1.21 g/mL, liquid
Melting point −1 °C (30 °F; 272 K)
Boiling point 197.2 °C (387.0 °F; 470.3 K)
Solubility in water
reacts, forms hydrogen chloride on contact with water
Magnetic susceptibility (χ)
-75.8·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Maybe harmful by ingestion and skin absorption; possible carcinogen[1]
GHS labelling:
Pictograms
GHS05: CorrosiveGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H302, H312, H314, H317, H332
Precautionary statements
P260, P261, P264, P270, P271, P272, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid
3
2
0
W
Flash point 72 °C (162 °F; 345 K)
Safety data sheet (SDS) Fisher Scientific MSDS
Related compounds
Related compounds
benzoic acid, benzoic anhydride, benzaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C7H5ClO. It is a colourless, fuming liquid with an irritating odour, and consists of a benzene ring (C6H6) with an acyl chloride (−C(=O)Cl) 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.

  1. ^ Benzoyl chloride: toxicity and precautions

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Benzoyl chloride

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Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C7H5ClO. It is a colourless, fuming liquid with...

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Benzoyl group

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abbreviated "Bn". Benzoyl chloride is a favored source of benzoyl groups, being used to prepare benzoyl ketones, benzamides (benzoyl amides), and benzoate...

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Benzoyl peroxide

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prescriptions. Benzoyl peroxide was first prepared and described by Justus von Liebig in 1858. The original 1858 synthesis by Liebig reacted benzoyl chloride with...

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Acyl chloride

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(CH3COOH) → acetyl chloride (CH3COCl) benzoic acid (C6H5COOH) → benzoyl chloride (C6H5COCl) butyric acid (C3H7COOH) → butyryl chloride (C3H7COCl) (Idiosyncratically...

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Benzophenone

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acylation of benzene with benzoyl chloride in the presence of a Lewis acid (e.g. aluminium chloride) catalyst: since benzoyl chloride can itself be produced...

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Thionyl chloride

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shows chemical equations in which thionyl chloride is used to transform benzoic acid (OC7H5OH) into benzoyl chloride (ClC7H5O) and to transform sodium benzoate...

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Acryloyl chloride

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belongs to the acid chlorides group of compounds. Acryloyl chloride can be efficiently prepared by treating acrylic acid with benzoyl chloride: CH2=CHCO2H +...

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Zinc chloride

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hydrolysis of benzal chloride in the presence of zinc chloride is the main route to benzoyl chloride. It serves as a catalyst for the production of...

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Thiobenzoic acid

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below room temperature. Thiobenzoic acid is prepared by treatment of benzoyl chloride with potassium hydrosulfide: C6H5C(O)Cl + KSH → C6H5C(O)SH + KCl With...

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Benzoic acid

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consists of a benzene ring (C6H6) with a carboxyl (−C(=O)OH) substituent. The benzoyl group is often abbreviated "Bz" (not to be confused with "Bn" which is...

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Hippuric acid

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synthesis of hippuric acid involves the acylation of glycine with benzoyl chloride ("Schotten–Baumann reaction"). Biochemically, hippuric acid is produced...

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Chlorine

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hydrogen chloride gas may be made by drying the acid with concentrated sulfuric acid. Deuterium chloride, DCl, may be produced by reacting benzoyl chloride with...

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Acetic anhydride

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Charles Frédéric Gerhardt (1816-1856) by heating potassium acetate with benzoyl chloride. Acetic anhydride is produced by carbonylation of methyl acetate: CH3CO2CH3...

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Propargylamine

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halides. The behavior of propargyl amine is illustrated by its acylation benzoyl chloride to the amide. A Sonogashira coupling of the terminal alkyne end with...

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Tizanidine

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using iron and acetic acid. The amine intermediate was treated with benzoyl chloride and ammonium thiocyanate followed by alkaline hydrolysis to form a...

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Phenol

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dioxide. C6H5OH + NaOH → C6H5ONa + H2O When a mixture of phenol and benzoyl chloride are shaken in presence of dilute sodium hydroxide solution, phenyl...

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Benzotrichloride

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substitution reactions. It is used as an intermediate in the synthesis of benzoyl chloride, benzotrifluoride and 2,4-dihydroxybenzophenone which in turn are also...

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Julia olefination

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higher yield and purity. Most often R3 is acetyl or benzoyl, with acetic anhydride or benzoyl chloride used in the preparation of 2. In 1973, Marc Julia...

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Acyl group

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bond. Well-known acyl compounds are the acyl chlorides, such as acetyl chloride (CH3COCl) and benzoyl chloride (C6H5COCl). These compounds, which are treated...

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Ineos

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a joint venture with Solvay bringing together their European polyvinyl chloride businesses. In October 2005 Ineos agreed to purchase Innovene, BP's olefins...

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Photochlorination

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trisubstituted benzotrichloride is used for the hydrolysis of the synthesis of benzoyl chloride: P h − C C l 3 + H 2 O ⟶ {\displaystyle \mathrm {Ph{-}CCl_{3}+H_{2}O\longrightarrow...

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Antimony trichloride

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limited amount of water it forms antimony oxychloride releasing hydrogen chloride: SbCl3 + H2O → SbOCl + 2 HCl With more water it forms Sb 4O 5Cl 2 which...

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IARC group 2A

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Chloramphenicol α-Chlorinated toluenes (benzal chloride, benzotrichloride, benzyl chloride) and benzoyl chloride (combined exposures) CCNU...

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Nucleophile

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0.87 for benzyl chloride, and 1.43 for benzoyl chloride. The equation predicts that, in a nucleophilic displacement on benzyl chloride, the azide anion...

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Acyl halide

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thionyl chloride, and phosphorus trichloride Phosphorus pentabromide is used for acyl bromides, which are rarely of value. Benzoyl chloride is produced...

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Kostanecki acylation

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acid anhydrides, followed by cyclization. If benzoic anhydride (or benzoyl chloride) is used, a particular type of chromone called a flavone is obtained...

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Isobutyryl chloride

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Isobutyryl chloride (2-methylpropanoyl chloride) is the organic compound with the formula (CH3)2CHCOCl. A colorless liquid, it the simplest branched-chain...

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Zeolitic imidazolate framework

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transesterification of vegetable oils, the Friedel-Crafts acylation reaction between benzoyl chloride and anisole, and for the formation of carbonates. ZIF-8 nanoparticles...

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Benzoic anhydride

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(C6H5CO)2O + 2 CH3CO2H Alternatively, sodium benzoate can be treated with benzoyl chloride. It can be produced by dehydrating benzoic acid by heating. [citation...

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