Benzoyl Chloride - Materials / Alfa Chemistry

NAVIGATION

Benzoyl Chloride

PRICE INQUIRY

Catalog Number

ACMA00017310

Product Name

Benzoyl Chloride

Category

Polymers

Description

Benzoyl chloride appears as a colorless fuming liquid with a pungent odor. Flash point 162°F. Lachrymator, irritating to skin and eyes. Corrosive to metals and tissue. Density 10.2 lb / gal. Used in medicine and in the manufacture of other chemicals.;Liquid;FUMING COLOURLESS LIQUID WITH PUNGENT ODOUR.;A colorless fuming liquid with a pungent odor.

IUPAC Name

benzoyl chloride

Molecular Weight

140.56g/mol

Molecular Formula

C7H5ClO;C6H5COCl;C6H5COCl;C7H5ClO

Canonical SMILES

C1=CC=C(C=C1)C(=O)Cl

InChI

InChI=1S/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H

InChI Key

PASDCCFISLVPSO-UHFFFAOYSA-N

Boiling Point

387 °F at 760 mm Hg (NTP, 1992);197.2 °C;201 °C;197.2 °C;387°F

Melting Point

30.2 °F (NTP, 1992);-1.0 °C;-0.5 °C;-1 °C;30.2°F

Flash Point

162 °F (NTP, 1992);72 °C (162 °F) - closed cup;162 °F (72 °C)(open cup);68 °C (closed cup);72 °C c.c.;162°F

Density

1.211 at 77 °F (USCG, 1999);1.2070 at 25 °C/4 °C;Relative density (water = 1): 1.21;1.211

Solubility

Decomposes (NTP, 1992);In water, 1.05X10+4 mg/L at 25 °C (est);Decomposed by water, alcohol;Miscible with ethyl ether; soluble in benzene, carbon tetrachloride, carbon disulfide;Miscible with ether, benzene, carbon disulfide, oils;Soluble in ether and carbon disulfide;Solubility in water: reaction

Application

Benzoyl chloride serves as an important chemical intermediate utilized primarily as a benzoylating agent in the introduction of benzoyl groups into alcohols, phenols, and amines through the Schotten-Baumann reaction. It is instrumental in the production of benzoyl peroxide, various dye intermediates, and is widely employed for its role in organic synthesis, including the manufacturing of pharmaceuticals, dyes, perfumes, herbicides, and pesticides. As an acyl chloride derivative of benzene, benzoyl chloride is crucial in organic analysis for creating benzoyl derivatives to assist in identification processes. Despite its broad industrial applications, including the production of benzophenone, benzyl benzoate, and benzyl cellulose, handling it requires caution due to its hazardous nature, characterized by a strong, penetrating odor, and reactivity with water.

Color/Form

Liquid;Transparent, colorless liquid;Colorless, fuming liquid;Colorless to slightly yellow liquid

Complexity

106

Corrosivity

Slow corrosion of metals

Covalently-Bonded Unit Count

EC Number

202-710-8

Exact Mass

140.002893g/mol

Formal Charge

Heat of Vaporization

11,438.0 gcal/gmol

Heavy Atom Count

ICSC Number

1015

Log P

log Kow = 1.44 (est)

MeSH Entry Terms

benzoyl chloride

Monoisotopic Mass

140.002893g/mol

Odor

Penetrating odor;Fuming pungent;Pungent, aromatic

Other Experimental

BP: 197.2 °C at 760 mm Hg;Decomposes in water;Dipole moment: 3.28 debyes;VP: 1 mm Hg at 32.1 °C;Henry's Law constant = 1.32X10-4 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 1.78X10-12 cu cm/mole-sec at 25 °C (est)

Refractive Index

Index of refraction: 1.5537 at 20 °C/D

Rotatable Bond Count

RTECS Number

DM6600000

Stability

Stable under recommended storage conditions.

UNII

VTY8706W36

UN Number

1736;1736;1736;1736

Vapor Density