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BENZOYL CHLORIDE (BENZENECARBONYL CHLORIDE)

Benzoyl chloride (benzenecarbonyl chloride) is an acyl chloride consisting of benzene in which a hydrogen is replaced by an acyl chloride group. 
Benzoyl chloride (benzenecarbonyl chloride) is an important chemical intermediate for the manufacture of other chemicals, dyes, perfumes, herbicides and pharmaceuticals. 
Benzoyl chloride (benzenecarbonyl chloride) has a role as a carcinogenic agent. 

CAS:    98-88-4
MF:    C7H5ClO
MW:    140.57
EINECS:    202-710-8

Benzoyl chloride (benzenecarbonyl chloride) is an acyl chloride and a member of benzenes. 
Benzoyl chloride (benzenecarbonyl chloride) is functionally related to a benzoic acid.
Benzoyl chloride (benzenecarbonyl 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.
Benzoyl chloride (benzenecarbonyl chloride) used in medicine and in the manufacture of other chemicals.

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

An acyl chloride consisting of benzene in which a hydrogen is replaced by an acyl chloride group. 
Benzoyl chloride (benzenecarbonyl chloride) is an important chemical intermediate for the manufacture of other chemicals, dyes, perfumes, herbicides and pharmaceuticals.

Benzoyl chloride (benzenecarbonyl chloride) Chemical Properties
Melting point: -1 °C (lit.)
Boiling point: 198 °C (lit.)
Density: 1.211 g/mL at 25 °C (lit.)
Vapor density: 4.88 (vs air)
Vapor pressure: 1 mm Hg ( 32 °C)
Refractive index: n20/D 1.553(lit.)
Fp: 156 °F
Storage temp.: Store below +30°C.
Form: Liquid
Color: Clear
Odor: Pungent characteristic.
PH Range: 2 at 1 g/l
PH: 2 (1g/l, H2O, 20℃)
Explosive limit: 2.5-27%(V)
Water Solubility: reacts
Freezing Point: -1℃
Sensitive: Moisture Sensitive
Merck: 14,1112
BRN: 471389
Exposure limits: ACGIH: Ceiling 0.5 ppm
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, water, alcohols, strong bases. 
Reacts violently with DMSO and vigorously with alkalies.
InChIKey: PASDCCFISLVPSO-UHFFFAOYSA-N
LogP: 1.44 at 21℃ and pH6
CAS DataBase Reference: 98-88-4(CAS DataBase Reference)
NIST Chemistry Reference: Benzoyl chloride(98-88-4)
IARC: 2A (Vol. 29, Sup 7, 71) 1999
EPA Substance Registry System: Benzoyl chloride (98-88-4)

Benzoyl chloride (benzenecarbonyl chloride)'s pure product is a colorless and transparent flammable liquid, which is smoking exposed to air in the air. 
In Industry, Benzoyl chloride (benzenecarbonyl chloride) is slightly pale yellow, with a strong pungent odor. 
Benzoyl chloride (benzenecarbonyl chloride)'s steam has a strong stimulating effect for eye mucous membranes, skin and respiratory tract, by stimulating the mucous membranes and eyes tear. 
Benzoyl chloride (benzenecarbonyl chloride) melting point is-1.0 ℃, boiling point is 197.2 ℃, and the relative density is 1.212 (20 ℃), while a flash point is 72 ℃, and refractive index (n20) is 1.554. 

Benzoyl chloride (benzenecarbonyl chloride) is soluble in the ether, chloroform, benzene and carbon disulfide. 
Benzoyl chloride (benzenecarbonyl chloride) can gradually decomposed in water or ethanol, ammonia, which generates benzoic acid, generating benzamide, ethyl benzoate and hydrogen chloride. 
In the laboratory, Benzoyl chloride (benzenecarbonyl chloride) can be obtained by distillation of benzoic acid and phosphorus pentachloride under anhydrous conditions. 
Industrial production process can be obtained by the use of thionyl chloride benzaldehyde. Benzoyl chloride (benzenecarbonyl chloride) is an important intermediate for preparing dyes, perfumes, organic peroxides, resins and drugs. 
Benzoyl chloride (benzenecarbonyl chloride) is also used in photography and artificial tannin production, which was formerly used as an irritant gas in chemical warfare.

Benzoyl chloride (benzenecarbonyl chloride) is a colorless to slight brown liquid with a strong, penetrating odor; vapor causes tears. Soluble in ether and carbon disulfide; decomposes in water. 
Combustible. 
Benzoyl chloride (benzenecarbonyl chloride) is a liquid acyl chloride used as a benzoylating agent.
Benzoyl chloride (benzenecarbonyl chloride) appears as a colorless fuming liquid with a pungent odor. 
Lachrymator, irritating to skin and eyes. 
Corrosive to metals and tissue. 
Density 10.2 lb / gal. 
Benzoyl chloride (benzenecarbonyl chloride) used in medicine and in the manufacture of other chemicals.

Benzoyl chloride (benzenecarbonyl chloride) is an acyl chloride consisting of benzene in which a hydrogen is replaced by an acyl chloride group. 
Benzoyl chloride (benzenecarbonyl chloride) is an important chemical intermediate for the manufacture of other chemicals, dyes, perfumes, herbicides and pharmaceuticals. 
Benzoyl chloride (benzenecarbonyl chloride) has a role as a carcinogenic agent. 
Benzoyl chloride (benzenecarbonyl chloride) is an acyl chloride and a member of benzenes. 
Benzoyl chloride (benzenecarbonyl chloride) is functionally related to a benzoic acid.

Chemical Reactivity    
Reactivity with Water Slow reaction with water to produce hydrochloric acid fumes. 
The reaction is more rapid with steam; Reactivity with Common Materials: Slow corrosion of metals but no immediate danger; Stability During Transport: Not pertinent; Neutralizing Agents for Acids and Caustics: Soda ash and water, lime; Polymerization: Does not occur; Inhibitor of Polymerization: Not pertinent.

Benzoyl chloride (benzenecarbonyl chloride) reacts with water to produce hydrochloric acid and benzoic acid:

C6H5COCl+H2O⟶C6H5COOH+HCl

Benzoyl chloride (benzenecarbonyl chloride) is a typical acyl chloride. 
Benzoyl chloride (benzenecarbonyl chloride) reacts with alcohols to give the corresponding esters. 
Similarly, Benzoyl chloride (benzenecarbonyl chloride) reacts with amines to give the amide.

Benzoyl chloride (benzenecarbonyl chloride) undergoes the Friedel-Crafts acylation with aromatic compounds to give the corresponding benzophenones and related derivatives.
With carbanions, Benzoyl chloride (benzenecarbonyl chloride) serves again as a source of the benzoyl cation synthon, C6H5CO+.

Benzoyl peroxide, a common reagent in polymer chemistry, is produced industrially by treating Benzoyl chloride (benzenecarbonyl chloride) with hydrogen peroxide and sodium hydroxide.

Uses    
Benzoyl chloride (benzenecarbonyl chloride) is used in the manufacturing of dye intermediates.
Benzoyl chloride (benzenecarbonyl chloride) is used for organic synthesis, dye and pharmaceutical raw material, manufacturing initiator benzoyl peroxide, t-butyl peroxybenzoate, pesticides and herbicides. 
In pesticides, Benzoyl chloride (benzenecarbonyl chloride) is a new insecticide, which is inducible isoxazole parathion (Isoxathion, Karphos) intermediate. Benzoyl chloride is an important benzoyl and benzyl reagent. 
Most of Benzoyl chloride (benzenecarbonyl chloride) is used in the production of benzoyl peroxide, and secondly for the production of benzophenone, benzyl benzoate, benzyl cellulose. 

Benzoyl peroxide catalyzes polymerization initiator for the monomer plastic, polyester, epoxy, acrylic resin production, self-curing agent, which is a glass fiber material, fluorine rubber, silicone crosslinking agents, oil refined, bleached flour, fiber decolorizing.
For acylation, i.e., introduction of the benzoyl group into alcohols, phenols, and amines (Schotten-Baumann reaction); in the manufacture of benzoyl peroxide and of dye intermediates. In organic analysis for making Benzoyl chloride (benzenecarbonyl chloride) derivatives for identification purposes.
Benzoyl chloride (benzenecarbonyl chloride) is widely utilized for the synthesis of peroxides. 
Benzoyl chloride (benzenecarbonyl chloride) is employed in the production of dyes and perfumes. 
Benzoyl chloride (benzenecarbonyl chloride) also serves in the manufacturing of pharmaceuticals and resins.

Production Methods    
Benzoyl chloride (benzenecarbonyl chloride) can be prepared from benzoic acid by reaction with PCl5 or SOCl2, from benzaldehyde by treatment with POCl3 or SO2 Cl2, from benzotrichloride by partial hydrolysis in the presence of H2SO4 or FeCl3, from benzal chloride by treatment with oxygen in a radical source, and from several other miscellaneous reactions. 
Benzoyl chloride (benzenecarbonyl chloride) can be reduced to benzaldehyde, oxidized to benzoyl peroxide, chlorinated to chlorobenzoyl chloride and sulfonated to m-sulfobenzoic acid. 
Benzoyl chloride (benzenecarbonyl chloride) will undergo various reactions with organic reagents. 

Reactivity Profile    
Benzoyl chloride (benzenecarbonyl chloride) reacts violently with protic solvents such as alcohols, with amines and amides and with inorganic bases. 
Causes the violent decomposition of dimethyl sulfoxide. 
May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts. 
Friedel-Crafts acylation of naphthalene using Benzoyl chloride (benzenecarbonyl chloride), catalyzed by AlCl3, must be conducted above the melting point of the mixture, or the reaction may be violent.

Synonyms
BENZOYL CHLORIDE
98-88-4
Benzoic acid, chloride
Benzoylchloride
Benzenecarbonyl chloride
alpha-Chlorobenzaldehyde
benzoic acid chloride
Benzaldehyde, .alpha.-chloro
CHEBI:82275
VTY8706W36
benzoylchlorid
Benzaldehyde, alpha-chloro-
CCRIS 802
Benzoyl chloride, ReagentPlus(R), >=99%
HSDB 383
EINECS 202-710-8
UN1736
BRN 0471389
benzoyl chlorid
benzoyl choride
bezoyl chloride
UNII-VTY8706W36
benzoic chloride
BzCl
benzoyl chloride-
PhCOCl
Bz-C
MFCD00000653
Benzoyl chloride [UN1736] [Corrosive]
.alpha.-Chlorobenzaldehyde
Benzaldehyde, |A-chloro-
DSSTox_CID_6631
EC 202-710-8
SCHEMBL1241
BENZOIC ACID,CHLORIDE
DSSTox_RID_78168
DSSTox_GSID_26631
4-09-00-00721 (Beilstein Handbook Reference)
BENZOYL CHLORIDE [MI]
Benzoyl Chloride, ACS reagent
Benzoylchloride, ACS Reagent,
BENZOYL CHLORIDE [HSDB]
BENZOYL CHLORIDE [INCI]
CHEMBL2260719
DTXSID9026631
Benzoyl chloride, AR, >=99%
Benzoyl chloride, LR, >=99%
CS-B1785
ZINC2041164
Tox21_200431
STL264120
Benzoyl chloride, ACS reagent, 99%
AKOS000121308
UN 1736
CAS-98-88-4
Benzoyl chloride, purum, >=99% (GC)
Benzoyl chloride, ReagentPlus(R), 99%
NCGC00248610-01
NCGC00257985-01
Benzoyl chloride, p.a., 98-100.5%
PS-10801
DB-002645
DB-051009
B0105
FT-0622741
FT-0639824
Benzoyl chloride, SAJ first grade, >=98.0%
C19168
A845919
Q412825

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