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98-88-4

Basic Information
CAS No.: 98-88-4
Name: Benzoyl chloride
Article Data: 349
Molecular Structure:
Molecular Structure of 98-88-4 (Benzoyl chloride)
Formula: C7H5ClO
Molecular Weight: 140.569
Synonyms: alpha-Chlorobenzaldehyde;Benzaldehyde, alpha-chloro-;Benzoyl chloride [UN1736] [Corrosive];Benzenecarbonyl chloride;4-09-00-00721 (Beilstein Handbook Reference);Benzoic acid, chloride;cyclohexanecarbonyl chloride;1,4-Dibromobutane;benzoyl chloride;alpha-chloroBenzaldehyde; benzenecarbonyl chloride;Benzoylchloride;
EINECS: 202-710-8
Density: 1.213 g/cm3
Melting Point: -1 ºC
Boiling Point: 197.2 ºC at 760 mmHg
Flash Point: 70.7 ºC
Solubility: reacts
Appearance: Colorless liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34
Safety: 26-45-36/37/39
Transport Information: UN 1736 8/PG 2
PSA: 17.07000
LogP: 2.06560
Synthetic route
98-86-2

acetophenone

98-88-4

benzoyl chloride

Conditions
ConditionsYield
Stage #1: acetophenone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 3h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 17.5h;
87%
Stage #1: acetophenone With pyridine; sulfur monochloride In chlorobenzene at 75℃; for 2.5h;
Stage #2: In chlorobenzene at 137℃; for 19h;
With pyridine; disulfur dichloride at 70 - 137℃; for 21.5h; Reagent/catalyst; Concentration;82 %Spectr.
774-65-2

benzoic acid tert-butyl ester

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With phosphorus trichloride In acetonitrile at 80℃; for 3h; Solvent; Time; Schlenk technique;96%
With thionyl chloride; water at 23℃; for 5h; Sealed tube;
100-52-7

benzaldehyde

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;100%
With iron(III) chloride; Benzotrichlorid In benzene at 60℃; Rate constant; Mechanism; Thermodynamic data; ΔH(activ.), ΔS(activ.), various temperature, various solvents, various concentration ratios;
With chlorine
98-07-7

Benzotrichlorid

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With FeCl389%
With lead(II) oxide
With zinc(II) oxide
65-85-0

benzoic acid

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane at 20℃; Substitution;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h; Reflux;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 35℃; for 1h;100%
100-51-6

benzyl alcohol

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With chlorine at 130 - 150℃; anschliessendes Erhitzen auf 190-200grad;
With thionyl chloride In chloroform
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
93-58-3

benzoic acid methyl ester

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride at 160 - 180℃;
With chlorine
With thionyl chloride In chloroform; N,N-dimethyl-formamide Reflux;
Multi-step reaction with 2 steps
1: sodium hydroxide / methanol / 60 °C / pH 3 / Schlenk technique; Inert atmosphere
2: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 17 h / 0 - 20 °C / Schlenk technique; Inert atmosphere
View Scheme
50594-66-6

acifluorfen

A

98-88-4

benzoyl chloride

B

67446-83-7

5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene
With thionyl chloride In toluene
With thionyl chloride In toluene
119-80-2

2,2'-dithiobenzoic acid

98-07-7

Benzotrichlorid

A

19602-82-5

2,2'-dithiodibenzoic acid dichloride

B

98-88-4

benzoyl chloride

Conditions
ConditionsYield
With iron(III) chloride In toluene at 100℃; Inert atmosphere;A 16.4 g
B 12.9 g
119-80-2

2,2'-dithiobenzoic acid

98-07-7

Benzotrichlorid

A

3950-02-5

2-chlorosulfenylbenzoyl chloride

B

98-88-4

benzoyl chloride

Conditions
ConditionsYield
Stage #1: 2,2'-dithiobenzoic acid; Benzotrichlorid With iron(III) chloride In chlorobenzene at 100℃; Inert atmosphere;
Stage #2: With chlorine at 60℃; for 1h; Inert atmosphere;
A 18.9 g
B 12.6 g
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Chemistry

Molecular Structure:
Molecular Formula: C7H5ClO
Molecular Weight: 140.567
IUPAC Name: Benzoyl chloride
Synonyms of Benzoyl chloride (CAS NO.98-88-4): 4-09-00-00721 (Beilstein Handbook Reference) ; BRN 0471389 ; Benzaldehyde, alpha-chloro- ; Benzenecarbonyl chloride ; Benzoic acid, chloride ; CCRIS 802 ; EINECS 202-710-8 ; HSDB 383 ; alpha-Chlorobenzaldehyde ; Benzoyl chloride [UN1736] [Corrosive] ; UN1736
CAS NO: 98-88-4
Classification Code: Human Data ; Mutation data ; Tumor data
Melting point: -1 °C 
H bond acceptors: 1 
Freely Rotating Bonds: 1
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.542
Molar Refractivity: 36.49 cm3
Molar Volume: 115.8 cm3
Surface Tension: 39.8 dyne/cm
Density: 1.213 g/cm3
Flash Point: 70.7 °C
Enthalpy of Vaporization: 43.34 kJ/mol
Boiling Point: 197.2 °C at 760 mmHg
Vapour Pressure: 0.383 mmHg at 25°C
 

Uses

 Benzoyl chloride (CAS NO.98-88-4) is used as an intermediate chemical in the preparation of dyes, perfumes, peroxides, pharmaceuticals, and resins. It is also used in photography; as gasoline gum inhibitors, and in the manufacture of synthetic tannins. It was formerly employed as an irritant gas in chemical warfare.

Production

  Benzoyl chloride (CAS NO.98-88-4) is produced from benzotrichloride using either water or benzoic acid:
C6H5CCl3 + H2O → C6H5COCl + 2 HCl
C6H5CCl3 + C6H5CO2H → 2 C6H5COCl + HCl

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TCLo inhalation 2ppm/1M (2ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
"Handbook of Organic Industrial Solvents," 2nd ed., Chicago, National Assoc. of Mutual Casualty Companies, 1961Vol. 2, Pg. 31, 1961.
rat LC50 inhalation 1870mg/m3/2H (1870mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 25, 1982.
rat LD50 oral 1900mg/kg (1900mg/kg)   Office of Toxic Substances Report. Vol. FYI-OTS-1180-0107,

Consensus Reports

Related compounds :BENZOIC ACID, benzoic anhydride, Benzaldehyde

Safety Profile

Hazard Codes of Benzoyl chloride (CAS NO.98-88-4): CorrosiveC
Risk Statements: 34 
R34: Causes burns.
Safety Statements: 26-45-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1736 8/PG 2
WGK Germany: 1
RTECS: DM6600000
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: II
HS Code: 29310095
Hazardous Substances Data: 98-88-4(Hazardous Substances Data)
 

 

Specification

Chemical Stability: Air sensitive. Moisture sensitive. 
Conditions to Avoid: Incompatible materials, ignition sources, excess heat, temperatures above 65°C, exposure to moist air or water. 
Incompatibilities with Other Materials Water, strong oxidizing agents, strong bases, alcohols, alkali metals, alkaline earth metals, aluminum, amines, dimethyl sulfoxide, caustics (e.g. ammonia, ammonium hydroxide, calcium hydroxide, potassium hydroxide, sodium hydroxide), explosives (e.g. ammonium nitrate, hydrazoic acid, sodium azide), potassium hydroxide, sodium azide, sulfur oxides. 
Hazardous Decomposition Products Hydrogen chloride, phosgene, carbon monoxide, carbon dioxide. 
Hazardous Polymerization Will not occur.

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