- Benzoyl azide
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Cas Database |
| Name |
Benzoyl chloride |
EINECS | 202-710-8 |
| CAS No. | 98-88-4 | Density | 1.213 g/cm3 |
| PSA | 17.07000 | LogP | 2.06560 |
| Solubility | reacts | Melting Point |
-1 ºC |
| Formula | C7H5ClO | Boiling Point | 197.2 ºC at 760 mmHg |
| Molecular Weight | 140.569 | Flash Point | 70.7 ºC |
| Transport Information | UN 1736 8/PG 2 | Appearance | Colorless liquid |
| Safety | 26-45-36/37/39 | Risk Codes | 34 |
| Molecular Structure |
|
Hazard Symbols |
 C
|
| 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; |
Article Data | 349 |
Benzoyl chloride Synthetic route
| Conditions | Yield |
|---|---|
| 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. |
| Conditions | Yield |
|---|---|
| With phosphorus trichloride In acetonitrile at 80℃; for 3h; Solvent; Time; Schlenk technique; | 96% |
| With thionyl chloride; water at 23℃; for 5h; Sealed tube; |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| With FeCl3 | 89% |
| With lead(II) oxide | |
| With zinc(II) oxide |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
Benzoyl chloride Chemical Properties
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
Benzoyl chloride 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.
Benzoyl chloride 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
Benzoyl chloride 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, |
Benzoyl chloride Consensus Reports
Related compounds :BENZOIC ACID, benzoic anhydride, Benzaldehyde
Benzoyl chloride Safety Profile
Hazard Codes of Benzoyl chloride (CAS NO.98-88-4): 
C
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)
Benzoyl chloride 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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