Benzoyl chloride
- CAS No.
- 98-88-4
- Chemical Name:
- Benzoyl chloride
- Synonyms
- BzCl;Basic Red 1;Benzoylchlorid;Benzenecarbonyl chloride;BENZOYL CHLORIDE Extra Pure;B 0105;BENZOXALONE;BENZOYL CHLORIDE;BenzoylChlorideGr;chloruredebenzoyle
- CBNumber:
- CB8854753
- Molecular Formula:
- C7H5ClO
- Molecular Weight:
- 140.57
- MOL File:
- 98-88-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/30 14:17:11
| 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 |
n |
| Flash point | 156 °F |
| storage temp. | Store below +30°C. |
| solubility | Acetonitrile (Slightly), Chloroform (Sparingly) |
| 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 |
| FreezingPoint | -1℃ |
| Sensitive | Moisture Sensitive |
| Merck | 14,1112 |
| BRN | 471389 |
| Dielectric constant | 23.0（0℃） |
| 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) |
| IARC | 2A (Vol. 29, Sup 7, 71) 1999 |
| NIST Chemistry Reference | Benzoyl chloride(98-88-4) |
| EPA Substance Registry System | Benzoyl chloride (98-88-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302+H312-H314-H317-H331 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 34-43-20/21/22 | |||||||||
| Safety Statements | 26-45-36/37/39 | |||||||||
| RIDADR | UN 1736 8/PG 2 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | DM6600000 | |||||||||
| Autoignition Temperature | 600 °C | |||||||||
| Hazard Note | Corrosive | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29310095 | |||||||||
| Toxicity | LD50 orally in Rabbit: 2460 mg/kg LD50 dermal Rabbit 790 mg/kg | |||||||||
| NFPA 704 |
|
Benzoyl chloride price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | B12695 | Benzoyl chloride ReagentPlus?, ≥99% | 98-88-4 | 25ML | ₹1288.18 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | B12695 | Benzoyl chloride ReagentPlus?, ≥99% | 98-88-4 | 1L | ₹2706.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | B12695 | Benzoyl chloride ReagentPlus?, ≥99% | 98-88-4 | 2.5L | ₹4730.53 | 2022-06-14 | Buy |
| Sigma-Aldrich | 259950 | Benzoyl chloride ACS reagent, 99% | 98-88-4 | 5ML | ₹5011.98 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 259950 | Benzoyl chloride ACS reagent, 99% | 98-88-4 | 5ML | ₹5011.98 | 2022-06-14 | Buy |
Benzoyl chloride Chemical Properties,Uses,Production
Chemical Properties
Benzoyl 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. It is a liquid acyl chloride used as a benzoylating agent.
Definition
ChEBI: Benzoyl chloride is an acyl chloride consisting of benzene in which a hydrogen is replaced by an acyl chloride group. It is an important chemical intermediate for the manufacture of other chemicals, dyes, perfumes, herbicides and pharmaceuticals. It has a role as a carcinogenic agent. It is an acyl chloride and a member of benzenes. It is functionally related to a benzoic acid.?
Production Methods
Benzoyl 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 can be reduced to benzaldehyde, oxidized to benzoyl peroxide, chlorinated to chlorobenzoyl chloride and sulfonated to m-sulfobenzoic acid. It will undergo various reactions with organic reagents. For example, it will add across an unsaturated (alkene or alkyne) bond in the presence of a catalyst to give the phenylchloroketone:
General 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.
Reactivity Profile
Benzoyl chloride reacts violently with protic solvents such as alcohols, with amines and amides (for example dimethylformamide [Bretherick 1979 p. 6] ) and with inorganic bases. Causes the violent decomposition of dimethyl sulfoxide [Chem. Eng. News 35(9): 87 1957]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. Friedel-Crafts acylation of naphthalene using Benzoyl chloride, catalyzed by AlCl3, must be conducted above the melting point of the mixture, or the reaction may be violent [Clar, E. et al., Tetrahedron, 1974, 30, 3296].
Hazard
Highly toxic. Strong irritant to skin, eyes, and mucous membranes, and via ingestion, inhala- tion. Upper respiratory tract irritant. Probable car- cinogen.
Health Hazard
INHALATION: may irritate eyes, nose and throat. INGESTION: causes acute discomfort. SKIN: causes irritation and burning.
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.
Mechanism of action
Indicative of its high reactivity (relative to alkyl chlorides), benzyl chloride reacts with water in a hydrolysis reaction to form benzyl alcohol and hydrochloric acid. In contact with mucous membranes, hydrolysis produces hydrochloric acid. Thus, benzyl chloride is a lachrymator and has been used in chemical warfare. Theoretically, for every mole of benzyl chloride reacted, one mole of hydrochloric acid is released[1].
Toxicology
Benzoyl chloride is of low acute oral toxicity in
rats (LD50 2529 mg/kg). It is more toxic by
inhalation (LC50 230 ppm, 4 h in male rats and
314 ppm, 4 h in female rats). The compound is
irritating to skin, mucous membranes, eyes, and
the respiratory tract.
When benzoyl chloride or solutions of benzoyl chloride in benzene were applied to the skin of
mice for up to 10 months irritation and keratinization resulted, and to some extent, ulceration
and necrosis of the skin occurred. A few tumors
(skin, lung) were observed in those mice.
There is no clear evidence that benzoyl chloride
is mutagenic.
For humans, benzoyl chloride is classified as a
lachrymator. It is irritating to the skin, eyes, and
mucous membranes. The available data are
inadequate to evaluate the carcinogenic potential
of benzoyl chloride to humans.
Potential Exposure
Benzoyl chloride is used as a chemical intermediate; in organic synthesis; to produce other chemicals, dyes, perfumes, herbicides, and medicines.
Shipping
UN 1736 Benzoylchloride, Hazard class: 8; Labels: 8—Corrosive material.
Purification Methods
A solution of benzoyl chloride (300mL) in *C6H6 (200mL) is washed with two 100mL portions of cold 5% NaHCO3 solution, separated, dried with CaCl2 and distilled [Oakwood & Weisgerber Org Synth III 113 1955]. Repeated fractional distillation at 4mm Hg through a glass helices-packed column (avoiding porous porcelain or silicon-carbide boiling chips, and hydrocarbon or silicon greases on the ground joints) gave benzoyl chloride that did not darken on addition of AlCl3. Further purification is achieved by adding 3 mole% each of AlCl3 and toluene, standing overnight, and distilling off the benzoyl chloride at 1-2mm [Brown & Jenzen J Am Chem Soc 80 2291 1958]. Refluxing for 2hours with an equal weight of thionyl chloride before distillation has also been used. [Beilstein 9 IV 721.] Strong IRRITANT. Use in a fume cupboard.
Incompatibilities
May form explosive mixture with air. Contact with heat, hot surfaces, and flames causes decomposition, forming phosgene and hydrogen chloride. Water contact may be violent; forms hydrochloric acid. Reactions with amines, alcohols, alkali metals, dimethyl sulfoxide, strong oxidizers, and metal salts may be violent, causing fire and explosions. Attacks metals in the presence of moisture, forming explosive hydrogen gas. Attacks some plastics, rubber or coatings.
Waste Disposal
Pour into sodium bicarbonate solution and flush to sewer.
References
[1] Tsonis C, et al. 26 - Polybenzyls. 1989; 5: 455-464.
Benzoyl chloride Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| ANJI BIOSCIENCES | +91-9000100077 +91-9000100077 | Hyderabad, India | 430 | 58 | Inquiry |
| sheetalchemicals | +91-9820130159 +91-9820130159 | Maharashtra, India | 77 | 58 | Inquiry |
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| Om Organic Chemicals | +91-9594082107 +91-9594082107 | Maharashtra, India | 5 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| LANXESS India Pvt. Ltd. | +91-8356878763 +91-8356878763 | Maharashtra, India | 190 | 58 | Inquiry |
| Shree Sulphurics Pvt Ltd (SSPL) | +91-2224915709 +91-9833300322 | Mumbai, India | 30 | 58 | Inquiry |
| Veekay Chemicals | +91-8657432590 +91-9821518903 | Maharashtra, India | 37 | 58 | Inquiry |
| Dr R R Organics | +91-9666306440 +91-9666306440 | Telangana, India | 267 | 58 | Inquiry |
| Sima Chemicals (Sima Products) | +91-9821136312 +91-9321375313 | Maharashtra, India | 20 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| ANJI BIOSCIENCES | 58 |
| sheetalchemicals | 58 |
| Nikava Pharmaceutical Industries | 58 |
| Om Organic Chemicals | 58 |
| JSK Chemicals | 58 |
| LANXESS India Pvt. Ltd. | 58 |
| Shree Sulphurics Pvt Ltd (SSPL) | 58 |
| Veekay Chemicals | 58 |
| Dr R R Organics | 58 |
| Sima Chemicals (Sima Products) | 58 |
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Related Qustion
- Q:How is Benzoyl chloride converted to benzaldehyde?
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