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| CAS No.: | 75-36-5 |
|---|---|
| Name: | Acetyl chloride |
| Article Data: | 351 |
| Molecular Structure: | |
|
|
|
| Formula: | C2H3ClO |
| Molecular Weight: | 78.4982 |
| Synonyms: | Acetic chloride;Ethanoyl chloride;RCRA waste number U006;Acetic acid, chloride;4-02-00-00395 (Beilstein Handbook Reference); |
| EINECS: | 200-865-6 |
| Density: | 1.12 g/cm3 |
| Melting Point: | -112 °C |
| Boiling Point: | 46 °C at 760 mmHg |
| Flash Point: | 4.4 °C |
| Appearance: | colourless to light yellow liquid with a pungent |
| Hazard Symbols: |
 F,  C
|
| Risk Codes: | 11-14-34 |
| Safety: | 9-16-26-45-1/2 |
| Transport Information: | UN 1717 3/PG 2 |
| PSA: | 17.07000 |
| LogP: | 0.77170 |
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| Conditions | Yield |
|---|---|
| With thionyl chloride for 2h; Reflux; | 100% |
| With thionyl chloride at 70 - 75℃; | 97% |
| With tetrachlorosilane at 50℃; for 10h; | 95% |
- 92253-93-5
2-biphenylyl thiolacetate
A
- 37692-16-3
2-phenylbenzenesulphenyl chloride
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride In tetrachloromethane at 25℃; for 2h; | A 100% B n/a |
- 92253-93-5
2-biphenylyl thiolacetate
A
- 129225-75-8
2-biphenylylsulphinyl chloride
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride; acetic anhydride at 25℃; for 9h; | A 100% B n/a |
- 94764-21-3
Thioessigsaeure-<2,6-dimethyl-phenyl>-ester
A
- 129225-67-8
2,6-dimethylbenzenesulfenyl chloride
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride at 0℃; for 0.333333h; | A 100% B n/a |
- 129225-63-4
2,6-diethylphenyl thiolacetate
A
- 129225-68-9
2,6-diethylbenzenesulphenyl chloride
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride at 0℃; for 0.25h; | A 100% B n/a |
- 129225-62-3
2-(phenylthio)phenyl thiolacetate
A
- 129225-66-7
2-(phenylthio)benzenesulphenyl chloride
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride at 0℃; for 0.5h; | A 100% B n/a |
- 129225-62-3
2-(phenylthio)phenyl thiolacetate
A
- 129225-76-9
2-(phenylthio)benzenesulphinyl chloride
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| With sulfuryl dichloride; acetic anhydride at 25℃; for 22h; | A 100% B n/a |
| Conditions | Yield |
|---|---|
| With CO In dichloromethane-d2 Irradiation (UV/VIS); 355-385 nm; 20 atm CO;; | A 100% B n/a C n/a D n/a |
- 10199-34-5, 14056-88-3, 15604-36-1
cis-dichlorobis(triphenylphosphine)platinum(II)
- 506-96-7
Acetyl bromide
- 26026-46-0, 18517-48-1, 16242-58-3
cis-[PtBr2(PPh3)2]
B
- 75-36-5
acetyl chloride
| Conditions | Yield |
|---|---|
| In dichloromethane at 20 - 25℃; for 0.5h; Glovebox; | A 100% B n/a |
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Chemistry
Molecular Structure of Acetyl chloride (CAS NO.75-36-5):
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IUPAC Name: acetyl chloride
Empirical Formula: C2H3ClO
Molecular Weight: 78.4976
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 17.07Å2
Index of Refraction: 1.379
Molar Refractivity: 16.19 cm3
Molar Volume: 70 cm3
Surface Tension: 24.1 dyne/cm
Density: 1.12 g/cm3
Flash Point: 4.4 °C
Enthalpy of Vaporization: 28.98 kJ/mol
Boiling Point: 46 °C at 760 mmHg
Vapour Pressure: 342 mmHg at 25°C
EINECS: 200-865-6
Melting point: -112 °C
Storage temp: Store at RT
Sensitive: Moisture Sensitive
Merck: 14,85
BRN: 605303
Stability: Stability Highly flammable. Reacts violently with DMSO, water, lower alcohols, and amines to generate toxic fumes. May form an explosive mixture with air. Note low flash point. Incompatible with water, alcohols, amines, strong bases, strong oxidizing agents, most common metals
Product Categories: Pharmaceutical Intermediates; Organics; Nucleosides, Nucleotides & Related Reagents; Protecting Agents for Hydroxyl and Amino Groups; Protecting Agents, Phosphorylating Agents & Condensing Agents;Biochemistry; Organic Chemicals; Chemistry; A-B, Puriss p.a.; Analytical Reagents for General Use; Puriss p.a.; Essential Chemicals; Reagent Grade; Routine Reagents; Reagent Plus; Acid Halides; Carbonyl Compounds; Organic Building Blocks
InChI
InChI=1/C2H3ClO/c1-2(3)4/h1H3
Smiles
C(C)(=O)Cl
Uses
Acetyl chloride (CAS NO.75-36-5) can be used as a reagent for acetylation in the synthesis or derivatization of chemical compounds. Examples of acetylation reactions include acylation processes such as esterification (see below) and the Friedel-Crafts reaction).
Acetyl chloride (CAS NO.75-36-5) also can be used as raw materials of organic synthesis, used in the production of pharmaceutical, pesticide, new plating complexing agent,acylation agent, as well as other various fine synthetic organic intermediates.
Production
Acetyl chloride (CAS NO.75-36-5) may be synthesized from the catalytic carbonylation of methyl chloride.
Acetyl chloride can also be synthesized by the reaction of acetic acid (CH3COO-H) with thionyl chloride (O=SCl2) under liberation of sulfur dioxide (SO2).
CH3COO-H + O=SCl2 → CH3COCl + SO2 + H-Cl
Toxicity Data With Reference
| 1. | ihl-hmn TCLo:2 ppm/1M:IRR | TGNCDL Handbook of Organic Industrial Solvents. 2 (1961),28. | ||
| 2. | orl-rat LD50:910 mg/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 32 (3)(1988),48. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by inhalation. Moderately toxic by ingestion. A human systemic irritant by inhalation. Violent hydrolysis reaction with Water or steam produces heat, acetic acid, HCl, and other corrosive chlorides. May decompose during preparation. Dangerous fire hazard when exposed to heat or flame. Explosion hazard by spontaneous chemical reaction with dimethyl sulfoxide or ethanol. Also incompatible with PCl3. When heated to decomposition it emits highly toxic fumes of phosgene and Cl-. To fight fire, use CO2 or dry chemical. See also Chlorides.
Hazard Codes: 
F,
C
Risk Statements: 11-14-34
R11:Highly flammable.
R14 :Reacts violently with water.
R34:Causes burns.
Safety Statements: 9-16-26-45-1/2
S9:Keep container in a well-ventilated place.
S16:Keep away from sources of ignition.
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.)
S1/2:Keep locked up and out of the reach of children.
RIDADR: UN 1717 3/PG 2
WGK Germany: 1
RTECS: AO6390000
F: 3
HazardClass: 3
PackingGroup: II
HS Code: 29159080
Standards and Recommendations
DOT Classification: 3; Label: Flammable Liquid, Corrosive
Specification
Acetyl chloride , with CAS number of 75-36-5, can be called Acetyl chloride ; Acetic chloride ; Ethanoyl chloride ; 3-(2-methoxyethoxymethoxymethyl)-2,5,7,9-tetrathiabicyclo[4.3.0]non-10-ene-8-thione ; Acetic acid, chloride ; Cellulose,esters,acetate ; Acetyl chloride, 98+% . It is a colourless to light yellow liquid with a pungent.