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75-36-5

Basic Information
CAS No.: 75-36-5
Name: Acetyl chloride
Article Data: 351
Molecular Structure:
Molecular Structure of 75-36-5 (Acetyl chloride)
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: FlammableF, CorrosiveC
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
Synthetic route
64-19-7

acetic acid

75-36-5

acetyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sulfuryl dichloride; acetic anhydride at 25℃; for 22h;A 100%
B n/a
56-23-5

tetrachloromethane

CpRe(CO)2(COCH3)(CH3)

A

tricarbonylcyclopentadienylrhenium

B

75-36-5

acetyl chloride

C

431-03-8

dimethylglyoxal

D

67-64-1

acetone

Conditions
ConditionsYield
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

B

75-36-5

acetyl chloride

Conditions
ConditionsYield
In dichloromethane at 20 - 25℃; for 0.5h; Glovebox;A 100%
B n/a
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    Specifications CAS No.: 75-36-5 Other Names: Acetyl chloride MF: C2H3ClO EINE

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Chemistry

Molecular Structure of Acetyl chloride (CAS NO.75-36-5):

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: FlammableF,CorrosiveC
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.

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