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320129

Sigma-Aldrich

Acetyl chloride

reagent grade, 98%

Synonyme(s) :

Acetic acid chloride, Acetic chloride, Ethanoyl chloride

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About This Item

Formule linéaire :
CH3COCl
Numéro CAS:
75-36-5
Poids moléculaire :
78.50
Numéro Beilstein :
605303
Numéro CE :
200-865-6
Numéro MDL:
MFCD00000719
Code UNSPSC :
12352100
ID de substance PubChem :
24859250
Nomenclature NACRES :
NA.22

Qualité

reagent grade

Densité de vapeur

2.7 (vs air)

Pression de vapeur

11.69 psi ( 20 °C)
32.33 psi ( 55 °C)

Pureté

98%

Forme

liquid

Température d'inflammation spontanée

1353 °F

Limite d'explosivité

19 %

Indice de réfraction

n20/D 1.389 (lit.)

Point d'ébullition

52 °C (lit.)

Pf

−112 °C (lit.)

Densité

1.104 g/mL at 25 °C (lit.)

Chaîne SMILES 

CC(Cl)=O

InChI

1S/C2H3ClO/c1-2(3)4/h1H3

Clé InChI

WETWJCDKMRHUPV-UHFFFAOYSA-N

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Description générale

Acetyl chloride undergoes reaction with decalin and aluminum trichloride to afford a tricyclic enol ether. It promotes the cyclopropanation of alkene with dibromomethane or diiodomethane in the presence of Zn dust and copper chloride in ether. Friedel-Crafts reaction of acetyl chloride with benzene in the presence of MCl3 (M = Al or Fe) in the ionic liquid 1-butyl-3-methylimidazolium chloride affords MCl3 adducts of the acetyl chloride, the acetylium ion [CH3CO]+[MCl4]- and the MCl3 adduct of acetophenone.

Application

  • Synthesis, Characterization, and Evaluation of Thiazolidine Derivatives of Cysteine for Suppressing Eumelanin Production.: The study discusses the synthesis and evaluation of thiazolidine derivatives of cysteine, where acetyl chloride is used as a reagent, underscoring its importance in pharmaceutical intermediate development. (Amino et al., 2016).
  • New URJC-1 Material with Remarkable Stability and Acid-Base Catalytic Properties.: This research introduces the new URJC-1 material, noting its stability and catalytic properties, with acetyl chloride being pivotal in the synthesis process, illustrating its role in material science and catalysis. (Leo et al., 2016).

Pictogrammes

FlameCorrosion
GHS02,GHS05

Mention d'avertissement

Danger

Mentions de danger

H225,H314

Classification des risques

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Risques supp

EUH014

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

41.0 °F - closed cup

Point d'éclair (°C)

5 °C - closed cup

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Consulter la Bibliothèque de documents

In situ infrared spectroscopic studies of the Friedel-Crafts acetylation of benzene in ionic liquids using AlCl3 and FeCl3.
Csihony S, et al.
Green Chemistry, 3(6), 307-309 (2001)
Ran Lin et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(45), 14885-14899 (2014-09-16)
Treatment of Na[Re(CO)5 ] with RCCCO2 Et (R=phenyl, naphthalen-1-yl, phenanthren-9-yl and pyren-1-yl) followed by reaction with acetyl chloride and ethanol afforded the rhenacyclobutadienes Re{-C(R)C(CO2 Et)C(OEt)}(CO)4 . Reactions of these rhenacyclobutadienes with HCCOEt produced rhenabenzenes Re{-C(R)C(CO2 Et)C(OEt)CHC(OEt)}(CO)4 . Except for R=Ph
Oxetanes. VII. Synthesis from 1, 3-Diols. Reactions of Oxetanes and of 1, 3-Butanediol with Hydrogen Chloride, Hydrogen Bromide and Acetyl Chloride1, 2.
Searles JS, et al.
Journal of the American Chemical Society, 79(4), 952-956 (1957)
Catherine L Lyall et al.
Journal of the American Chemical Society, 136(39), 13745-13753 (2014-09-10)
Decalin undergoes reaction with aluminum trichloride and acetyl chloride to form a tricyclic enol ether in good yield, as first reported by Baddeley. This eye-catching transformation, which may be considered to be an aliphatic Friedel-Crafts reaction, has not previously been
Facile catalyzed acylation of alcohols, phenols, amines and thiols based on ZrOCl 2? 8H 2 O and acetyl chloride in solution and in solvent-free conditions.
Ghosh R, et al.
Tetrahedron Letters, 46(1), 147-151 (2005)
Afficher tous les articles scientifiques apparentés

Articles

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

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