320129
Acetyl chloride
reagent grade, 98%
Synonym(s):
Acetic acid chloride, Acetic chloride, Ethanoyl chloride
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About This Item
Linear Formula:
CH3COCl
CAS Number:
Molecular Weight:
78.50
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-865-6
Beilstein/REAXYS Number:
605303
MDL number:
Product Name
Acetyl chloride, reagent grade, 98%
InChI key
WETWJCDKMRHUPV-UHFFFAOYSA-N
InChI
1S/C2H3ClO/c1-2(3)4/h1H3
SMILES string
CC(Cl)=O
grade
reagent grade
vapor density
2.7 (vs air)
vapor pressure
11.69 psi ( 20 °C)
32.33 psi ( 55 °C)
assay
98%
form
liquid
autoignition temp.
1353 °F
expl. lim.
19 %
refractive index
n20/D 1.389 (lit.)
bp
52 °C (lit.)
mp
−112 °C (lit.)
density
1.104 g/mL at 25 °C (lit.)
functional group
acyl chloride
Quality Level
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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).
General description
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 1
flash_point_f
41.0 °F - closed cup
flash_point_c
5 °C - closed cup
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Ran Lin et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(45), 14885-14899 (2014-09-16)
Treatment of Na[Re(CO)5 ] with RCCCO2 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 HCCOEt 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)
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)
Acetyl chloride promoted cyclopropanations of alkenes with dibromomethane using zinc dust and copper (I) chloride in ether.
Friedrich EC and Lewis EJ.
The Journal of Organic Chemistry, 55(8), 2491-2494 (1990)
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
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