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151599

Sigma-Aldrich

Trichloroacetyl chloride

99%

Sinónimos:

2,2,2-Trichloroacetyl chloride, Trichloroacetic acid chloride, Trichloroacetochloride

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About This Item

Fórmula lineal:
Cl3CCOCl
Número de CAS:
76-02-8
Peso molecular:
181.83
Beilstein/REAXYS Number:
774120
EC Number:
200-926-7
MDL number:
MFCD00000792
UNSPSC Code:
12352100
PubChem Substance ID:
24849149
NACRES:
NA.22

vapor pressure

16 mmHg ( 20 °C)

Quality Level

200

assay

99%

form

liquid

refractive index

n20/D 1.470 (lit.)

bp

114-116 °C (lit.)

mp

−57 °C (lit.)

density

1.629 g/mL at 25 °C (lit.)

functional group

acyl chloride
chloro

SMILES string

ClC(=O)C(Cl)(Cl)Cl

InChI

1S/C2Cl4O/c3-1(7)2(4,5)6

InChI key

PVFOMCVHYWHZJE-UHFFFAOYSA-N

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Application

Trichloroacetyl chloride was used in the preparation of dihydro-1H-benzindoles. It was also used in the synthesis of 3-alkylbenzoxazolones.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

213.8 °F - open cup

flash_point_c

101 °C - open cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
STBJ1769
STBG4836V
STBF8630V
STBD9326V
STBD4999V

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Chloroacetyl chloride 98%

Sigma-Aldrich

104493

Chloroacetyl chloride

Trichloroacetyl isocyanate 96%

Sigma-Aldrich

217328

Trichloroacetyl isocyanate

Gustavo P Silveira et al.
The Journal of organic chemistry, 78(7), 3379-3383 (2013-03-14)
The first examples of dihydro-1H-benzindoles by enantioselective γ-lactamization reaction of naphthyl sulfilimines with trichloroacetyl chloride in the presence of ZnCu as catalyst (≥98:2 er and 65-80% yields) are described. Products are obtained by [3,3]-sigmatropic rearrangement of the azasulfonium enolate or
Ram N Ram et al.
The Journal of organic chemistry, 78(23), 11935-11947 (2013-10-31)
Benzoxazolone pharmacophore is present in clinical pharmaceuticals, drug candidates, and many compounds having a wide spectrum of biological activities. The methods available for the synthesis of benzoxazolones have limited diversity due to problems in accessibility and air-sensitivity of diversely substituted
Jianqiang Zhu et al.
The journal of physical chemistry. A, 121(36), 6800-6809 (2017-08-25)
Rate constants at room temperature (293 ± 2 K) and atmospheric pressure for the reaction of methyl n-propyl ether (MnPE), CH
Hülya Senöz et al.
Chemical & pharmaceutical bulletin, 51(4), 444-447 (2003-04-04)
The pyrrolidine and morpholine enamines of cyclic ketones such as cyclohexanone and cyclopentanone were successfully diacetylated at alpha- and alpha'-positions with trichloroacetyl chloride using zinc catalyst. Morpholine enamines of the cyclic ketones gave acetylated morpholine in good yields besides the
Taigo Kashiwabara et al.
The Journal of organic chemistry, 74(24), 9433-9439 (2009-11-20)
Chlorinative dimerization of terminal alkynes with trichloroacetyl chloride as chlorine donor proceeds in the presence of rhodium catalysts to give (Z,Z)-1,4-dichloro-1,3-butadienes stereoselectively. Ligand screening has revealed that reactions using sterically bulky and electron-donating ligands like trimesitylphosphine are high yielding. The
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