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D152803

Sigma-Aldrich

Dimethylcarbamyl chloride

98%

Synonym(s):

Chloroformic acid dimethyl amide, Dimethylcarbamoyl chloride

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About This Item

Linear Formula:
(CH3)2NCOCl
CAS Number:
79-44-7
Molecular Weight:
107.54
Beilstein:
878197
EC Number:
201-208-6
MDL number:
MFCD00000635
UNSPSC Code:
12352100
PubChem Substance ID:
24893469
NACRES:
NA.22

Quality Level

200

Assay

98%

form

liquid

refractive index

n20/D 1.453 (lit.)

bp

167-168 °C/775 mmHg (lit.)

mp

−33 °C (lit.)

density

1.168 g/mL at 25 °C (lit.)

SMILES string

CN(C)C(Cl)=O

InChI

1S/C3H6ClNO/c1-5(2)3(4)6/h1-2H3

InChI key

YIIMEMSDCNDGTB-UHFFFAOYSA-N

Application

Dimethylcarbamyl chloride can be used to synthesize:
  • Disubstituted carbamates from benzylphenols.
  • 2-Cyanoisonicotinamide by reacting with isonicotinic acid N-oxide and zinc cyanide. This method was adopted to synthesize a novel xanthine oxidoreductase inhibitor.
  • Acetylcholinesterase (AChE) and serotonin transporter (SERT) dual inhibitors.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0774
BCCL9029
BCCL6522
BCCK6943
BCCK1943

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Design and synthesis of dual inhibitors of acetylcholinesterase and serotonin transporter targeting potential agents for Alzheimer's disease.
Kogen H, et al.
Organic Letters, 4(20), 3359-3362 (2002)
Polypeptides. XII. The Optical Rotation and Configurational Stability of α-Helices1.
Blout E R, et al.
Journal of the American Chemical Society, 79(3), 749-750 (1957)
Zinc cyanide mediated direct α-cyanation of isonicotinic acid N-oxide. Application to the synthesis of FYX-051, a xanthine oxidoreductase inhibitor.
Huo Z, et al.
Tetrahedron Letters, ?49(28), 4369-4371 (2008)
C A Snyder et al.
Cancer letters, 33(2), 175-181 (1986-11-01)
Three direct-acting carcinogens, beta-propiolactone (BPL), methylmethane sulfonate (MMS), and dimethylcarbamyl chloride (DMCC), were evaluated for their carcinogenic potencies in the nasal mucosa of rats and for their abilities to bind in vivo to rat nasal mucosal DNA. The relative carcinogenic
A R Sellakumar et al.
Journal of environmental pathology and toxicology, 4(1), 107-115 (1980-08-01)
The comparative carcinogenicity of dimethylcarbamoyl chloride (DMCC) was studies in male, Syrian Golden Hamsters by inhalation. Hamsters were exposed to 1ppm and the exposure periods were 6 hours per day, 5 days per week for the lifetime of the animals.
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