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135895

Sigma-Aldrich

Dimethylthiocarbamoyl chloride

97%

Synonym(s):

1-Chloro-N,N-dimethylthioformamide

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About This Item

Linear Formula:
(CH3)2NCSCl
CAS Number:
16420-13-6
Molecular Weight:
123.60
Beilstein/REAXYS Number:
635823
EC Number:
240-468-5
MDL number:
MFCD00004919
UNSPSC Code:
12352100
PubChem Substance ID:
24848243
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

bp

90-95 °C/0.5 mmHg (lit.)

mp

39-43 °C (lit.)

solubility

chloroform: soluble 100 mg/mL, clear to very slightly hazy, very faintly yellow

functional group

amine
chloro

storage temp.

2-8°C

SMILES string

CN(C)C(Cl)=S

InChI

1S/C3H6ClNS/c1-5(2)3(4)6/h1-2H3

InChI key

PHWISQNXPLXQRU-UHFFFAOYSA-N

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Application

Dimethylthiocarbamoyl chloride was used in chemoselective deoxygenation of pyridine-N-oxides. It was used in the synthesis of (±)-thia-calanolide A. It was used as starting reagent in the synthesis of dimethylthiocarbamates.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ1218
MKCM5395
MKCJ9700
MKCJ0793
MKCG9318

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Journal of Heterocyclic Chemistry, 44, 487-487 (2007)
D K Barma et al.
Organic letters, 5(25), 4755-4757 (2003-12-05)
Dimethylthiocarbamates (DMTCs), prepared from the corresponding alcohols using commercial dimethylthiocarbamoyl chloride, are spectrally simple, achiral, and nonpolar. DMTCs are moderately to highly stable to a wide range of reagents and conditions including metal hydrides, hydroboration, ylides, NaOH, HCl, organolithiums, Grignards
A synthesis of (?)-thia-calanolide A, its resolution and in vitro biological evaluation.
Chopade AU, et al. et al.
Arabian Journal of Chemistry (2012)
Harley D Betts et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-07)
Silver(I)-based coordination polymers or metal-organic frameworks (MOFs) display useful antibacterial properties, whereby distinct materials with different bonding can afford control over the release of silver(I) ions. Such silver(I) materials are comprised of discrete secondary building units (SBUs), and typically formed

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