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Merck
CN

135895

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848243
EC Number:
240-468-5
Beilstein/REAXYS Number:
635823
MDL number:
MFCD00004919

Key Documents

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Product Name

Dimethylthiocarbamoyl chloride, 97%

InChI key

PHWISQNXPLXQRU-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)C(Cl)=S

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

Quality Level

100

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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

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
MKCW9248
MKCT0448
MKCQ1218
MKCM5395
MKCJ9700

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A synthesis of (?)-thia-calanolide A, its resolution and in vitro biological evaluation.
Chopade AU, et al. et al.
Arabian Journal of Chemistry (2012)
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
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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