135895
Dimethylthiocarbamoyl chloride
97%
Synonym(s):
1-Chloro-N,N-dimethylthioformamide
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About This Item
Linear Formula:
(CH3)2NCSCl
CAS Number:
Molecular Weight:
123.60
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
240-468-5
Beilstein/REAXYS Number:
635823
MDL number:
Assay:
97%
Form:
solid
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.)
Quality Level
solubility
chloroform: soluble 100 mg/mL, clear to very slightly hazy, very faintly yellow
functional group
amine, chloro
storage temp.
2-8°C
Related Categories
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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A synthesis of (?)-thia-calanolide A, its resolution and in vitro biological evaluation.
Chopade AU, et al. et al.
Arabian Journal of Chemistry (2012)
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
Journal of Heterocyclic Chemistry, 44, 487-487 (2007)
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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