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Merck
CN

D188700

N,N′-Dimethylthiourea

99%

Synonym(s):

1,3-Dimethyl-2-thiourea, 1,3-Dimethylisothiourea, Dimethylthiocarbamide

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About This Item

Linear Formula:
CH3NHCSNHCH3
CAS Number:
Molecular Weight:
104.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-588-2
Beilstein/REAXYS Number:
605454
MDL number:
Assay:
99%
Form:
crystals
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Quality Level

assay

99%

form

crystals

SMILES string

CNC(=S)NC

InChI

1S/C3H8N2S/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6)

InChI key

VLCDUOXHFNUCKK-UHFFFAOYSA-N

General description

N,N′-Dimethylthiourea, also known as 1,3-Dimethylisothiourea, is commonly used in organic reactions to synthesize N-containing compounds such as N-acyl-substituted 1,1-diaminoethylenes, amidines, ureas, and thioureas. It also acts as a nucleophilic catalyst in the bromination of alcohols using N-bromosuccinimide (NBS), during the conversion to the corresponding bromides.

Application

  • Pharmaceutical Analysis: Mao et al. developed an itaconic acid-based organic-polymer monolithic column for hydrophilic capillary electrochromatography, which was used in pharmaceutical analysis. N,N′-Dimethylthiourea could be utilized to improve the column′s performance by acting as a potential organic modifier to enhance the separation processes (Mao et al., 2024).
  • Agricultural Research: Li et al. examined the effect of the reactive oxygen scavenger N,N′-Dimethylthiourea on seed germination and radicle elongation of maize. This research could help in understanding how this chemical can be used to influence plant growth under stress conditions, potentially improving agricultural productivity (Li et al., 2023).


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Warning

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hcodes

pcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Crystal structure of the 1: 2 adduct of bis (piperidinium) sulfate and 1, 3-dimethylthiourea
Cindy D, et al.
Acta Crystallographica Section E: Crystallographic Communications, 73, 651-653 (2017)
Thiourea-mediated halogenation of alcohols
Amar M R, et al.
The Journal of Organic Chemistry, 85, 12901-12911 (2020)
Synthesis, Characterization, and Reactivity of N-Acyl Chloroformamidines: Useful Building Blocks for the Construction of N-Acyl-Substituted 1, 1-Diaminoethylenes, Amidines, Ureas, and Thioureas
Yang W, et al.
Synthesis, 45, 347-354 (2013)



Global Trade Item Number

SKUGTIN
D188700-5G04061833561010
D188700-100G04061833561003