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Key Documents

D188700

Sigma-Aldrich

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
Beilstein:
605454
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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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).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Emily E Chea et al.
Biophysical journal, 118(1), 128-137 (2019-12-08)
Cytochrome c (cyt c) is known for its role in the electron transport chain but transitions to a peroxidase-active state upon exposure to oxidative species. The peroxidase activity ultimately results in the release of cyt c into the cytosol for
Watcharaporn Hoisang et al.
Nanomaterials (Basel, Switzerland), 9(12) (2019-12-15)
Highly luminescent silver indium sulfide (AgInS2) nanoparticles were synthesized by dropwise injection of a sulfur precursor solution into a cationic metal precursor solution. The two-step reaction including the formation of silver sulfide (Ag2S) nanoparticles as an intermediate and their conversion

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