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Sigma-Aldrich

N,N-Dimethylthioformamide

≥98%

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About This Item

Linear Formula:
HCSN(CH3)2
CAS Number:
758-16-7
Molecular Weight:
89.16
Beilstein:
1737191
EC Number:
212-060-7
MDL number:
MFCD00004943
UNSPSC Code:
12352100
PubChem Substance ID:
24849757
NACRES:
NA.22

Quality Level

100

Assay

≥98%

form

liquid

refractive index

n20/D 1.576 (lit.)

bp

58-60 °C/1 mmHg (lit.)

density

1.047 g/mL at 25 °C (lit.)

SMILES string

[H]C(=S)N(C)C

InChI

1S/C3H7NS/c1-4(2)3-5/h3H,1-2H3

InChI key

SKECXRFZFFAANN-UHFFFAOYSA-N

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General description

N,N-Dimethylthioformamide undergoes desulfurization reaction with hydrosilane under photo irradiation in the presence of a methyl iron complex. It forms a deep-orange complex with anhydrous bismuth(III) trifluoromethanesulfonate.

Application

N,N-Dimethylthioformamide was used as sulfur donor solvent to investigate the coordination chemistry of lead(II).

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kozo Fukumoto et al.
Chemical communications (Cambridge, England), 48(32), 3809-3811 (2012-01-06)
Desulfurization of N,N-dimethylthioformamide (Me(2)NCHS) by hydrosilane has been achieved under photo irradiation in the presence of a methyl iron complex. The reaction sequences have been proposed, in which silyl migration from Fe to S of thioformamide triggers the cleavage of
Ingmar Persson et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(51), 18583-18592 (2016-11-20)
The coordination chemistry of d10 s2 metal ions is strongly affected by an (at least partially) occupied d10 s2 metal ion-ligand atom antibonding orbital, which may cause a void in the coordination sphere due to repulsion between the electrons in
Krzysztof Lyczko et al.
Inorganic chemistry, 43(22), 7094-7100 (2004-10-27)
At the dissolution of anhydrous bismuth(III) trifluoromethanesulfonate in N,N-dimethylthioformamide (DMTF) a deep red-orange complex, lambda(max) = 457 nm, is formed. Bismuth(III) is reduced by the solvent to a low-valent oxidation state stabilized by the sulfur-coordinating solvent DMTF. The obtained complex
Ingmar Persson et al.
Inorganic chemistry, 50(3), 1058-1072 (2011-01-14)
The coordination chemistry of lead(II) in the oxygen donor solvents water, dimethylsulfoxide (dmso, Me(2)SO), N,N-dimethylformamide (dmf), N,N-dimethylacetamide (dma), N,N'-dimethylpropyleneurea (dmpu), and 1,1,3,3-tetramethylurea (tmu), as well as in the sulfur donor solvent N,N-dimethylthioformamide (dmtf), has been investigated by extended X-ray absorption

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