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Merck
CN

87751

Diamide

≥99.0% (CHN)

Synonym(s):

1,1′-Azobis(N,N-dimethylformamide), N,N,N′,N′-Tetramethylazodicarboxamide, Azodicarboxylic acid bis(dimethylamide), Diazenedicarboxylic acid bis(N,N-dimethylamide), TMAD

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About This Item

Linear Formula:
(CH3)2NCON=NCON(CH3)2
CAS Number:
Molecular Weight:
172.19
EC Number:
233-951-7
UNSPSC Code:
12352202
PubChem Substance ID:
Beilstein/REAXYS Number:
1910409
MDL number:
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assay

≥99.0% (CHN)

form

crystalline

color

yellow

storage temp.

−20°C

SMILES string

CN(C)C(=O)\N=N\C(=O)N(C)C

InChI

1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+

InChI key

VLSDXINSOMDCBK-BQYQJAHWSA-N

Other Notes

Reagent for Mitsunobu reactions of acids with high pK′s ; synthesis of cyclic ethers from diols


Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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T. Tsunoda et al.
Chemistry Letters (Jpn), 539-539 (1994)
S. Harusawa et al.
Tetrahedron Letters, 37, 2463 -2463 (1996)
Yong Tao et al.
Insect biochemistry and molecular biology, 43(9), 820-828 (2013-06-29)
Anthranilic diamides, which include the new commercial insecticide, chlorantraniliprole, are an exciting new class of chemistry that target insect ryanodine receptors. These receptors regulate release of stored intracellular calcium and play a critical role in muscle contraction. As with insects