N,N,N',N'-Tetramethylazodicarboxamide CAS 10465-78-8

Introduction:Basic information about N,N,N',N'-Tetramethylazodicarboxamide CAS 10465-78-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

N,N,N',N'-Tetramethylazodicarboxamide Basic informationDescription References

Product Name:N,N,N',N'-Tetramethylazodicarboxamide
Synonyms:AZODICARBOXYLIC ACID BIS[DIMETHYLAMIDE];DIAMIDE;DIAZINE-DICARBOXYLIC ACID BIS[N,N-DIMETHYLAMIDE];1,1'-AZOBIS(N,N'-DIMETHYLFORMAMIDE);1,1'-AZOBIS(N,N-DIMETHYLFORMAMIDE);N,N,N',N'-TETRAMETHYLAZODICARBAMIDE;1,1’-azobis(n,n-dimethyl-formamid;n,n,n’,n’-tetramethylazoformamide
CAS:10465-78-8
MF:C6H12N4O2
MW:172.19
EINECS:233-951-7
Product Categories:proteinmod;Azodicarboxylates & Amides;Mitsunobu Reaction;Synthetic Organic Chemistry
Mol File:10465-78-8.mol

N,N,N',N'-Tetramethylazodicarboxamide Chemical Properties

Melting point 112 °C
Boiling point 220.4±23.0 °C(Predicted)
density 1.13±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility soluble in Methanol
form crystalline
pka-0?+-.0.70(Predicted)
color yellow
Water Solubility water: 19.60-21.00mg/mL, clear to slightly hazy, orange
BRN 1910409
InChIInChI=1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+
InChIKeyVLSDXINSOMDCBK-BQYQJAHWSA-N
SMILESC(=O)(/N=N/C(=O)N(C)C)N(C)C
CAS DataBase Reference10465-78-8(CAS DataBase Reference)

Safety Information

Safety Statements 22-24/25
WGK Germany 3
RTECS LQ1041000
4.10
HS Code 29270000
Storage Class11 - Combustible Solids

N,N,N',N'-Tetramethylazodicarboxamide Usage And Synthesis

DescriptionN,N,N’,N’-Tetramethylazodicarboxamide (also named as Diamide, TMAD) is a reagent used for the oxidization of thiols in proteins. It is used as a reagent in the Mitsunobu reaction in place of diethyl azodicarboxylate. It can be used to titrate protein gluotathiolation to discriminate from other protein modifications.
ReferencesN. S. Kosower, E. M. Kosower, Diamide: A oxidant probe for this, Methods in Enzymology, 1995, vol. 251, pp. 123133
Chemical PropertiesYellow crystals
UsesReported to be of use as a thiol oxidizing agent. Diamide has been used to titrate protein glutathiolation to discriminate from other oxidative protein modifications. Treatment increased protein glutathiolation in a concentration-dependent manner and had comparably little effect on protein-protein disulfide formation.
DefinitionChEBI: 1,1'-azobis(N,N-dimethylformamide) is a monoazo compound.
Synthesis Reference(s)The Journal of Organic Chemistry, 38, p. 1652, 1973 DOI: 10.1021/jo00949a007

N,N,N',N'-Tetramethylazodicarboxamide Preparation Products And Raw materials

Raw materialsDichloromethane-->Triethylamine-->HYDRAZINE-->Dimethylcarbamoyl chloride-->Silver oxide
Preparation Products1-amino-9,10-dihydro-9,10-dioxoanthracene-2-carbaldehyde 2-[(1-amino-9,10-dihydro-9,10-dioxo-2-anthryl)methylene]hydrazone-->1H-Indazole-3-diazonium, 6-chloro-
N-(Trimethylsilyl)imidazole CAS 18156-74-6
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE CAS 51-80-9
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