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| Product Name: | N,N,N',N'-Tetramethylazodicarboxamide | | Synonyms: | Tetramethylazodicarboxamide(TMAD);1,1μ-Azobis(N,N-dimethylformamide), Azodicarboxylic acid bis(dimethylamide), Diazinedicarboxylic acid bis(N,N-dimethylamide), N,N,Nμ,Nμ-Tetramethylazodicarboxamide;Azodicarboxylic acid bis(dimethylamide), diamide, Diamide, Diazinedicarboxylic acid bis(N,N-dimethylamide), N,N,Nμ,Nμ-Tetramethylazodicarboxamide;1,1′-Azobis(N,N-dimethylformamide), Azodicarboxylic acid bis(dimethylamide);Diazenedicarboxylic acid bis(N,N-dimethylamide);Formamide, 1,1'-azobis[N,N-dimethyl-;AZODICARBOXYLIC ACID BIS[DIMETHYLAMIDE];DIAZINE-DICARBOXYLIC ACID BIS[N,N-DIMETHYLAMIDE] | | 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 | | BRN | 1910409 | | InChI | InChI=1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+ | | InChIKey | VLSDXINSOMDCBK-BQYQJAHWSA-N | | SMILES | C(=O)(/N=N/C(=O)N(C)C)N(C)C | | CAS DataBase Reference | 10465-78-8(CAS DataBase Reference) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | RTECS | LQ1041000 | | F | 4.10 | | HS Code | 29270000 |
| | N,N,N',N'-Tetramethylazodicarboxamide Usage And Synthesis |
| Description | N,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.
| | References | N. S. Kosower, E. M. Kosower, Diamide: A oxidant probe for this, Methods in Enzymology, 1995, vol. 251, pp. 123133
| | Chemical Properties | Yellow crystals | | Uses | Reported 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. | | Definition | ChEBI: 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 |
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