N,N,N/',N/'-Tetramethylazodicarboxamide

• CAT Number: M065245
• CAS Number: 10465-78-8
• Molecular Formula: C6H12N4O2
• Molecular Weight: 172.19
• Purity: ≥95%
• Storage: Store at -20°C
• IUPAC Name: (3E)-3-(dimethylcarbamoylimino)-1,1-dimethylurea
• 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: CN(C)C(=O)/N=N/C(=O)N(C)C

N,N,N′,N′-Tetramethylazodicarboxamide（Cat No.:M065245）, also known as TMAD, is an azo compound featuring two carbamate groups substituted with methyl groups on both nitrogen atoms. It is structurally related to diethyl azodicarboxylate (DEAD) but with greater nucleophilic and solubility-tuning properties due to its N-methylation. TMAD serves as a mild oxidizing agent and radical initiator in organic synthesis and is used in Mitsunobu-type reactions, oxidation processes, and redox transformations. Its azo linkage enables electron transfer reactions, making it valuable in mechanistic studies and in designing functional organic materials and synthetic intermediates.