Tert-Butyl nitrite explained

tert-Butyl nitrite is an organic compound with the formula (CH3)3CONO. A colorless liquid, it is the tert-butyl ester of nitrous acid. It is typically employed as a solution with tert-butyl alcohol.

Use

The compound is used as a reagent in organic synthesis.[1] It reacts with secondary amides to give N-nitroso amides:[2]

RC(O)N(H)R + (CH3)3CONO → RC(O)N(NO)R + (CH3)3COH

See also

References

  1. 10.15227/orgsyn.091.0106. Synthesis of Arylboronic Pinacol Esters from Corresponding Arylamines. Organic Syntheses. 2014. 91. 106. Di Qiu, He Meng, Liang Jin, Shengbo Tang, Shuai Wang, Fangyang Mo, Yan Zhang, Jianbo Wang. free.
  2. 10.1021/acs.joc.7b00570. Tert-Butyl Nitrite-Mediated Synthesis of N-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides. 2017. Yedage. Subhash L.. Bhanage. Bhalchandra M.. The Journal of Organic Chemistry. 82. 11. 5769–5781. 28472882.

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