Neopentylamine Explained

Neopentylamine is an organic compound with the molecular formula (CH3)3CCH2NH2. It is a colorless liquid. The molecule is the primary amine derivative of neopentane, (CH3)4C.

Like most alkyl amines, it degrades slowly in air.[1]

Synthesis

Neopentylamine is prepared by the reaction of neopentyl alcohol with ammonia in the presence of a hydrogenation catalyst.[2]

Use

It is a common building block.[3] For example, some experimental drugs incorporate this amine.[4] [5]

References

  1. Web site: Neopentylamine 5813-64-9 Tokyo Chemical Industry UK Ltd.. 2021-03-01. www.tcichemicals.com.
  2. Process for the preparation of neopentylamine. 1981-09-22. US. 4495369. 1985-01-22. Bayer AG. Werner. Friedrich. Blank. Heinz U.. Gramm. Gunther. Rudolf Braden;Heinz Ziemann.
  3. Web site: Neopentylamine Safety Data Sheet. March 1, 2021. Fisher Scientific.
  4. 10.1021/jm0503087. Orally Active Purine-Based Inhibitors of the Heat Shock Protein 90. 2006. Biamonte. Marco A.. Shi. Jiandong. Hong. Kevin. Hurst. David C.. Zhang. Lin. Fan. Junhua. Busch. David J.. Karjian. Patricia L.. Maldonado. Angelica A.. Sensintaffar. John L.. Yang. Yong-Ching. Kamal. Adeela. Lough. Rachel E.. Lundgren. Karen. Burrows. Francis J.. Timony. Gregg A.. Boehm. Marcus F.. Kasibhatla. Srinivas R.. Journal of Medicinal Chemistry. 49. 2. 817–828. 16420067.
  5. 10.1021/jo00192a059. Acidity measurements with lithiated amines: Steric reduction and electronic enhancement of acidity. 1984. Fraser. Robert R.. Mansour. Tarek S.. The Journal of Organic Chemistry. 49. 18. 3442–3443.

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