Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The 2-methyl-N-(3'-methylbutylidene)butan-1-amines

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Photo by permission of M. Roudintska - Art & Parfum

(2S)-2-methyl-N-(3'-methylbutylidene)butan-1-amine - Amine, internal organs of shrimp, cocoa-like element with sweet butter-like odor

= N-[(2S)-2-methylbutyl]-N-[3'-methylbutylidene]amine

Ref: Toru Tachihara, Susumu Ishizaki, Yoshiko Kurobayashi, Hiroshi Tamura, Youichi Ikemoto, Atsushi Onuma, Keisuke Yoshikawa, Tetsuya Yanai, Takeshi Kitahara; Synthesis and Odor Evaluation of Stereoisomers of Imine Derivatives in Roasted Spotted Shrimp, Helv. Chim. Acta 2003, 86, No. 2, 274-279

(2R)-2-methyl-N-(3'-methylbutylidene)butan-1-amine - Heavier esteric odor than the (S)-enantiomer. Fruity Cereal-like with slightly fishy scent.

= N-[(2R)-2-methylbutyl]-N-[3'-methylbutylidene]amine

Ref: Toru Tachihara, Susumu Ishizaki, Yoshiko Kurobayashi, Hiroshi Tamura, Youichi Ikemoto, Atsushi Onuma, Keisuke Yoshikawa, Tetsuya Yanai, Takeshi Kitahara; Synthesis and Odor Evaluation of Stereoisomers of Imine Derivatives in Roasted Spotted Shrimp, Helv. Chim. Acta 2003, 86, No. 2, 274-279

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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