853998-16-0

Basic information

• Product Name: (E)-3-(4-cyanophenyl)-but-2-enoic acid
• Synonyms: (E)-3-(4-cyanophenyl)-but-2-enoic acid
• CAS NO: 853998-16-0
• Molecular Weight: 187.198
• Mol File: 853998-16-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-3-(4-cyanophenyl)-but-2-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(4-cyanophenyl)-but-2-enoic acid(853998-16-0)
• EPA Substance Registry System: (E)-3-(4-cyanophenyl)-but-2-enoic acid(853998-16-0)

Safety Data

• Hazardous Substances Data: 853998-16-0(Hazardous Substances Data)

Upstream product

• 1443-80-7 4-cyanophenyl methyl ketone 
• 652997-73-4 (E)-3-(4-cyanophenyl)-but-2-enoic acid ethyl ester 
• 3095-95-2 diethylphosphonoacetic acid 

Downstream Products

• 119999-30-3 (Z)-4-<1-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2-propenyl>benzenecarbonitrile 
• 853998-15-9 (Z)-1-bromo-2-(4-cyanophenyl)propene 

Relevant articles and documents

Stereoselective synthesis of tetrazole CB92834, a potent retinoid compound

An improved, convergent synthesis of CB92834 is relying on a Suzuki cross-coupling reaction and easily allows multigram-scale preparation of the compound. The approach features three highly stereoselective steps.

Construction of C-S bonds with a quaternary stereocenter through a formal Michael reaction: Asymmetric synthesis of tertiary thiols

Quaternary stereocenters that bear a sulfur substituent can be created with nearly perfect stereocontrol through an intramolecular Michael-type process. Lewis acids (L.A.) accelerate the intramolecular sulfur-atom transfer from the oxazolidine-2-thione functionality to the β carbon atom of the β,β-disubstituted enoyl moiety, whereas the chirality of the oxazolidine-2-thione portion controls reaction stereochemistry (see scheme).