200013-10-1

Basic information

• Product Name: Cyclopropanecarboxylic acid, 2-ethenyl-, ethyl ester, (1S,2R)- (9CI)
• Synonyms: Cyclopropanecarboxylic acid, 2-ethenyl-, ethyl ester, (1S,2R)- (9CI)
• CAS NO: 200013-10-1
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.17968
• Product Categories: CARBOXYLICESTER
• Mol File: 200013-10-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopropanecarboxylic acid, 2-ethenyl-, ethyl ester, (1S,2R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxylic acid, 2-ethenyl-, ethyl ester, (1S,2R)- (9CI)(200013-10-1)
• EPA Substance Registry System: Cyclopropanecarboxylic acid, 2-ethenyl-, ethyl ester, (1S,2R)- (9CI)(200013-10-1)

Safety Data

• Hazardous Substances Data: 200013-10-1(Hazardous Substances Data)

Upstream product

• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 
• 191422-44-3 ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclopropanecarboxylate 
• 623-73-4 diazoacetic acid ethyl ester 
• 106-99-0 buta-1,3-diene 
• 19956-78-6 diphenylsulfonium 2-ethoxy-2-oxoethylide 

Downstream Products

• 113866-47-0 C₁₄H₁₈O₂S 

Relevant articles and documents

Extremely Efficient Chiral Induction in Conjugate Additions of p-Tolyl α-Lithio-β-(trimethylsilyl)ethyl Sulfoxide and Subsequent Electrophilic Trapping Reactions

Reaction of p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide with α,β-unsaturated esters gave the conjugate addition products as a single diastereomer. The intermediate enolates were subsequently trapped with various alkyl halides or aldehydes to give the products with extremely high stereoselectivity. The reaction with α,β-unsaturated ketones also proceeded with high diastereoselectivity. Protolysis of the enolates derived from the α-methyl-α,β-unsaturated esters gave the products with high stereoselectivity. The stereo- and regioselective elimination of the sulfinyl group gave chiral homoallylic carboxylates.