127229-67-8

Basic information

• Product Name: Benzenepropanoic acid, a-chloro-a-methyl-b-methylene-, ethyl ester
• CAS NO: 127229-67-8
• Molecular Formula: C13H15ClO2
• Molecular Weight: 238.714
• Mol File: 127229-67-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-chloro-a-methyl-b-methylene-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-chloro-a-methyl-b-methylene-, ethyl ester(127229-67-8)
• EPA Substance Registry System: Benzenepropanoic acid, a-chloro-a-methyl-b-methylene-, ethyl ester(127229-67-8)

Safety Data

• Hazardous Substances Data: 127229-67-8(Hazardous Substances Data)

Upstream product

• 95102-89-9 Ethyl 2-methyl-3-phenyl-2-butenoate 
• 52094-28-7 (E)-2-Methyl-3-phenyl-2-butensaeure-ethylester 

Downstream Products

• 127229-77-0 1,5-Dihydro-1-benzyl-3-methyl-4-phenyl-2H-pyrrol-2-one 
• 127229-74-7 Ethyl 2-methyl-3-phenyl-4-(diethylamino)-2-butenoate 
• 100191-02-4 (E)-3,4-diphenyl-2-methyl-2-butenoic acid ethyl ester 
• 139244-10-3 (E)-Ethyl 3-Phenyl-2-methyl-2-pentenoate 
• 139244-11-4 (Z)-Ethyl 3-Phenyl-2-methyl-2-pentenoate 
• 127229-81-6 2-Methyl-3-phenyl-6,10-dithiaspiro<4.5>dec-2-en-1-one 
• 139244-15-8 (Z)-Ethyl 2-Methyl-3-phenyl-2-octenoate 
• 139244-14-7 (E)-Ethyl 2-Methyl-3-phenyl-2-octenoate 
• 127229-75-8 Ethyl 2-methyl-3-phenyl-4-piperidino-2-butenoate 

Relevant articles and documents

Stereoselective Synthesis of Tetrasubstituted α,β-Unsaturated Esters

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Synthesis and Reactions of α-Chloro-β,γ-unsaturated Esters. 1

Four new α-chloro-β,γ-unsaturated esters were prepared in good yield by the reaction of hypochlorous acid with substituted ethyl 2-butenoates.Reaction of these substituted allylic chlorides with several nucleophiles has been investigated.Thiophenol in the presence of aqueous sodium hydroxide react with ethyl 2-chloro-3-methyl-3-butenoate (2) to give 6, whereas ethyl 2-chloro-2,3-dimethyl-3-butenoate (1) is unreactive.Tertiary allylic chlorides 1, 3 and 4 react with secondary amines to give exclusive abnormal SN2 reaction products.With benzylamine abnormal SN2 substitution is followed by cyclization to give 1-benzyl-3-pyrrolin-2-ones.While ethyl lithioacetate reacts with 1 to give acylation product 18, sodium diphenylmethide in liquid ammonia undergoes alkylation on the tertiary carbon possibly by an electron-transfer reaction pathway.Lithio-1,3-dithiane reacts with 1 to give 2,3-dimethyl-6,10-dithiaspirodec-2-en-1-one (20) via a two-step process, viz., acylation followed by anovel variation of the intramolecular abnormal SN2 reaction.Raney nickel desulfurization of 20 gave 2,3-dimethyl-2-cyclopenten-1-one.Synthetic and mechanistic implications of these results are discussed.