1064188-21-1

Basic information

• Product Name: ZnBrCH₂C(CH₂)COOC₂H₅
• Synonyms: ZnBrCH₂C(CH₂)COOC₂H₅
• CAS NO: 1064188-21-1
• Molecular Weight: 258.43
• Mol File: 1064188-21-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ZnBrCH₂C(CH₂)COOC₂H₅(CAS DataBase Reference)
• NIST Chemistry Reference: ZnBrCH₂C(CH₂)COOC₂H₅(1064188-21-1)
• EPA Substance Registry System: ZnBrCH₂C(CH₂)COOC₂H₅(1064188-21-1)

Safety Data

• Hazardous Substances Data: 1064188-21-1(Hazardous Substances Data)

Upstream product

• 7440-66-6 zinc 
• 17435-72-2 ethyl 2-bromomethyl-2-propenoate 

Downstream Products

• 97-63-2 methyl methacrylate 
• 105125-05-1 1-Methyl-3-methylene-5-phenylpyrrolidin-2-one 
• 142035-35-6 (R)-((R)-3-Methylene-2-oxo-5-phenyl-pyrrolidin-1-yl)-phenyl-acetic acid ethyl ester 
• 142035-34-5 (S)-((S)-3-Methylene-2-oxo-5-phenyl-pyrrolidin-1-yl)-phenyl-acetic acid ethyl ester 
• 108349-24-2 ethyl 2-methylene-4-oxo-4-phenylbutanoate 
• 26613-71-8 4-phenyl-2-methylenebutyrolactone 
• 108833-85-8 methyl-1 methylene-3 (methylene dioxy-3',4' phenyl)-5 (trimethoxy-3,4,5 phenyl)-5 pyrrolidinone-2 
• 105125-09-5 1-Methyl-3-methylene-5-(3,4,5-trimethoxy-phenyl)-pyrrolidin-2-one 
• 92-52-4 biphenyl 
• 20593-63-9 2-Benzylacrylic acid ethyl ester 
• 32670-57-8 2,5-Dimethylen-1,6-hexadisaeurediethylester 
• 74976-84-4 ethyl 2-(trimethylsilylmethyl)acrylate 

Relevant articles and documents

Mechanistic Studies of the TRIP-Catalyzed Allylation with Organozinc Reagents

3,3-Bis(2,4,6-triisopropylphenyl)-1,1-binaphthyl-2,2-diyl hydrogenphosphate (TRIP) catalyzes the asymmetric allylation of aldehydes with organozinc compounds, leading to highly valuable structural motifs, like precursors to lignan natural products. Our previously reported mechanistic proposal relies on two reaction intermediates and requires further investigation to really understand the mode of action and the origins of stereoselectivity. Detailed ab initio calculations, supported by experimental data, render a substantially different mode of action to the allyl boronate congener. Instead of a Br?nsted acid-based catalytic activation, the chiral phosphate acts as a counterion for the Lewis acidic zinc ion, which provides the activation of the aldehyde.