1569086-99-2

Basic information

• Product Name: 1-cyanoethyl 4-bromobenzoate
• Synonyms: 1-cyanoethyl 4-bromobenzoate
• CAS NO: 1569086-99-2
• Molecular Weight: 254.083
• Mol File: 1569086-99-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-cyanoethyl 4-bromobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyanoethyl 4-bromobenzoate(1569086-99-2)
• EPA Substance Registry System: 1-cyanoethyl 4-bromobenzoate(1569086-99-2)

Safety Data

• Hazardous Substances Data: 1569086-99-2(Hazardous Substances Data)

Upstream product

• 78-97-7 2-hydroxy-propionitrile 
• 586-75-4 4-chlorobenzoyl chloride 

Downstream Products

• 1569087-76-8 1-(4-bromophenyl)-5-hydroxyhexane-1,4-dione 
• 1569087-45-1 C₁₂H₁₄BrNO₂ 

Relevant articles and documents

Titanium-mediated addition of grignard reagents to acyl cyanohydrins: Aminocyclopropane versus 1,4-diketone formation

The 1,2-dianion reactivity of the reagent generated from EtMgBr and titanium isopropoxide was illustrated when N-acyl cyanohydrins were used as substrates (>20 examples), giving both aminocyclopropane derivatives and 1,4-dicarbonyl compounds. When the reaction was performed in diethyl ether, 5-hydroxy-1,4-diketones were the main product. Under specific conditions (use of tetrahydrofuran and a bulky carboxylic moiety), the cyclopropane derivatives were obtained in good yields. The observed dichotomy may be explained by a ring-opening of the five-membered titanacycle intermediate followed by a nonselective acyl addition. The 1,2-dianion reactivity of the reagent generated from EtMgBr and Ti(OiPr)4 was illustrated when N-acyl cyanohydrins were used as substrates (>20 examples). When the reaction was performed in diethyl ether, 1,4-diketones were mainly isolated. Under certain conditions, cyclopropane derivatives were also obtained in good yields. A mechanism rationalizing this dichotomy is presented. Copyright