1259319-88-4

Basic information

• Product Name: 5-hydroxy-1-phenylhexane-1,4-dione
• Synonyms: 5-hydroxy-1-phenylhexane-1,4-dione
• CAS NO: 1259319-88-4
• Molecular Weight: 206.241
• Mol File: 1259319-88-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-hydroxy-1-phenylhexane-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-1-phenylhexane-1,4-dione(1259319-88-4)
• EPA Substance Registry System: 5-hydroxy-1-phenylhexane-1,4-dione(1259319-88-4)

Safety Data

• Hazardous Substances Data: 1259319-88-4(Hazardous Substances Data)

Upstream product

• 98777-16-3 2-benzoyloxy-1-butyronitrile 
• 925-90-6 ethylmagnesium bromide 
• 98-88-4 benzoyl chloride 

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