133380-26-4

Basic information

• Product Name: (E)-2-chloro-1-(o-hydroxyphenyl)-4-methylpent-1-en-3-ol
• CAS NO: 133380-26-4
• Molecular Weight: 226.703
• Mol File: 133380-26-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-chloro-1-(o-hydroxyphenyl)-4-methylpent-1-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-chloro-1-(o-hydroxyphenyl)-4-methylpent-1-en-3-ol(133380-26-4)
• EPA Substance Registry System: (E)-2-chloro-1-(o-hydroxyphenyl)-4-methylpent-1-en-3-ol(133380-26-4)

Safety Data

• Hazardous Substances Data: 133380-26-4(Hazardous Substances Data)

Upstream product

• 92-45-5 3-chloro-2H-chromen-2-one 
• 920-39-8 isopropylmagnesium bromide 

Relevant articles and documents

Reaction of 3-Halogeno-2H-1-benzopyran-2-ones with Organometallic Compounds. Synthesis of 4-Alkyl-2H-1-benzopyran-2-ones. X-Ray Molecular Structure of 3-Bromo-3,4-dihydro-4-isopropylcoumarin

3-Halogeno-2H-1-benzopyran-2-ones react with magnesium, lithium, aluminium and copper derivatives to give 3,4-dihydrocuomarins and 3-(o-hydroxyphenyl)propenols as major products.The nature and the ratio of the products in the final mixture depend on the solvent and on the organometallic reagent.Grignard derivatives yield 1,4-monoalkylation compounds in tetrahydrofuran (THF) or 1,2-dialkylation derivatives in toluene.In some cases the dehalogenation competes with the 1,2-alkylation process in the reactions with alkyllithiums.The presence of the halogen at C-3 increases the reductive ability of organoaluminiums.In general, the reaction with lithium dialkylcuprates leads to complex mixtures of products.The 4-alkyl-3-halogeno-3,4-dihydrocuomarins obtained undergo dehydrohalogenation easily, and lead to 4-alkylcuomarins in good yields.The tandem alkylation-dehydrohalogenation of 3-halogeno-2H-1-benzopyran-2-ones constitutes a versatile synthesis of 4-alkylcuomarins.