1838-77-3

Basic information

• Product Name: 4-methyl-5-hexen-3-ol
• Synonyms: 4-methyl-5-hexen-3-ol
• CAS NO: 1838-77-3
• Molecular Weight: 114.188
• Mol File: 1838-77-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-methyl-5-hexen-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-5-hexen-3-ol(1838-77-3)
• EPA Substance Registry System: 4-methyl-5-hexen-3-ol(1838-77-3)

Safety Data

• Hazardous Substances Data: 1838-77-3(Hazardous Substances Data)

Upstream product

• 31197-41-8 crotyltributylstannane 
• 123-38-6 propionaldehyde 

Downstream Products

• 623-36-9 (E)-2-methylpent-2-enal 
• 16957-70-3 2-methylpent-2-enoic acid 
• 83841-91-2 (E)-2-methyl-2-pentenoyl chloride 

Relevant articles and documents

Formation of homoallyl alcohols and 4-chlorotetrahydropyrans from allyl-stannanes, aldehydes and TiCl4 or Cp2TiCl2

Reaction between Bu3SnCHR1CH=CHR2 (1; R1 = H, R2 = H or Me; R1, R2 = (CH2)3) and EtCHO in the presence of TiCl4 or Cp2TiCl2 are reported.The compound, Cp2TiCl2, has been found to be an effective Lewis acid catalyst for the allylation of EtCHO using 1 (R1 = H, R2 = Me) and 1 (R1, R2 = (CH2)3) in CH2Cl2 or Et2O solutions at -78 deg C; the products after hydrolysis are homoallyl alcohols with stereo- and regio-selectivities different from those found for TiCl4- reactions.Reactions with an excess of EtCHO in the presence of TiCl4 give 4-Cl-3-R1-5-R2-2,6-2Et-tetrahydropyrans (2) via insertions of a second EtCHO into the metal-O bond of the initially produced homoallyl alcoholate: the trans-2 compounds are obtained from threo-EtCH(OM')CHR2CH=CHR1 and cis-2 from erythro-EtCH(OM')CHR2CH=CHR1 (e.g., M' = TiCl3).