27644-06-0

Basic information

• Product Name: Benzenemethanol, a-(1-ethenyl-1,5-dimethyl-4-hexenyl)-
• CAS NO: 27644-06-0
• Molecular Formula: C17H24O
• Molecular Weight: 244.377
• Mol File: 27644-06-0.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(1-ethenyl-1,5-dimethyl-4-hexenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(1-ethenyl-1,5-dimethyl-4-hexenyl)-(27644-06-0)
• EPA Substance Registry System: Benzenemethanol, a-(1-ethenyl-1,5-dimethyl-4-hexenyl)-(27644-06-0)

Safety Data

• Hazardous Substances Data: 27644-06-0(Hazardous Substances Data)

Upstream product

• 20536-36-1 neryl chloride 
• 100-52-7 benzaldehyde 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 60699-29-8 (Z)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate 
• 60699-32-3 (E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate 
• 92097-30-8 (Z)-3,7-dimethyl-1-tributylstannylocta-2,6-diene 
• 25996-10-5 (Z)-neryl bromide 
• 6138-90-5 trans-geranyl bromide 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 4490-10-2 geranyl chloride 
• 67883-63-0 (E)-3,7-dimethyl-1-tributylstannylocta-2,6-diene 
• 372023-59-1 ((Z)-3,7-dimethyl-2,6-octadienyl)(trichloro)silane 
• 35266-82-1 (E)-((3,7-dimethylocta-2,6-dien-1-yl)oxy)benzene 
• 106-24-1 Geraniol 

Relevant articles and documents

Forging C-C Bonds with Hindered Nucleophiles and Carbonyl Electrophiles: Reactivity and Selectivity of Allylic Tin Reagents/n-BuLi

Under activation with n-BuLi, trialkylstannanes containing crotyl-, geranyl-, and phenyldienylmethyl appendages were reacted with efficiency and selectivity to various ketone and enone electrophiles with low reactivity. The straightforward process gives access to tertiary alcohols that are vicinal to quaternary carbons. With α,α′-dimethoxy-γ-pyrone, on the other hand, the grafting of a dienyl side chain was effected to prepare dienyl α′-methoxy-γ-pyrone in a stereo- and regioselective and convergent manner. Furthermore, the advantages of this route were highlighted for the preparation of organolithium species at low temperature with the formation of a minimum amount of salts. Synthetic manipulations were demonstrated to illustrate the potential of the chemistry for constructing acyclic and cyclic terpene scaffolds.

Dibutyltin oxide catalyzed allyl-transfer reaction from tertiary homoallylic alcohols to aldehydes

A catalytic allyl-transfer reaction from tertiary homoallylic alcohols to aldehydes was achieved using dibutyltin oxide as a catalyst in toluene under reflux conditions. Various secondary homoallylic alcohols were prepared in high yield (up to 99%). When β-alkylated tertiary homoallylic alcohols were used, branched products were exclusively obtained. Georg Thieme Verlag Stuttgart.

Acid-mediated, chromium-catalyzed allylation of aldehydes

Allyl bromides are efficiently coupled with aryl and aliphatic aldehydes in the presence of manganese metal, collidine hydrochloride, bis(diisopropylphosphino)ethane and chromium dichloride. Homoallylic alcohols are isolated in good to excellent yields directly from the reaction mixture.