124154-59-2

Basic information

• Product Name: Benzenemethanol, a-(1,1-dimethyl-2-propenyl)-4-methoxy-
• CAS NO: 124154-59-2
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Mol File: 124154-59-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(1,1-dimethyl-2-propenyl)-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(1,1-dimethyl-2-propenyl)-4-methoxy-(124154-59-2)
• EPA Substance Registry System: Benzenemethanol, a-(1,1-dimethyl-2-propenyl)-4-methoxy-(124154-59-2)

Safety Data

• Hazardous Substances Data: 124154-59-2(Hazardous Substances Data)

Usage

Usage

Used in the synthesis of fragrances and flavors, found in perfumes, soaps, and cosmetics, intermediate in pharmaceutical and agrochemical production

Physical properties

White solid at room temperature, slightly soluble in water

Chemical properties

Used in illicit production of MDMA, subject to regulation and monitoring by government agencies

Upstream product

• 114067-34-4 (3-methyl-2-butenyl)trifluorosilane 
• 123-11-5 4-methoxy-benzaldehyde 
• 78-79-5 isoprene 
• 105-13-5 4-Methoxybenzyl alcohol 
• 598-25-4 Dimethylallene 
• 113365-21-2 1,1-diphenyl-2,2-dimethyl-3-buten-1-ol 
• 870-63-3 prenyl bromide 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 10276-04-7 3-methyl-1-phenylsulfanylbut-2-ene 

Relevant articles and documents

Tetrakis(dimethylamino)ethylene (TDAE) as a potent electron source for Cr-mediated allylation of aldehydes and ketones

A new combination of organic reductant, tetrakis(dimethylamino)ethylene, and transition metal catalysts is reported for allylation of aldehydes and ketones.

Ruthenium-catalyzed C-C bond forming transfer hydrogenation: Carbonyl allylation from the alcohol or aldehyde oxidation level employing acyclic 1,3-dienes as surrogates to preformed allyl metal reagents

Under the conditions of ruthenium-catalyzed transfer hydrogenation, commercially available acyclic 1,3-dienes, butadiene, isoprene, and 2,3-dimethylbutadiene, couple to benzylic alcohols 1a-6a to furnish products of carbonyl crotylation 1b-6b, carbonyl isoprenylation 1c-6c, and carbonyl reverse 2-methyl prenylation 1d-6d. Under related transfer hydrogenation conditions employing isopropanol as terminal reductant, isoprene couples to aldehydes 7a-9a to furnish identical products of carbonyl isoprenylation 1c-3c. Thus, carbonyl allylation is achieved from the alcohol or the aldehyde oxidation level in the absence of preformed allyl metal reagents. Coupling to aliphatic alcohols (isoprene to 1-nonanol, 65% isolated yield) and allylic alcohols (isoprene to geraniol, 75% isolated yield) also is demonstrated. Isotopic labeling studies corroborate a mechanism involving hydrogen donation from the reactant alcohol or sacrificial alcohol (i-PrOH). Copyright

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.