57132-28-2

Basic information

• Product Name: 3-Buten-2-ol, 2-methyl-4-phenyl-, (3E)-
• Synonyms: 3-Buten-2-ol, 2-methyl-4-phenyl-, (3E)-;(E)-2-Methyl-4-phenyl-3-buten-2-ol;(E)-4-Phenyl-2-methyl-3-butene-2-ol;2-[(E)-Styryl]-2-propanol;α,α-Dimethyl-trans-cinnamyl alcohol
• CAS NO: 57132-28-2
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.23
• Mol File: 57132-28-2.mol
• Article Data: 46

Chemical Properties

• Boiling Point: 277.4°Cat760mmHg
• Flash Point: 121.3°C
• Appearance: /
• Density: 1.007g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 3-Buten-2-ol, 2-methyl-4-phenyl-, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-ol, 2-methyl-4-phenyl-, (3E)-(57132-28-2)
• EPA Substance Registry System: 3-Buten-2-ol, 2-methyl-4-phenyl-, (3E)-(57132-28-2)

Safety Data

• Hazardous Substances Data: 57132-28-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H14O/c1-11(2,12)9-8-10-6-4-3-5-7-10/h3-9,12H,1-2H3/b9-8+

Upstream product

• 917-64-6 methyl magnesium iodide 
• 103-26-4 methyl cinnamate 
• 103-26-4 Methyl cinnamate 
• 60-29-7 diethyl ether 
• 917-54-4 methyllithium 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 75-16-1 methylmagnesium bromide 
• 1896-62-4 (E)-benzalacetone 
• 1612-03-9 3-methyl-1-phenyl-but-1-yne 
• 95110-68-2 2,3-Epoxy-3-methyl-1-phenyl-2-(phenylsulfinyl)butane 
• 108-86-1 bromobenzene 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 112528-96-8 ((E)-3,3-Dimethyl-hexa-1,5-dienyl)-benzene 
• 112528-97-9 (1-Allyl-3-methyl-but-2-enyl)-benzene 
• 594-61-6 2-methyllactic acid 
• 65-85-0 benzoic acid 
• 181725-70-2 5-methyl-3-phenyl-4-hexen-1-al 
• 68036-69-1 (E)-2-methyl-4-phenyl-1,3-butadiene 
• 1233342-47-6 2,4-dimethoxy-1-(3-methyl-1-phenylbut-2-enyl)benzene 
• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 1354701-45-3 (E)-(3-azido-3-methylbut-1-en-1-yl)benzene 
• 1379594-77-0 2-methyl-5-(3-methyl-1-phenylbut-2-enyl)furan 
• 1379594-76-9 (E)-2-methyl-5-(2-methyl-4-phenylbut-3-en-2-yl)furan 
• 1379594-79-2 3-(3-methyl-1-phenylbut-2-enyl)-1H-indole 
• 1379594-78-1 (E)-3-(2-methyl-4-phenylbut-3-en-2-yl)-1H-indole 
• 100103-33-1 (E)-(3-methoxy-3-methylbut-1-en-1-yl)benzene 

Relevant articles and documents

Nickel-Catalyzed Arylation of C(sp3)-O Bonds in Allylic Alkyl Ethers with Organoboron Compounds

A nickel-catalyzed cross-coupling of allylic alkyl ethers with organoboron compounds through the cleavage of the inert C(sp3)-O(alkyl) bonds is described. Several types of allylic alkyl ethers can be coupled with various boronic acids or their derivatives to give the corresponding products in good to excellent yields with wide functional group tolerance and excellent regioselectivity. The gram-scale reaction and late-stage modification of biologically active compounds further prove the practicality of this synthetic method.

Efficient hydroarylation of terminal alkynes with sodium tetraphenylborate performed in water under mild conditions

The hydroarylation of terminal alkynes with sodium tetraphenylborate was performed in high yield within 3 h at room temperature in water, using palladium(II) complexes with imidazole ligands as catalysts. Under these conditions, differently substituted phenylacetylene substrates were converted to arylalkenes and aryl-substituted dienes. High conversion and excellent selectivity were achieved in the hydroarylation of alkynols with sodium tetraphenylborate. Only one product, arylalkene with an OH group, was formed in these reactions with the yield dependent on the kind of alkynol used. A plausible hydroarylation reaction mechanism was proposed on the basis of the palladium species identified in the reaction mixture and H/D exchange studies. The contribution of water as the hydride source was evidenced.

Water as a Hydrogenating Agent: Stereodivergent Pd-Catalyzed Semihydrogenation of Alkynes

Palladium-catalyzed transfer semihydrogenation of alkynes using H2O as the hydrogen source and Mn as the reducing reagent is developed, affording cis- and trans-alkenes selectively under mild conditions. In addition, this method provides an efficient way to access various cis-1,2-dideuterioalkenes and trans-1,2-dideuterioalkenes by using D2O instead of H2O.