130265-32-6

Basic information

• Product Name: 3-(4-Bromo-phenyl)-prop-2-en-1-ol
• Synonyms: 3-(4-Bromo-phenyl)-prop-2-en-1-ol
• CAS NO: 130265-32-6
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213
• Mol File: 130265-32-6.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 324.2±22.0 °C(Predicted)
• Appearance: /
• Density: 1.478±0.06 g/cm3(Predicted)
• PKA: 14.48±0.10(Predicted)
• CAS DataBase Reference: 3-(4-Bromo-phenyl)-prop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Bromo-phenyl)-prop-2-en-1-ol(130265-32-6)
• EPA Substance Registry System: 3-(4-Bromo-phenyl)-prop-2-en-1-ol(130265-32-6)

Safety Data

• Hazardous Substances Data: 130265-32-6(Hazardous Substances Data)

Usage

Physical properties

colorless to pale yellow liquid, strong odor

Common uses

synthesis of pharmaceuticals and other organic chemicals
Versatile building block for various compound production

Toxicity

can be toxic if ingested or inhaled, can cause skin and eye irritation upon contact

Flammability

handle and store with care due to flammability and reactivity with certain materials

Upstream product

• 3650-78-0 methyl (E)-4-bromocinnamate 
• 67-56-1 methanol 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 1122-91-4 4-bromo-benzaldehyde 
• 1200-07-3 3-(4-bromophenyl)acrylic acid 
• 49678-04-8 4-bromocinnamaldeyde 
• 13565-09-8 4-bromocinnamoyl chloride 
• 3650-78-0 methyl 4-bromocinnamate 
• 104293-07-4 (E)-1-bromo-4-(3-chloroprop-1-en-1-yl)benzene 
• 24393-53-1 ethyl 4-bromocinnamate 
• 58824-56-9 1-(p-bromophenyl)prop-2-en-1-ol 

Downstream Products

• 1147334-96-0 C₉H₅BrN₂O₃ 
• 1176888-27-9 (1E,3E)-1,4-bis(4-bromophenyl)buta-1,3-diene 
• 1097691-82-1 C₁₃H₁₈BrO₃P 
• 1083375-31-8 (2R,3S)-diethyl 3-(4-bromophenyl)-2-formyl-cyclopropane-1,1-dicarboxylate 
• 1119807-15-6 trans-2-(4-cyanophenyl)cyclopropanecarboxylic acid 
• 1240914-57-1 4-(trans-2-((R)-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide 
• 1240914-48-0 (R)-tert-butyl 4-(trans-2-(4-carbamoylphenyl)cyclopropanecarbonyl)-3-methylpiperazine-1-carboxylate 
• 1332343-96-0 4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide 
• 1240914-03-7 4-{(1S, 2S)-2-[((R)-4-cyclobutyl-2-methylpiperazin-1-yl)carbonyl]-cyclopropyl}-benzamide 
• 1240914-02-6 4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide 

Relevant articles and documents

Ir nanoclusters confined within hollow MIL-101(Fe) for selective hydrogenation of α,β-unsaturated aldehyde

Although the selective hydrogenation of α,β-unsaturated aldehyde to unsaturated alcohol (UOL) is an extremely important transformation, it is still a great challenge to achieve high selectivity to UOL due to thermodynamic favoring of the C[dbnd]C hydrogenation over the C[dbnd]O hydrogenation. Herein, we report that iridium nanoclusters (Ir NCs) confined within hollow MIL-101(Fe) expresses satisfied reaction activity (93.9%) and high selectivity (96.2%) for the hydrogenation of cinnamaldehyde (CAL) to cinnamyl alcohol (COL) under 1 bar H2 atmosphere and room temperature. The unique hollow structure of MIL-101(Fe) benefits for the fast transport of reactant, ensuring the comparable reaction activity and better recyclability of Ir@MIL-101(Fe) than the counterparts which Ir NCs were on the surface of MIL-101(Fe). Furthermore, The X-ray photoelectron spectroscopy data indicates the electropositive Ir NCs, owing to the electron transfer from Ir to MIL-101(Fe), can interact with oxygen lone pairs, and Fourier transform infrared spectrum shows the Lewis acid sites in MIL-101(Fe) can strongly interact with C[dbnd]O bond, which contributes to a high selectivity for COL. This work suggests the considerable potential of synergetic effect between hollow MOFs and metal nanoclusters for selective hydrogenation reactions.

Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols

By using copper(I) homoenolates as nucleophiles, which are generated through the ring-opening of 1-substituted cyclopropane-1-ols, a catalytic asymmetric allylic substitution with allyl phosphates is achieved in high to excellent yields with high enantioselectivity. Both 1-substituted cyclopropane-1-ols and allylic phosphates enjoy broad substrate scopes. Remarkably, various functional groups, such as ether, ester, tosylate, imide, alcohol, nitro, and carbamate are well tolerated. Moreover, the present method is nicely extended to the asymmetric construction of quaternary carbon centers. Some control experiments argue against a radical-based reaction mechanism and a catalytic cycle based on a two-electron process is proposed. Finally, the synthetic utilities of the product are showcased by means of the transformations of the terminal olefin group and the ketone group.

Copper(i) pyrimidine-2-thiolate cluster-based polymers as bifunctional visible-light-photocatalysts for chemoselective transfer hydrogenation of α,β-unsaturated carbonyls

The photoinduced chemoselective transfer hydrogenation of unsaturated carbonyls to allylic alcohols has been accomplished using cluster-based MOFs as bifunctional visible photocatalysts. Assemblies of hexanuclear clusters [Cu6(dmpymt)6] (1, Hdmpymt = 4,6-dimethylpyrimidine-2-thione) as metalloligands with CuI or (Ph3P)CuI yielded cluster-based metal organic frameworks (MOFs) {[Cu6(dmpymt)6]2[Cu2(μ-I)2]4(CuI)2}n (2), {[Cu6(dmpymt)6]2[Cu2(μ-I)2]4}n (3), respectively. Nanoparticles (NPs) of 2 and 3 served both as photosensitizers and photocatalysts for the highly chemoselective reduction of unsaturated carbonyl compounds to unsaturated alcohols with high catalytic activity under blue LED irradiation. The photocatalytic system could be reused for several cycles without any obvious loss of efficiency.