2722-36-3

Basic information

• Product Name: 3-PHENYL-1-BUTANOL
• Synonyms: RARECHEM AL BD 0683;(±)-3-phenyl-butan-1-ol;Benzenepropanol, gamma-methyl-;gamma-methyl-benzenepropano;3-PHENYL-1-BUTANOL;3-Phenylbutyl alcohol.;3-PHENYL-1-BUTANOL 99%;3-Phenyl-1-butanol,99%
• CAS NO: 2722-36-3
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• EINECS: 220-335-8
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 2722-36-3.mol
• Article Data: 77

Chemical Properties

• Boiling Point: 138-140 °C33 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.972 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0215mmHg at 25°C
• Refractive Index: n20/D 1.52(lit.)
• Storage Temp.: Refrigerator
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• PKA: 15.04±0.10(Predicted)
• CAS DataBase Reference: 3-PHENYL-1-BUTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-1-BUTANOL(2722-36-3)
• EPA Substance Registry System: 3-PHENYL-1-BUTANOL(2722-36-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 2722-36-3(Hazardous Substances Data)

Usage

Description

3-Phenyl-1-butanol is a clear, colorless liquid with a primary alcohol functional group. It is known for its ability to undergo biotransformation and enantioselective transesterification reactions, making it a versatile compound in various chemical and industrial applications.

Uses

Used in Chemical Synthesis:
3-Phenyl-1-butanol is used as a reactant in the chemical synthesis industry for the production of aldehydes. It is oxidized to aldehyde using a nanoparticle-ferrite-palladium catalyst, which is a crucial step in the synthesis of various chemical compounds.
Used in Biotransformation:
In the field of biotechnology, 3-Phenyl-1-butanol is used as a substrate for biotransformation to aldehydes by oxidation in the presence of Gluconobacteroxydans DSM 2343. This process allows for the production of enantiomerically pure compounds, which are essential in the pharmaceutical and chemical industries.
Used in Enantioselective Transesterification:
3-Phenyl-1-butanol is also used as a reactant in enantioselective transesterification reactions, which are catalyzed by lipase isolated from Pseudomonas cepacia. This reaction is important for the production of optically active compounds, which have applications in the pharmaceutical, agrochemical, and fragrance industries.
Used in Flavor and Fragrance Industry:
3-Phenyl-1-butanol, due to its unique chemical structure, can be used as a building block for the synthesis of various flavor and fragrance compounds. Its ability to undergo enantioselective reactions makes it particularly valuable in creating chiral compounds with specific olfactory properties.
Used in Pharmaceutical Industry:
The enantioselective properties of 3-Phenyl-1-butanol make it a valuable compound in the pharmaceutical industry for the development of chiral drugs. These drugs can have improved efficacy and reduced side effects compared to their racemic counterparts, making them highly desirable in the development of new medications.

InChI:InChI=1/C10H14O/c1-9(7-8-11)10-5-3-2-4-6-10/h2-6,9,11H,7-8H2,1H3/t9-/m1/s1

Upstream product

• 174090-36-9 4,4,5,5-tetramethyl-2-(1-phenyl-ethyl)-[1,3,2]dioxaborolane 
• 74-95-3 1,1-dibromomethane 
• 52784-31-3 3-Phenylcyclobutanone 
• 18826-95-4 1.3-butanediol 
• 71-43-2 benzene 
• 34861-81-9 diethyl phenylsuccinate 
• 15463-92-0 dimethyl 2-phenylsuccinate 
• 4593-90-2 3-phenylbutyric acid 
• 54976-37-3 3-phenylbut-2-en-1-ol 
• 19352-10-4 2-methyl-2-phenyloxetane 
• 704-80-3 (E)-3-phenyl-2-butenoic acid 
• 1196-67-4 3-phenyl-2-butenal 
• 14368-40-2 (E)-3-phenyl-2-butenenitrile 
• 1504-72-9 ethyl 3-phenylbut-2-enoate 

Downstream Products

• 5801-17-2 1-bromo-3-phenylbutane 
• 13556-61-1 (3-chloro-1-methyl-propyl)-benzene 
• 2031-46-1 (R)-3-phenylbutanol 
• 1233222-28-0 C₂₆H₂₈N₂O₆ 
• 1263314-59-5 C₁₉H₂₂O₃ 
• 42307-58-4 3-phenylbutanal 
• 40283-17-8 Phosphoric acid 2,2-dichloro-vinyl ester methyl ester 3-phenyl-butyl ester 
• 80284-76-0 3-phenylbutyl 4-methylbenzenesulfonate 
• 16251-77-7 3-Phenylbutyraldehyde 
• 80691-79-8 2-methylene-3-phenylbutyraldehyde 
• 155388-76-4 2-Hydroxy-5-nitro-benzoic acid 3-phenyl-butyl ester 
• 36617-72-8 (-)-(R)-1-Chlor-2-phenyl-butan 
• 27798-98-7 (-)(R)-4-bromo-2-phenyl-butane 
• 46319-71-5 3-phenyl-1-butyl acetate 

Relevant articles and documents

A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides

Employing a bifunctional catalyst based on a copper(I)/NHC complex and a guanidine organocatalyst, catalytic ester reductions to alcohols with H2 as terminal reducing agent are facilitated. The approach taken here enables the simultaneous activation of esters through hydrogen bonding and formation of nucleophilic copper(I) hydrides from H2, resulting in a catalytic hydride transfer to esters. The reduction step is further facilitated by a proton shuttle mediated by the guanidinium subunit. This bifunctional approach to ester reductions for the first time shifts the reactivity of generally considered "soft"copper(I) hydrides to previously unreactive "hard"ester electrophiles and paves the way for a replacement of stoichiometric reducing agents by a catalyst and H2.

Catalytic Regioselective Isomerization of 2,2-Disubstituted Oxetanes to Homoallylic Alcohols

The selective isomerization of strained heterocyclic compounds is an important tool in organic synthesis. An unprecedented regioselective isomerization of 2,2-disubstituted oxetanes into homoallylic alcohols is described. The use of tris(pentafluorophenyl

Asymmetric Umpolung Hydrogenation and Deuteration of Alkenes Catalyzed by Nickel

Nickel-catalyzed asymmetric hydrogenation of several types of alkenes proceeds in high enantioselectivity, using acetic acid or water as the hydrogen source and indium powder as electron donor. The scope of alkenes herein include α,β-unsaturated esters, n