33442-47-6

Basic information

• Product Name: (2S)-2-Phenyl-1-butanol
• Synonyms: (2S)-2-Phenyl-1-butanol;(S)-2-Phenyl-1-butanol;[S,(+)]-β-Ethylphenethyl alcohol;(1S)-1-Benzyl-1-propanol;(S)-1-Phenyl-2-butanol
• CAS NO: 33442-47-6
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Mol File: 33442-47-6.mol
• Article Data: 41

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S)-2-Phenyl-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-Phenyl-1-butanol(33442-47-6)
• EPA Substance Registry System: (2S)-2-Phenyl-1-butanol(33442-47-6)

Safety Data

• Hazardous Substances Data: 33442-47-6(Hazardous Substances Data)

Upstream product

• 4286-15-1 (S)-2-phenylbutyric acid 
• 108-22-5 Isopropenyl acetate 
• 2035-94-1 2-phenylbutan-1-ol 
• 33603-06-4 (+)-1-amino-2-phenylbutane 
• 109686-82-0 RS-2-phenylbutyrate 
• 104499-22-1 (4R,5S)-3-<(2S)-phenylbutanoyl>-4-methyl-5-phenyl-1,3-oxazolidine-2-thione 
• 159345-11-6 (S)-N-((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-2-phenyl-butyramide 
• 172585-58-9 (S)-2-phenylbutyl acetate 
• 190277-48-6 (+)-(S)-2-phenyl-but-3-en-1-ol 
• 104196-23-8 (2S,3S)-2,3-epoxy-3-phenyl-1-propanol 
• 31729-70-1 bis(iodozinc)methane 
• 106356-54-1 S-2-phenylbutyraldehyde 
• 852336-21-1 2-phenyl-butyric acid 2-tert-butyl-phenyl ester 
• 865363-42-4 (S)-2-Phenyl-butyric acid 2,2-diphenyl-vinyl ester 

Downstream Products

• 33603-06-4 (+)-1-amino-2-phenylbutane 
• 38554-58-4 (S)-(+)-1-chloro-2-phenylbutane 
• 62888-49-7 (S)-(+)-2-phenylbutyl tosylate 
• 66050-90-6 (2S)-2-phenylbutyl (R)-α-methoxy-α-trifluoromethylphenylacetate 
• 5787-28-0 (S)-2-phenyl-1-butane 
• 112518-31-7 (S)-(+)-2-phenylbutane-1-thiol 
• 112518-33-9 (S)-(+)-1-chloromethyl 2-phenylbutyl sulphide 
• 5669-17-0 (R) 3-phenylvaleric acid 
• 2845-28-5 (-)-(R)-3-phenylpentan-1-ol 
• 20068-20-6 (R)-3-phenyl-1-pentene 
• 20068-18-2 (-)-(R)-N,N-Diethyl-3-phenylpentylamin 
• 20068-17-1 (-)-(R)-N,N-Dimethyl-3-phenyl-pentansaeureamid 
• 78019-47-3 (S)-4-phenyl-1-hexene 
• 38564-24-8 (S)-(-)-methyl 2-phenylbutyl sulphide 

Relevant articles and documents

Auxiliary-Directed Diastereoselectivity in the Claisen Rearrangement of Glycolate Esters

Examples are presented in which the stereochemical course of the Claisen rearrangement of allylic glycolates is controlled by a chiral substituent appended to the glycolate hydroxyl.

Identification of an Esterase Isolated Using Metagenomic Technology which Displays an Unusual Substrate Scope and its Characterisation as an Enantioselective Biocatalyst

Evaluation of an esterase annotated as 26D isolated from a marine metagenomic library is described. Esterase 26D was found to have a unique substrate scope, including synthetic transformations which could not be readily effected in a synthetically useful manner using commercially available enzymes. Esterase 26D was more selective towards substrates which had larger, more sterically demanding substituents (i. e. iso-propyl or tert-butyl groups) on the β-carbon, which is in contrast to previously tested commercially available enzymes which displayed a preference for substrates with sterically less demanding substituents (e.g. methyl group) at the β-carbon. (Figure presented.).

Impact of variation of the acyl group on the efficiency and selectivity of the lipase-mediated resolution of 2-phenylalkanols

By tuning the steric properties of the acyl group to control the efficiency and selectivity of the resolution, 2-phenyl-1-propanol 1a was prepared by lipase-catalysed hydrolysis using a short-chain acyl group, with E-values of up to 66 (ee up to 95%). 2-Phenylbutan-1-ol 1b was similarly resolved (up to 86% ee) using the optimised conditions, while the ester of the more sterically demanding 3-methyl-2-phenylbutan-1-ol 1c proved resistant to enzymatic hydrolysis under these conditions.

Catalytic enantioselective ethylalumination of terminal alkenes: Substrate effects and absolute configuration assignment

The chemo- and enantioselectivity of the reaction of alkenes with AlEt3 catalyzed by bis(1-neomenthylindenyl)zirconium dichloride has been studied. The reaction with linear alkenes in a chlorinated solvent (CH2Cl2) gives m