705-73-7

Basic information

• Product Name: DL-1-phenylpentan-2-ol
• Synonyms: alpha-propylphenethyl alcohol;DL-1-phenylpentan-2-ol;1-Phenyl-2-pentanol;Benzeneethanol, .alpha.-propyl-;BENZYLPROPYLCARBINOL;.alpha.-propyl-Benzeneethanol;alpha-propyl-benzeneethano;(±)-α-Propylphenethyl alcohol
• CAS NO: 705-73-7
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24414
• EINECS: 211-887-0
• Product Categories: Aromatics, Heterocycles, Neurochemicals, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 705-73-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 251.3°C at 760 mmHg
• Flash Point: 105°C
• Appearance: /
• Density: 0.968g/cm³
• Vapor Pressure: 0.0108mmHg at 25°C
• Refractive Index: 1.515
• Solubility: Chloroform, DCM, Ethyl Acetate, Methanol
• PKA: 15.24±0.20(Predicted)
• CAS DataBase Reference: DL-1-phenylpentan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: DL-1-phenylpentan-2-ol(705-73-7)
• EPA Substance Registry System: DL-1-phenylpentan-2-ol(705-73-7)

Safety Data

• Hazardous Substances Data: 705-73-7(Hazardous Substances Data)

Usage

Chemical Properties

α-Propylphenethyl alcohol has a mild, green, sweet odor with an earthy undernote. It has a tart, fruit-like, green, sweet taste.

Occurrence

Reported found in Gruyere de Comte cheese.

Uses

2-Hydroxy-1-phenylpentane is an impurity of Prolintane (P756100) synthesis.

Preparation

From phenyl acetaldehyde and propyl magnesium bromide; also by hydrogenation of propyl benzyl ketone.

Synthesis Reference(s)

Tetrahedron Letters, 21, p. 2175, 1980 DOI: 10.1016/S0040-4039(00)78990-8

InChI:InChI=1/C11H16O/c1-2-6-11(12)9-10-7-4-3-5-8-10/h3-5,7-8,11-12H,2,6,9H2,1H3

Upstream product

• 6683-92-7 1-phenylpentan-2-one 
• 1589-82-8 phenylmagnesium bromide 
• 123-72-8 butyraldehyde 
• 6921-34-2 benzylmagnesium chloride 
• 4436-24-2 1,2-epoxy-3-phenylpropane 
• 2397-68-4 sodium tetraethylaluminate 
• 770-09-2 benzyltrimethylsilane 
• 62673-31-8 benzyl(bromo)zinc 
• 108-88-3 toluene 
• 71-36-3 butan-1-ol 
• 927-77-5 n-propylmagnesium bromide 
• 101-41-7 benzeneacetic acid methyl ester 
• 97-93-8 triethylaluminum 
• 100-44-7 benzyl chloride 

Downstream Products

• 6683-92-7 1-phenylpentan-2-one 
• 91787-11-0 1-benzylbutyl tosylate 
• 188432-44-2 O-1-benzylbutyl S-methyl dithiocarbonate 
• 63951-01-9 RS-(+/-)-1-phenyl-2-aminopentane 
• 100368-82-9 2-Formamino-1-phenyl-pentan 
• 92925-72-9 2-Phenyl-hex-1-en-3-one 

Relevant articles and documents

Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.

Expanding the Substrate Specificity of Thermoanaerobacter pseudoethanolicus Secondary Alcohol Dehydrogenase by a Dual Site Mutation

Here, we report the asymmetric reduction of selected phenyl-ring-containing ketones by various single- and dual-site mutants of Thermoanaerobacter pseudoethanolicus secondary alcohol dehydrogenase (TeSADH). The further expansion of the size of the substrate binding pocket in the mutant W110A/I86A not only allowed the accommodation of substrates of the single mutants W110A and I86A within the expanded active site but also expanded the substrate range of the enzyme to ketones bearing two sterically demanding groups (bulky–bulky ketones), which are not substrates for the TeSADH single mutants. We also report the regio- and enantioselective reduction of diketones with W110A/I86A TeSADH and single TeSADH mutants. The double mutant exhibited dual stereopreference to generate the Prelog products most of the time and the anti-Prelog products in a few cases.

Polynucleotides encoding enantioselective carboxylesterases and methods of making same

The present invention relates to a polynucleotide encoding an enzyme having carboxylesterase [E.C.3.1.1.1] activity.