4-Phenylbutanol Chemical Properties

Boiling point:

140-142 °C14 mm Hg(lit.)

Density 

0.984 g/mL at 20 °C(lit.)

refractive index 

n20/D 1.521(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Almost insoluble in water, soluble in alcohol and oils

form 

Liquid

pka

15.13±0.10(Predicted)

color 

Clear colorless

Odor

Sweet, but rather heavy, herbaceous-rosy odor

Odor Type

floral

BRN 

2042122

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

InChIKey

LDZLXQFDGRCELX-UHFFFAOYSA-N

LogP

2.350

CAS DataBase Reference

3360-41-6(CAS DataBase Reference)

NIST Chemistry Reference

Benzenebutanol(3360-41-6)

EPA Substance Registry System

Benzenebutanol (3360-41-6)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

34

Safety Statements 

23-24/25-45-36/37/39-27-26

WGK Germany 

3

RTECS 

222-128-8

TSCA 

TSCA listed

HS Code 

29062900

MSDS

• Language:English Provider:4-Phenylbutanol
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4-Phenylbutanol Usage And Synthesis

Chemical Properties

colourless liquid

Uses

4-Phenyl-1-butanol is used as a reagent in the synthesis of substituted pyrrolidine-2-carboxylic acids which are used in the treatment of AT2 receptor function associated diseases.

Uses

4-Phenyl-1-butanol was used in synthesis of NK105, a paclitaxel-incorporating micellar nanoparticle formulation.

Production Methods

4-Phenylbutanol can be produced 1) from Phenylacetaldehyde and Acetaldehyde by condensation, followed by hydrogenation and reduction of the unsaturated aldehyde. 2) from Phenylethyl magnesiumbromide plus Ethylene oxide in a Grignard type reaction.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 31, p. 2607, 1983 DOI: 10.1248/cpb.31.2607
Journal of the American Chemical Society, 73, p. 124, 1951 DOI: 10.1021/ja01145a045

General Description

4-Phenyl-1-butanol is oxidized by ceric ammonium nitrate in acetonitrile to afford 2-phenyltetrahydrofuran. It undergoes cyclization in presence of phosphoric acid at high temperature to yield tetralin.

Synthesis

Add Zinc Chloride Anhydrous 1 gram in 250 milliliters of there-necked flasks, Acetyl Chloride 98Min. 78.5 grams stir lower tetrahydrofuran (THF) 72 grams that drip, the ice bath cooling is lower to drip off rear insulation 1 hour to maintain the temperature at below 30 degree, and the water pump underpressure distillation gets 4-butylene-chlorohydrin ethyl ester 145 grams, productive rate 96%, purity 99.5%.
 30 gram 4-butylene-chlorohydrin ethyl esters, 78 gram benzene add respectively in 250 milliliters the there-necked flask, stir lower 0 degree that is cooled to, and add 30 gram aluminum trichloride (anhydrous)s in batches, the control temperature 10 spend below.Add rear insulation and spend 3 hours 10, the vapor detection raw material reaction is complete.Reaction solution slowly poured in the trash ice be hydrolyzed, stirred 30 minutes, separate organic phase.Organic phase is water, saturated common salt water washing respectively, anhydrous magnesium sulfate drying.After reclaiming benzene, underpressure distillation gets product 27 grams, productive rate: 70%.Above-mentioned product 27 grams are dissolved in 60 ml methanol, add the 10 ml water solution that fill 6 gram sodium hydroxide, heated and stirred 1 hour reacts completely.Behind the Distillation recovery methyl alcohol, wash neutrality with water, a minute oil-yielding stratum gets 20 gram benzene butanols, productive rate 95%.

4-Phenylbutanol(3360-41-6)Related Product Information

• TRANS-2-PHENYL-1-CYCLOPROPANECARBOXYLIC ACID
• 3-BENZOYLPROPIONIC ACID
• 4-(4-Methoxyphenyl)butyric acid
• 3-(4-Chlorobenzoyl)propionic acid
• Oxytetracycline dihydrate
• GAMMA-PHENYL-GAMMA-BUTYROLACTONE
• 1,2,3,4-TETRAHYDRO-2-NAPHTHOIC ACID
• 4,5-Dihydro-5-(4-fluorophenyl)-2(3H)-furanone
• 2-PHENYLGLUTARIC ANHYDRIDE
• Diphenolic acid
• CYTOCHALASIN E
• 4-Phenylbutanol
• 4-(4-Nitrophenyl)butyric acid
• CYTOCHALASIN A
• Sodium 4-phenylbutyrate
• STRYCHNINE
• 10,11-Dimethoxystrychnine
• Trolox