3-Phenoxybenzyl alcohol Chemical Properties

Melting point:

4-7°C

Boiling point:

135-140 °C/0.1 mmHg (lit.)

Density 

1.149 g/mL at 25 °C (lit.)

vapor pressure 

0.1 mm Hg ( 37.7 °C)

refractive index 

n20/D 1.591(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid or Liquid

pka

14.19±0.10(Predicted)

color 

White or clear colorless

Water Solubility 

Insoluble

BRN 

475312

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

LogP

2.797 at 25℃

CAS DataBase Reference

13826-35-2(CAS DataBase Reference)

NIST Chemistry Reference

Benzenemethanol, 3-phenoxy-(13826-35-2)

EPA Substance Registry System

3-Phenoxybenzenemethanol (13826-35-2)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22

Safety Statements 

26-36/37-29

RIDADR 

UN 3082 9 / PGIII

WGK Germany 

3

RTECS 

DP0775400

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29062990

Toxicity

mouse,LD50,intraperitoneal,575mg/kg (575mg/kg),Journal of Agricultural and Food Chemistry. Vol. 25, Pg. 9, 1977.

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Phenoxybenzyl alcohol Usage And Synthesis

Chemical Properties

colourless liquid

Uses

3-Phenoxybenzyl alcohol has been used in the synthesis of 3-phenoxylbenzyl β-D-glucuronide.

Definition

ChEBI: A member of the class of benzyl alcohols that is benzyl alcohol bearing a phenoxy substituent at C-3. It is a metbaolite of the insecticide permethrin.

Flammability and Explosibility

Non flammable

Synthesis

M-phenoxybenzaldehyde (5 g, 25.22 mmol) was dissolved in anhydrous methanol (60 mL), cooled to 0 °C, and sodium borohydride (1.14 g, 30.26 mmol) was added in batches. The reaction mixture was stirred at room temperature for 1.5 hours and then concentrated under reduced pressure. The resulting residue was quenched with saturated aqueous ammonium chloride solution (50 mL) and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 3-phenoxybenzyl alcohol (5 g, 99% yield). The product was analyzed by LCMS showing [M+H]+ m/z 183.0, retention time 5.4 min, and purity 93.1% (area normalization method).

References

[1] Patent: WO2015/130905, 2015, A1. Location in patent: Paragraph 00209
[2] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6460 - 6462
[3] Journal of Organic Chemistry, 2004, vol. 69, # 5, p. 1492 - 1496
[4] Patent: WO2018/42461, 2018, A1. Location in patent: Page/Page column 7; 8
[5] Patent: US4366325, 1982, A

3-Phenoxybenzyl alcohol(13826-35-2)Related Product Information

• 4-Methoxybenzylchloride
• m-Anisyl alcohol
• 4-Methylbenzyl alcohol
• 3,5-Dimethoxybenzyl alcohol
• Ethyl acetate
• 4-Hydroxybenzyl alcohol
• 4-Methoxybenzyl alcohol
• 4-Methoxybenzyl cyanide
• p-Anisaldehyde
• Benzyl alcohol
• Triphenylmethanol
• (Trifluoromethoxy)benzene
• 4-Methoxybenzoic acid
• Anisole
• 2-Phenoxyethanol
• 3,4-Dimethoxybenzyl alcohol
• 2-Methyl-1-phenyl-2-propanol
• Cyfluthrin