4-Chlorobenzyl alcohol Chemical Properties

Melting point:

68-71 °C(lit.)

Boiling point:

234 °C(lit.)

Density 

1.1104 (rough estimate)

refractive index 

1.5390 (estimate)

Flash point:

70 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

2.5g/l

pka

14.16±0.10(Predicted)

form 

Crystalline Needles or Powder

color 

Almost white to beige

Water Solubility 

Soluble in water (2.5 mg/ml at 20°C), and methanol.

BRN 

636502

Stability:

Stable. Incompatible with acid chlorides, acid anhydrides, acids, oxidizing agents. Combustible.

CAS DataBase Reference

873-76-7(CAS DataBase Reference)

NIST Chemistry Reference

4-Chlorobenzyl alcohol(873-76-7)

EPA Substance Registry System

4-Chlorobenzenemethanol (873-76-7)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

DN9242000

HS Code 

29062900

MSDS

• Language:English Provider:4-Chlorobenzyl alcohol
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Chlorobenzyl alcohol Usage And Synthesis

Description

It is usually used as the intermediate in organic synthesis and pharmaceutical industry. Specifically, this chemical can react with o-xylene in the presence of HAuCl4 or AuCl3 at 80 ℃ to generate the corresponding benzylated product.¹ Moreover, the acetylation of 4-chlorobenzyl alcohol in presence of catalytic amounts of Ce(OTf)4 has been performed in acetic acid to produce the desired esters in the excellent yields.² In addition, this chemical may function as the raw material to produce its corresponding carboxylic acids and ketones in good yields through the oxidation reaction by using hydrogen peroxide and cobalt(Ⅱ) complex.³ Besides, the formylation and acetylation of 4-chlorobenzyl alcohol may be carried out in the presence of Silphos [PCl3?n(SiO2)n] in ethyl formate and ethyl acetate.⁴

Referrence

1. Mertins, K.; Lovel, I.; Kischel, J.; Zapf, A.; Beller, M., Gold-catallyzed benzylation of arenes and heteroarenes. Adv. Synth. Catal. 2006, 348, 691-695.
2. Iranpoor, N.; Shekarriz, M., Catalytic Esterification of Alcohols, Carboxylic Acids and Transesterification Reactions with Cerium(IV) Triflate. Bull. Chem. Soc. Jpn. 1999, 72, 455-458.
3. Das, S.; Punniyamurthy, T., Cobalt(II)-catalyzed oxidation of alcohols into carboxylic acids and ketones with hydrogen peroxide. Tetrahedron Lett. 2003, 44, 6033-6035.
4. Iranpoor, N.; Firouzabadi, H.; Jamalian, A., Silphos PCl3-n(SiO2)(n) : a heterogeneous phosphine reagent for formylation and acetylation of alcohols and amines with ethyl formate and acetate. Tetrahedron Lett. 2005, 46, 7963-7966.

Chemical Properties

white crystalline powder

Uses

Reagent for carboxyl group protection.

Uses

4-Chlorobenzyl alcohol acts as a reagent for the protection of carboxyl groups as their 4-chlorobenzyl esters, more stable to acid than the corresponding benzyl esters. It is used as solvent in paint stripper and waterborne coatings. It acts as curing agent. It is also used in pharmaceuticals, cosmetics, preservatives, and flavoring & fragrance agents.

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 681, 1960 DOI: 10.1021/ja01488a045

4-Chlorobenzyl alcohol(873-76-7)Related Product Information

• 2-Chlorobenzaldehyde
• Benzyl alcohol
• 1,2,4-Trichlorobenzene
• 1,3-Dichlorobenzene
• Chlorphenamine maleate
• 1,2-Dichlorobenzene
• Ethyl acetate
• 4,4'-DICHLORO-ALPHA-METHYLBENZHYDROL
• 3,4-Dichlorobenzoic acid
• 4-CHLOROPHTHALIC ACID MONOSODIUM SALT
• ALPHA-(CHLOROMETHYL)-2,4-DICHLOROBENZYL ALCOHOL
• 2,4-DICHLORO-ALPHA-METHYLBENZYL ALCOHOL
• 4-Chloro-2-methoxybenzoic acid
• p-Dichlorobenzene
• IMP. A (EP): CHLORPHENAMINE (USP: CHLORPHENIRAMINE)
• 4,4'-Dichlorobenzhydrol
• 3,4-Dichlorobenzyl alcohol
• 4-Chlorobenzhydrol