2,6-Dichlorobenzoyl chloride Property

Melting point:

15-17 °C

Boiling point:

142-143 °C/21 mmHg (lit.)

Density 

1.462 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.560(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

form 

Liquid

color 

Clear colorless to light yellow or light pink

Water Solubility 

Miscible with alcohol, ether and acetone. Slightly miscible with heptane. Immiscible with water.

Sensitive 

Moisture Sensitive

BRN 

639531

CAS DataBase Reference

4659-45-4(CAS DataBase Reference)

NIST Chemistry Reference

2,6-Dichlorobenzoyl chloride(4659-45-4)

Safety

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-27-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

1

F 

10-19-21

HazardClass 

8

PackingGroup 

II

HS Code 

29163900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

2,6-Dichlorobenzoyl chloride Chemical Properties,Usage,Production

Chemical Properties

Clear slightly yellow liquid

Uses

2,6-Dichlorobenzoyl chloride acts as an important intermediate in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. It is employed in the substrate activity screening method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases. It is also used in the preparation of 1-acyliridoles and (-)-aspicilin. In addition to this, it undergoes esterification of (fluoren-9-ylmethoxy)carbonyl (Fmoc)-amino acids to 4-alkoxybenzyl alcohol polystyrene.

Uses

2,6-Dichlorobenzoyl chloride was used:

• in substrate activity screening method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases
• in the synthesis of 1-acyliridoles
• in enantiocontrolled total synthesis of (-)-aspicilin

General Description

2,6-Dichlorobenzoyl chloride participates in esterification of (fluoren-9-ylmethoxy)carbonyl (Fmoc)-amino acids to 4-alkoxybenzyl alcohol polystyrene.

Purification Methods

Reflux the acid chloride for 2hours with excess of acetyl chloride (3 volumes), distil off AcCl followed by the benzoyl chloride. Store it away from moisture. It is an IRRITANT.[Beilstein 9 III 1377.]