O-ACETYLSALICYLOYL CHLORIDE Chemical Properties

Melting point:

45-49 °C (lit.)

Boiling point:

107-110 °C/0.1 mmHg (lit.)

Density 

1.3219 (rough estimate)

refractive index 

n20/D 1.536(lit.)

Flash point:

>230 °F

storage temp. 

Refrigerator

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

powder to lump

color 

White to Orange to Green

Water Solubility 

Soluble in toluene. Reacts with water.

Sensitive 

Moisture Sensitive

BRN 

880372

Stability:

Moisture Sensitive

CAS DataBase Reference

5538-51-2(CAS DataBase Reference)

NIST Chemistry Reference

Acetylsalicyloyl chloride(5538-51-2)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

22-34-37-29

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

3-10-21

Hazard Note 

Irritant/Corrosive/Moisture Sensitive

HazardClass 

8

PackingGroup 

II

HS Code 

29163900

MSDS

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

O-ACETYLSALICYLOYL CHLORIDE Usage And Synthesis

Chemical Properties

yellow to light orange chunks

Uses

O-Acetylsalicyloyl chloride was used in the synthesis of enantiomerically pure bidentate heteroorganic ligands built on simple achiral skeletons and containing an aziridine moiety. It was used in the general synthesis of acetoxybenzamides. It was used in the chemical synthesis of 2,2,6,6-tetramethyl-1-piperidinyloxy(TEMPO)-aspirin conjugate via condensation reaction with 4-hydroxy-TEMPO. It was used as reagent in acylation of cyclobutenediones.

Purification Methods

Check first the IR to see if an OH frequency is present. If so, some free acid is present. Then reflux with acetyl chloride for 2-3hours and fractionate at high vacuum. The distillate should crystallise. It can be recrystallised from hexane or *C6H6 (m 60o, sintering at 52o). [Riegel & Wittcoff J Am Chem Soc 64 486 1942, Beilstein 10 H 86, 10 I 43, 10 II 55, 10 III 151, 10 IV 169.]

O-ACETYLSALICYLOYL CHLORIDE(5538-51-2)Related Product Information

• 2-HYDROXYBENZOIC-3,4,5,6-D4 ACID
• 5-ACETYLSALICYLIC ACID
• salicylacyl glucuronide
• Acetylsalicylic Acid-d3
• BENORILATE
• Carbasalate calcium
• 4-HYDROXYBENZOIC-2,3,5,6-D4 ACID
• Aspirin-acyl--D-glucuronide
• 4-Hydroxybenzoic-1,2,3,4,5,6-13C6 Acid
• 2-ACETOXYBENZOIC-3,4,5,6-D4 ACID
• METHYL 5-ACETYLSALICYLATE
• Salicylic Acid b-D-O-Glucuronide
• MR 897
• Salicylic Acid-13C6
• PU 122
• 2-[[2-[[2-(Acetyloxy)benzoyl]oxy]benzoyl]oxy]benzoic Acid 2-[[2-[(2-carboxyphenoxy)carbonyl]phenoxy]carbonyl]phenyl Ester
• 1-[bis(4-fluorophenyl)methyl]-2,2,3,3,5,5,6,6-octadeuterio-4-[3-(3,4-dimethoxyphenyl)prop-2-enyl]piperazine
• 2-[[2-(Acetyloxy)benzoyl]oxy]benzoic Acid 2-[(2-Carboxyphenoxy)carbonyl]phenyl Ester