3,4,5-Trimethoxybenzoyl chloride Chemical Properties

Melting point:

81-84 °C (lit.)

Boiling point:

185 °C/18 mmHg (lit.)

Density 

1,214 g/cm³

refractive index 

1.4571 (estimate)

Flash point:

185°C/18mm

storage temp. 

2-8°C

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Orange to Green

Sensitive 

Moisture Sensitive

BRN 

403117

LogP

2.400 (est)

CAS DataBase Reference

4521-61-3(CAS DataBase Reference)

NIST Chemistry Reference

3,4,5-Trimethoxybenzoyl chloride(4521-61-3)

EPA Substance Registry System

Benzoyl chloride, 3,4,5-trimethoxy- (4521-61-3)

Safety Information

Hazard Codes 

C

Risk Statements 

14-34-37

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

1

F 

9-21

HazardClass 

8

PackingGroup 

II

HS Code 

29189900

MSDS

• Language:English Provider:3,4,5-Trimethoxybenzoyl chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,4,5-Trimethoxybenzoyl chloride Usage And Synthesis

Uses

3,4,5-Trimethoxybenzoyl Chloride is used as a reagent in the synthesis of 2-methyl-8-(3,4,5-trimethoxybenzamido)-1,2,3,4-tetrahydroisoquinoline and its analogs which display great antihypertensive activity.

Synthesis

The general procedure for the synthesis of 3,4,5-trimethoxybenzoyl chloride from 3,4,5-trimethoxybenzoic acid was as follows: thionyl chloride (13.7 mL, 189 mmol) was added dropwise to a solution of CHCl3 (30 mL) containing 3,4,5-trimethoxybenzoic acid (8.00 g, 37.7 mmol). After the dropwise addition, the reaction mixture was heated to reflux and maintained for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature. Subsequently, the solvent and excess thionyl chloride were removed by distillation under reduced pressure to afford 3,4,5-trimethoxybenzoyl chloride as a colorless oil in quantitative yield. The obtained product can be used in the subsequent reaction without further purification. The characteristic absorption peaks of the infrared spectrum (NaCl) were: νmax/cm-1 2970, 2944, 1750, 1590, 1457, 1415, 1130, 1128.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 22, p. 5864 - 5869
[2] Tetrahedron, 2011, vol. 67, # 25, p. 4601 - 4611
[3] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 20, p. 6042 - 6054
[4] Letters in Drug Design and Discovery, 2018, vol. 15, # 12, p. 1319 - 1328
[5] Bulletin of the Chemical Society of Japan, 2012, vol. 85, # 2, p. 236 - 244

3,4,5-Trimethoxybenzoyl chloride(4521-61-3)Related Product Information

• Trimethyl phosphite
• Ammonium chloride
• 2-Fluorobenzoyl chloride
• Oxalyl chloride
• o-Toluoyl chloride
• Calcium chloride
• p-Toluoyl chloride
• 2,4,6-Trimethylbenzoyl chloride
• Sodium chloride
• 4-tert-Butylbenzoyl chloride
• Zinc chloride
• Choline chloride
• Benzoyl chloride
• Thionyl chloride
• (Trifluoromethoxy)benzene
• 4-Chlorobenzoyl chloride
• Potassium chloride
• 2-Nitrobenzoyl chloride