Methoxyacetyl chloride Chemical Properties

Melting point:

<-40°C

Boiling point:

112-113 °C (lit.)

Density 

1.187 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.419(lit.)

Flash point:

84 °F

storage temp. 

2-8°C

solubility 

Miscible with acetone, ether, carbon tetrachloride and chloroform.

form 

Liquid

color 

Clear colorless to yellow

Water Solubility 

reacts

Sensitive 

Moisture Sensitive

BRN 

1740244

Stability:

Moisture sensitive

InChIKey

JJKWHOSQTYYFAE-UHFFFAOYSA-N

CAS DataBase Reference

38870-89-2(CAS DataBase Reference)

NIST Chemistry Reference

Methoxyacetyl chloride(38870-89-2)

EPA Substance Registry System

Acetyl chloride, methoxy- (38870-89-2)

Safety Information

Hazard Codes 

C

Risk Statements 

10-34-36/37

Safety Statements 

26-36/37/39-45-25-16

RIDADR 

UN 2920 8/PG 2

WGK Germany 

3

F 

9-19-21

HazardClass 

8

PackingGroup 

II

HS Code 

29189900

MSDS

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

Methoxyacetyl chloride Usage And Synthesis

Description

Methoxyacetyl chloride is a acylating reagent; precursor to methoxyketene; in combination with Lewis acids is a reagent for aromatic chloromethylation.

Chemical Properties

clear colorless to yellow liquid

Uses

Methoxyacetyl chloride is used as an intermediate for active pharmaceutical ingredients and dyes. Further, it acts as a precursor for the synthesis of agrochemicals.

Synthesis

Step 1: To a solution of methoxyacetic acid (20 mL, 0.26 mol) in dichloromethane (170 mL) was added dropwise oxalyl chloride (30 mL, 0.34 mol) and a catalytic amount of DMF (a few drops) at 0 °C. The reaction mixture was stirred at room temperature overnight and the solvent was subsequently removed by rotary evaporator. The residue was distilled under reduced pressure to afford methoxyacetyl chloride (54b, 25.4 g, 90% yield).

References

[1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 74
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 36
[3] Journal of Organic Chemistry, 2003, vol. 68, # 17, p. 6832 - 6835
[4] European Journal of Organic Chemistry, 2005, # 12, p. 2459 - 2467
[5] Tetrahedron, 2018, vol. 74, # 27, p. 3663 - 3670

Methoxyacetyl chloride(38870-89-2)Related Product Information

• Trichloroacetyl chloride
• Benzyloxyacetyl chloride
• Mepiquat chloride
• Acetyl chloride
• Ammonium chloride
• Choline chloride
• m-Anisyl alcohol
• 2-Acetyl-6-methoxynaphthalene
• Anisole
• 3,3-Dimethylbutyryl chloride
• Sodium chloride
• (Trifluoromethoxy)benzene
• Calcium chloride
• Benzyl chloride
• Methoxyacetic acid
• p-Anisidine
• Polyvinyl chloride
• Methoxyammonium chloride