2-Chloro-6-fluorobenzaldehyde Chemical Properties

Melting point:

32-35 °C(lit.)

Boiling point:

92 °C (10 mmHg)

Density 

1.3310 (estimate)

Flash point:

215 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Crystalline Solid

color 

White to yellow

Water Solubility 

Insoluble

Sensitive 

Air Sensitive

BRN 

2245530

InChI

InChI=1S/C7H4ClFO/c8-6-2-1-3-7(9)5(6)4-10/h1-4H

InChIKey

OACPOWYLLGHGCR-UHFFFAOYSA-N

SMILES

C(=O)C1=C(F)C=CC=C1Cl

CAS DataBase Reference

387-45-1(CAS DataBase Reference)

EPA Substance Registry System

Benzaldehyde, 2-chloro-6-fluoro- (387-45-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

1

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29130000

MSDS

• Language:English Provider:2-Chloro-6-fluorobenzaldehyde
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Chloro-6-fluorobenzaldehyde Usage And Synthesis

Chemical Properties

whitetoyellowcrystallinesoli

Uses

2-Chloro-6-fluorobenzaldehyde was used in the synthesis of novel copolymers of methyl 2-cyano-3-dihalophenyl-2-propenoates and styrene.

General Description

2-Chloro-6-fluorobenzaldehyde undergoes piperidine catalyzed Knoevenagel condensation reaction with methyl cyanoacetate to yield methyl 2-cyano-3-dihalophenyl-2-propenoate.

Synthesis

GENERAL METHOD: A mixture of 2-chloro-6-fluorobenzyl alcohol (1.0 mmol), N-phenylglycine (0.0076 g, 0.05 mmol), CuBr2 (0.0112 g, 0.05 mmol), Na2CO3 (0.1060 g, 1.0 mmol), and TEMPO (0.0078 g, 0.05 mmol) was added to a 100 mL Schlenk tube with H2O (3.0 mL) was added to a 100 mL Schlenk tube. It was stirred vigorously for 0.5 h under reflux conditions in air. After completion of the reaction, the product was extracted with CH2Cl2 (3 x 2.0 mL). The organic phases were combined, washed with H2O (3.0 mL) and dried with anhydrous MgSO4. After vacuum concentration, the residue was purified by column chromatography to give 2-chloro-6-fluorobenzaldehyde. Isolated yield: 0.1080 g (90%).

References

[1] Synthetic Communications, 2008, vol. 38, # 15, p. 2638 - 2645
[2] Journal of the American Chemical Society, 2011, vol. 133, # 42, p. 16901 - 16910
[3] RSC Advances, 2014, vol. 4, # 90, p. 48777 - 48782
[4] Journal of Organic Chemistry, 2015, vol. 80, # 21, p. 11184 - 11188
[5] Synlett, 2015, vol. 26, # 6, p. 779 - 784

2-Chloro-6-fluorobenzaldehyde(387-45-1)Related Product Information

• 2-Chloro-6-fluorobenzene-1-carbonyl chloride
• 2'-CHLORO-6'-FLUOROACETOPHENONE
• 6-CHLORO-2-FLUORO-3-METHYLBENZOYL CHLORIDE
• 2-Fluoro-6-chlorobenzamide
• 6-CHLORO-2-FLUORO-3-METHYLBENZAMIDE
• 2-CHLORO-6-FLUORO-3-METHYLBENZOYL CHLORIDE
• 2,3,4,5-TETRAFLUORO-6-CHLOROBENZOIC ACID
• 2-CHLORO-3,6-DIFLUOROBENZOYL CHLORIDE
• 2-Chloro-6-fluorobenzaldehyde
• 2-CHLORO-3,6-DIFLUOROBENZALDEHYDE
• 2-CHLORO-3,6-DIFLUOROBENZAMIDE
• 6-CHLORO-2-FLUORO-3-METHYLBENZOIC ACID
• 2-CHLORO-6-FLUORO-3-METHYLBENZALDEHYDE
• 2'-CHLORO-6'-FLUORO-3'-METHYLACETOPHENONE
• 6'-CHLORO-2'-FLUORO-3'-METHYLACETOPHENONE
• 2-CHLORO-6-FLUORO-3-METHYLBENZOIC ACID
• 2,3-DICHLORO-6-FLUOROBENZALDEHYDE
• 2-CHLORO-3,6-DIFLUOROBENZOIC ACID