2,3-Difluorobenzyl alcohol Chemical Properties

Boiling point:

101.45°C (rough estimate)

Density 

1.282 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.492(lit.)

Flash point:

201 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

pka

13.61±0.10(Predicted)

Specific Gravity

1.282

color 

Clear colorless to pale brown

Water Solubility 

Slightly soluble in water.

BRN 

7089243

CAS DataBase Reference

75853-18-8(CAS DataBase Reference)

NIST Chemistry Reference

2,3-Difluorobenzyl alcohol(75853-18-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

41-36/37/38

Safety Statements 

26-39-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29062990

MSDS

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

2,3-Difluorobenzyl alcohol Usage And Synthesis

Chemical Properties

Clear colorless to pale brown liquid

Uses

It is used to produce 1-bromomethyl-2,3-difluoro-benzene with reagent PBr3 and solvent toluene at the temperature of 100°C for 1 hour. 2,3-Difluorobenzyl alcohol may be used in chemical synthesis studies.

Definition

ChEBI: 2,3-difluorobenzyl alcohol is a member of the class of benzyl alcohols that is benzyl alcohol substituted by fluoro groups at positions 2 and 3 respectively. It is an organofluorine compound and a member of benzyl alcohols.

Synthesis

Step 1 (MW-Si): sodium borohydride (5.3 g, 140.84 mmol) was slowly added to a methanolic solution (200 mL) of 2,3-difluorobenzaldehyde (20 g, 140.84 mmol) in three batches (each batch was separated by more than 25 min) at 0 °C. The temperature rose to 50°C due to exothermic during the reaction. The reaction mixture was continued to be stirred for 1 hour and then the solvent was removed by distillation under reduced pressure. Subsequently, the residue was extracted by adding ethyl acetate and saturated ammonium chloride solution to the residue. After separation of the organic layer, the aqueous layer was extracted again with ethyl acetate. All organic layers were combined, washed sequentially with water and saturated brine, and then dried with anhydrous sodium sulfate. Finally, 20 g of MW-Si (2,3-difluorobenzyl alcohol) was obtained by vacuum concentration as a colorless liquid, which could be used in subsequent steps without further purification.

References

[1] Patent: WO2014/140279, 2014, A1. Location in patent: Page/Page column 88; 169
[2] European Journal of Medicinal Chemistry, 2018, vol. 143, p. 1345 - 1360

2,3-Difluorobenzyl alcohol(75853-18-8)Related Product Information

• Florfenicol
• Ethyl acetate
• 1,2-Difluorobenzene
• 3-Fluorobenzyl alcohol
• Benzyl alcohol
• 1,3-Difluorobenzene
• 4-Fluorobenzyl alcohol
• Transfluthrin
• ETHYL PENTAFLUOROBENZOATE
• 2,3-Difluorobenzoic acid
• Tetrafluorophthalic acid
• Tetrafluoroterephthalic acid
• 2,3,4,5-Tetrafluorobenzoic acid
• METHYL PENTAFLUOROBENZOATE
• 2,4-Dinitrofluorobenzene
• O-(2,3,4,5,6-PENTAFLUOROBENZYL)HYDROXYLAMINE HYDROCHLORIDE
• Pentafluorobenzoic acid
• 4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID