3,4-Difluorobenzaldehyde

3,4-Difluorobenzaldehyde Property

Boiling point:

53-55°C (15 mmHg)

Density 

1.288 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.5(lit.)

Flash point:

150 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

3.962g/l

form 

Liquid

Specific Gravity

1.288

color 

Clear colorless to yellow

Sensitive 

Air Sensitive

BRN 

2241231

InChI

InChI=1S/C7H4F2O/c8-6-2-1-5(4-10)3-7(6)9/h1-4H

InChIKey

JPHKMYXKNKLNDF-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

34036-07-2(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39-36/37

WGK Germany 

2

F 

10-21

HazardClass 

IRRITANT

HS Code 

29124990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3,4-Difluorobenzaldehyde Chemical Properties,Usage,Production

Chemical Properties

Light Yellow Clear Liquid

Uses

3,4-Difluorobenzaldehyde is used in the synthesis of fluorine-substituted analogs of Curcumin (C838500), as chemopreventive and/or therapeutic agents against cancers and/or against the development of drug-resistant cancer.

Uses

3,4-Difluorobenzaldehyde was used in the synthesis of 3-benzylidene 20,29-dihydrobetulinic acid derivatives.

Uses

Metabolic

Synthesis

General procedure: a 5L four-necked flask is equipped with a mechanical stirring device and protected by nitrogen gas. Magnesium strips and 400 g of iodine granules were added sequentially in tetrahydrofuran. 41.7g of 2-chloropropane was slowly added at room temperature, and the addition time was controlled within 10 minutes, and then the reaction was warmed up to 40℃. The reaction was cooled to room temperature upon completion. A tetrahydrofuran solution of 3,4-difluorobromobenzene (654 g of 3,4-difluorobromobenzene dissolved in 700 g of tetrahydrofuran) was added dropwise at 0 to 10 °C, with the dropwise addition time controlled within 50 min. After the dropwise addition, the reaction mixture was kept at room temperature. After completion of the reaction it was again cooled to 0-10°C and a tetrahydrofuran solution of N,N-dimethylformamide (DMF) was added dropwise (291.3 g of DMF dissolved in 300 g of tetrahydrofuran) over a period of 40 min, keeping the temperature below 10°C. Subsequently 700 g of water was added dropwise and the pH was adjusted to about 4 with concentrated hydrochloric acid (about 840 g of hydrochloric acid was required). Phase separation was carried out and the aqueous phase was extracted twice with 500 g of toluene to combine the organic layers. The organic layer was sequentially washed once with 500 g of saturated saline and once more with 500 g of water. Finally, the crude product was concentrated under vacuum at 65 °C to no solvent. The crude product was purified by vacuum distillation to obtain 3,4-difluorobenzaldehyde with a purity greater than 99.5% and a yield of 86%.

References

[1] Patent: CN105859536, 2016, A. Location in patent: Paragraph 0016; 0017