Benzenesulfonyl chloride, 3-fluoro-4-methoxy- (9CI)

Benzenesulfonyl chloride, 3-fluoro-4-methoxy- (9CI) Property

Melting point:

77-81 °C

Boiling point:

314.9±22.0 °C(Predicted)

Density 

1.455±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

color 

White

Sensitive 

Moisture Sensitive

Safety

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

HazardClass 

IRRITANT

HazardClass 

8

HS Code 

29049090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P363Wash contaminated clothing before reuse.

Benzenesulfonyl chloride, 3-fluoro-4-methoxy- (9CI) Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of 3-fluoro-4-methoxybenzenesulfonyl chloride from 2-fluoroanisole was as follows: 2-fluoroanisole (33.7 mL, 301 mmol) was dissolved in chloroform (250 mL), stirred and cooled to 0 °C. Subsequently, chlorosulfonic acid (50.0 mL, 752 mmol) was slowly added dropwise. After the dropwise addition, the reaction mixture was stirred at room temperature for 14 hours. After completion of the reaction, the mixture was poured into ice water (700 mL) and the aqueous phase was extracted with chloroform (2 x 200 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated to afford 3-fluoro-4-methoxybenzenesulfonyl chloride as a white fine solid (58.6 g, 87% yield) with a melting point of 80°C. 1H NMR (400 MHz, DMSO-d6) δ: 7.32 (m, 1H), 7.25 (dd, J = 11.5, 2.0 Hz, 1H), 7.05 (t, J = 8.5 Hz, 2.0 Hz, 1H). J = 8.5 Hz, 1H), 3.78 (s, 3H).

References

[1] Patent: WO2004/50631, 2004, A1. Location in patent: Page 122-123