3-HYDROXYPROPANESULFONIC ACID Chemical Properties

Density 

1.364 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.456

Flash point:

100 °C

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

pka

1.69±0.50(Predicted)

color 

Light yellow to Yellow to Orange

BRN 

1753832

EPA Substance Registry System

1-Propanesulfonic acid, 3-hydroxy- (15909-83-8)

Safety Information

Hazard Codes 

T

Risk Statements 

45-21/22-35

Safety Statements 

53-26-36/37/39-45

RIDADR 

UN 3265 8/PG 1

WGK Germany 

1

HS Code 

2905.59.9000

HazardClass 

8

PackingGroup 

II

MSDS

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3-HYDROXYPROPANESULFONIC ACID Usage And Synthesis

Uses

3-Hydroxypropanesulfonic Acid is used in preparation of Propane Sultone from Hydroxypropanesulfonic Acid.

General Description

may contain up to ~40% (NMR) 3,3′-Oxydi(propanesulfonic acid)

Synthesis

(1) Preparation of 3-hydroxy-1-propanesulfonic acid: 1260 kg of sodium sulfite, 1040 kg of sodium bisulfite, and 1160 kg of allyl alcohol were sequentially added to the reactor at room temperature. The pH of the reaction system was precisely adjusted to 5.5 using concentrated hydrochloric acid. infrared radiation was used as the reaction induction condition. Subsequently, 126 kg of azodiisobutyronitrile was added as a catalyst and the reaction was continued for 2.5 hours. Upon completion of the reaction, 15120 L of concentrated hydrochloric acid was added to the system and the reaction was continued at 90 °C for 2 h. The reaction was carried out at 90 °C for 2.5 h. The reaction mixture was filtered to remove the salts. The reaction mixture was filtered to remove salt impurities. The filtrate was processed by extraction and phase separation was carried out using n-butanol, resulting in 280 kg of the target product 3-hydroxy-1-propanesulfonic acid.

References

[1] Justus Liebigs Annalen der Chemie, 1954, vol. 588, p. 71,78
[2] Patent: US2806876, 1954,
[3] Journal of Organic Chemistry, 1938, vol. 3, p. 186
[4] Russian Journal of Applied Chemistry, 1998, vol. 71, # 11, p. 2047 - 2048
[5] Patent: CN105348254, 2016, A. Location in patent: Paragraph 0039; 0041

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