2-[(4-Methylphenyl)sulfonyl]ethanol Chemical Properties

Melting point:

50-56 °C (lit.)

Boiling point:

178-181 °C/0.2 mmHg (lit.)

Density 

1.2922 (rough estimate)

refractive index 

1.4998 (estimate)

Flash point:

178-181°C/0.2mm

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

13.73±0.10(Predicted)

Appearance

White to off-white Solid

Water Solubility 

Slightly soluble in water.

BRN 

1961132

CAS DataBase Reference

22381-54-0(CAS DataBase Reference)

EPA Substance Registry System

Ethanol, 2-[(4-methylphenyl)sulfonyl]- (22381-54-0)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29062990

MSDS

• Language:English Provider:2-Hydroxyethyl 4-methylphenyl sulfone
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-[(4-Methylphenyl)sulfonyl]ethanol Usage And Synthesis

Chemical Properties

WHITE TO OFF-WHITE ADHERING CRYSTALS

Uses

2-(p-Toluenesulfonyl)ethanol is used as an organic chemical synthesis intermediate.

Synthesis

General procedure for the synthesis of 2-(p-toluenesulfonyl)ethanol from 4-methylphenylethanol: To a mixture of acetic acid (50 mL) and water (50 mL) of compound 2 (20 g, 0.119 mol) was added slowly and dropwise over a period of one-half hour 30% hydrogen peroxide (36.5 mL) under ice-bath conditions. Subsequently, the reaction mixture was refluxed for 20 minutes and then cooled to room temperature. Sodium bicarbonate was added to the reaction mixture to neutralize the solution, followed by ethyl acetate for extraction. The organic layer was separated, washed sequentially with saturated saline and deionized water, and finally concentrated under reduced pressure to give 22.9 g (96.3% yield) of target product 3 as a white solid. The structure of the product was confirmed by 1H NMR (270 MHz, CDCl3) and 13C NMR (67.9 MHz, CDCl3): 1H NMR (270 MHz, CDCl3) δ 2.46 (s, 3H), 3.33 (t, J = 5.4 Hz, 2H), 3.99 (t, J = 5.4 Hz, 2H), 7.39 (d, J = 8.0 Hz, 2H), 7.81 (d, J = 8.3 Hz, 2H); 13C NMR (67.9 MHz, CDCl3) δ 21.7, 56.4, 58.3, 128.0, 130.1, 136.0, 145.2.

References

[1] Patent: WO2007/64291, 2007, A1. Location in patent: Page/Page column 17

2-[(4-Methylphenyl)sulfonyl]ethanol(22381-54-0)Related Product Information

• TOLBUTAMIDE
• Sulfuryl chloride
• Ethyl acetate
• Tosyl cyanide
• 2-(METHYLSULFONYL)ETHANOL
• p-Toluenesulfonamide
• Tosyl chloride
• L-ALPHA-PHOSPHATIDYLETHANOLAMINE
• METHYL P-TOLUENESULPHONYLACETATE
• 4-TOLUENESULFONYLACETIC ACID
• ETHYL 2-[(4-METHYLPHENYL)SULFONYL]ACETATE
• 1,2:3,4-DI-O-ISOPROPYLIDENE-6-DEOXY-6-TOSYL-A-D-GALACTOPYRANOSE
• 2-[(4-Methylphenyl)sulfonyl]ethanol
• 1-(2-CHLORO-4-FLUOROPHENOXY)-3-[(2,4-DIMETHYLPHENYL)SULFONYL]-2-PROPANOL
• 1-(3,4-DICHLOROPHENYL)-2-[(4-METHYLPHENYL)SULFONYL]-1-ETHANOL
• ETHYL 3-((4-ETHOXYPHENYL)AMINO)-2-((4-METHYLPHENYL)SULFONYL)PROP-2-ENOATE
• N-(4-CHLOROPHENYL)-2-HYDROXY-2-METHYL-3-[(4-METHYLPHENYL)SULFONYL]PROPANAMIDE
• 1-[(4-METHYLPHENYL)SULFONYL]CYCLOPENTANECARBOXYLIC ACID