1-(4-Chlorophenyl)-2-methyl-2-propanol Chemical Properties

Melting point:

34°C

Boiling point:

263.92°C (rough estimate)

Density 

1.0639 (rough estimate)

refractive index 

1.5310 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DCM

form 

Oil

color 

Orange

NIST Chemistry Reference

P-chloro-«alpha»,«alpha»-dimethylphenethyl alcohol(5468-97-3)

Safety Information

HS Code 

2907290090

1-(4-Chlorophenyl)-2-methyl-2-propanol Usage And Synthesis

Uses

2-(4-Chlorophenyl)-1,1-dimethylethanol is an intermediate in the synthesis of Chlorphentermine (C375080), anorectic agent that is structurally related to amphetamine.

Synthesis

Example 1: Synthesis of 1-(4-chlorophenyl)-2-methyl-2-propanol 1. In a three-necked flask equipped with a stirrer and reflux condenser, a solution of 4-chlorobenzyl chloride (165 g, 1.02 mol) in ether (500 ml) was added. 2. Magnesium flakes (24.3 g, 1.00 mol) were added slowly and dropwise over a period of 1 h. The reaction mixture began to reflux spontaneously. 3. After continuing to reflux for 1 hr, the reaction solution was cooled to room temperature. 4. 4. add acetone (60.0 g, 1.30 mol) dropwise to the reaction mixture. 5. Heat the reaction mixture to reflux for 3 hours. 6. 6. Upon completion of the reaction, the reaction mixture was cooled and poured into a mixture of ice (500 ml) and concentrated hydrochloric acid (92 ml). 7. Separate the organic and aqueous phases. 8. The organic phase was washed with water and subsequently dried with anhydrous sodium sulfate. 9. The solvent was removed by vacuum evaporation to give the crude product. 10. The crude product was purified by fractional distillation and the fractions with a boiling point of 123°-124 °C/12 mmHg were collected to give 1-(4-chlorophenyl)-2-methyl-2-propanol (nD25 = 1.5300; 128.5 g, 70% yield).

References

[1] Patent: US4237311, 1980, A

1-(4-Chlorophenyl)-2-methyl-2-propanol(5468-97-3)Related Product Information

• 2-Chloro-5-chloromethylpyridine
• Triphenylmethyl Chloride
• tert-Butyldimethylsilyl chloride
• Chlorodimethylphenylsilane
• Bensulfuron methyl
• Kresoxim-methyl
• Methyl acrylate
• Methylparaben
• 1-Chloro-2-propanol
• tert-Butanol
• Isopropyl alcohol
• tert-Butylchlorodiphenylsilane
• 1-Propanol
• 2-Methyl-1-propanol
• Thiophanate-methyl
• CHLOROPHENYLSILANE
• Methyl
• ALAPROCLATE HCL