CYCLOPROPYL PHENYL SULFIDE Chemical Properties

Boiling point:

62-63 °C/1 mmHg (lit.)

Density 

1.045 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.581(lit.)

Flash point:

197 °F

form 

clear liquid

color 

Colorless to Light yellow to Light orange

BRN 

2075701

CAS DataBase Reference

14633-54-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

UN 2810 6.1/PG 3

WGK Germany 

3

HazardClass 

9

HS Code 

29309090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

CYCLOPROPYL PHENYL SULFIDE Usage And Synthesis

Chemical Properties

CLEAR YELLOWISH LIQUID

Uses

Cyclopropyl phenyl sulfide was used as a reagent in the conversion of a ketone into a spirocyclobutanone.

Synthesis Reference(s)

Synthetic Communications, 10, p. 311, 1980 DOI: 10.1080/00397918008062755

Synthesis

Phenylthiocyclopropane is easily prepared from 1-phenylthio-3-chloropropane (itself obtained on reaction of 1-bromo- 3-chloropropane and phenylthiolates) and Potassium Amide in liquid ammonia (eq 1).

1,3-Bis(phenylthio)propane reacts with n-Butyllithium in THF to produce Phenylthiocyclopropane on reaction with only 1 equiv n-Buli, or 1-lithio-1-phenylthiocyclopropane (2) if 2 equiv are used (eq 2).
Phenylthiocyclopropane has also been synthesized from 3-tributylstannylpropanal (available from tributylstannyllithium and Acrolein) and trimethylsilyl phenyl sulfide in the presence of Titanium(IV) Chloride as acid catalyst (eq 3), and on substitution of (i) Cyclopropyllithium with Diphenyl Disulfide (eq 4), (ii) cyclopropyl bromide with potassium benzenethiolate (eq 5) or (iii) 1,1-dibromocyclopropane, also with benzenethiolates, and by reduction of α- bromocyclopropyl phenyl sulfide with sodium methanethiolate (eq 6). In addition, cyclopropyl phenyl sulfoxide can be reduced to (1) in more than 70% yield with Chlorotrimethylstannane-benzenethiol (eq 7).

CYCLOPROPYL PHENYL SULFIDE(14633-54-6)Related Product Information

• CYCLOPROPYL PHENYL SULFIDE
• AKOS BRN-0446
• CYCLOPROPYLDIPHENYLSULFONIUM TETRAFLUOROBORATE
• 2,2-DICHLOROCYCLOPROPYL PHENYL SULFONE
• 2,2-DICHLOROCYCLOPROPYL PHENYL SULFIDE
• 1-[(4-CHLOROPHENYL)SULFONYL]CYCLOPROPANECARBOXYLIC ACID
• 1-(3,4-DIMETHYL-BENZENESULFONYL)-CYCLOPROPANECARBOXYLIC ACID
• 1-(phenylsulfonyl)cyclopropanecarboxylic acid
• 1-(TRIMETHYLSILYL)CYCLOPROPYL PHENYL SULFIDE
• RARECHEM AQ TC 8004
• SALOR-INT L168947-1EA
• 1-[(3,4-difluorophenyl)sulfonyl]cyclopropanecarboxylic acid
• 1-[(2,4-dimethylphenyl)sulfonyl]cyclopropanecarboxylic acid
• 1-(PHENYLSULFONYL)CYCLOPROPANECARBONITRILE
• 2,2-DIACETYL-3-(4-CHLOROPHENYL)-1-(PHENYLSULFONYL)CYCLOPROPANECARBONITRILE
• RARECHEM AQ TC 9006
• 1-((4-CHLOROPHENYL)SULFONYL)CYCLOPROPANECARBONITRILE
• RARECHEM AQ TC 8001