3-PHENYL-2-PROPYN-1-OL Chemical Properties

Melting point:

119-122 °C

Boiling point:

129-130 °C/10 mmHg (lit.)

Density 

1.06 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.5850(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in ether, acetone, benzene, chloroform, ethyl Acetate, methanol.

pka

12.94±0.10(Predicted)

form 

Liquid

Specific Gravity

1.08

color 

Clear colorless to yellow

BRN 

2040911

InChI

1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,10H,8H2

InChIKey

NITUNGCLDSFVDL-UHFFFAOYSA-N

SMILES

OCC#Cc1ccccc1

CAS DataBase Reference

1504-58-1(CAS DataBase Reference)

NIST Chemistry Reference

3-Phenyl-2-propyn-1-ol(1504-58-1)

EPA Substance Registry System

3-Phenyl-2-propyn-1-ol (1504-58-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29062990

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

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

3-PHENYL-2-PROPYN-1-OL Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

An phenylacetylene derivative with inhibitory effect on nitrification in soil. It has potential bactericidal and fungicidal activity.

Uses

3-Phenyl-2-propyn-1-ol is an phenyl acetylene derivative with inhibitory effect on nitrification in soil.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 40, p. 1230, 1997 DOI: 10.1021/jm960467d
Synthetic Communications, 26, p. 3593, 1996 DOI: 10.1080/00397919608003770

Synthesis

Iodobenzene 8.0 g (39.2 mmol) was dissolved in tetrahydrofuran 50 mL and triethylamine 7.93 g (78.4 mmol), bis(triphenylphosphine)palladium(II) dichloride 566 mg (0.784 mmol) and copper(I) iodide 519 mg (2.74 mmol) were added to it under an ice bath and stirred for 30 minutes. To this was added propargyl alcohol dropwise with a dropping funnel 2.20 g (39.2 mmol) of tetrahydrofuran solution in 10 mL was warmed to room temperature, stirred for 30 min, and the reaction was terminated by passing through a short column (silica gel 64-210 ??m diam., 1.5 cm I.D. x 25 cm H). The product was washed three times with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated to give a brown oily substance 6.29 g. The substance was treated by silica gel column chromatography (289 g, 2.1 cm i.d. x 40 cm long) with hexane-ethyl acetate (0-20-100%, step-gradient method) as the eluent to give 3-phenyl-2-propyn-1-ol (brown oily substance. 4.56 g) (88% yield).

3-PHENYL-2-PROPYN-1-OL(1504-58-1)Related Product Information

• PHENYLPROPIOLALDEHYDE DIETHYL ACETAL
• 4-PHENYL-3-BUTYN-2-OL
• ETHYL PHENYLPROPIOLATE
• 1,1,3-Triphenylpropargyl alcohol
• METHYL PHENYLPROPIOLATE
• 1-(PHENYLETHYNYL)-1-CYCLOHEXANOL
• 3-PHENYL-2-PROPYN-1-OL
• Phenylpropiolic acid
• 1-PHENYL-3-ETHYL-1-HEPTYN-3-OL
• 1-PHENYL-4-METHYL-1-PENTYN-3-OL
• 1,1-DIPHENYL-2-PROPYN-1-OL
• 1-PHENYL-2-PROPYN-1-OL
• (R)-1-PHENYL-2-PROPYN-1-OL
• Phenylacetylene
• Propargyl alcohol
• 1-PHENYL-1-PENTYN-3-OL
• 2-METHYL-4-PHENYL-3-BUTYN-2-OL
• 1-PHENYL-1-HEXYN-3-OL