2,4-HEXADIYNE-1,6-DIOL Chemical Properties

Melting point:

113-114 °C (lit.)

Boiling point:

292.1±25.0 °C(Predicted)

Density 

1.234±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

12.26±0.10(Predicted)

color 

White to Light yellow to Light orange

BRN 

773791

InChI

1S/C6H6O2/c7-5-3-1-2-4-6-8/h7-8H,5-6H2

InChIKey

JXMQYKBAZRDVTC-UHFFFAOYSA-N

SMILES

OCC#CC#CCO

CAS DataBase Reference

3031-68-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

F

Risk Statements 

11

Safety Statements 

16-22-24/25

RIDADR 

UN 1325 4.1/PG 2

WGK Germany 

3

F 

4.5-8

HazardClass 

4.1

PackingGroup 

III

HS Code 

29052900

Storage Class

4.1B - Flammable solid hazardous materials

Hazard Classifications

Flam. Sol. 1

MSDS

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

2,4-HEXADIYNE-1,6-DIOL Usage And Synthesis

Uses

2,4-Hexadiyne-1,6-diol may be used as a starting material in the synthesis of thiarubrine A (an antibiotic). It may also be used to synthesize disodium salt of 2,4-hexadiyne 1,6-disulfate (HDDS).

General Description

2,4-Hexadiyne-1,6-diol can be prepared from propargyl alcohol. 2,4-Hexadiyne-1,6-diol readily undergoes polymerization when heated under vacuum or inert gas atmosphere.

Synthesis

The reaction substrate acetylenic alcohol 0.112 g (2.0 mmol), triethylamine 0.202 g (2.0 mmol), and CuAl-LDH catalyst 0.29 g were weighed and placed together in a glass flask, and 10 mL of the organic solvent toluene was added, and the reaction was stirred for 16 hr at room temperature and pressure. After stopping the reaction, the reaction mixture solution in the flask was filtered. The filtered solid was washed with toluene for 2-3 times, then dried at 40-150 ??C for 2-20 h and used directly in the next catalytic cycle. The filtrate was combined with the washed solvent and concentrated by rotary evaporator, then separated over a silica gel column with hexane/ethyl acetate as eluent to give 2,4-diyne-1,6-hexanediol in 86% yield.

2,4-HEXADIYNE-1,6-DIOL(3031-68-3)Related Product Information

• 2,4-HEXADIYNE-1,6-DIOL
• (-)-1,6-BIS(2-CHLOROPHENYL)-1,6-DIPHENYL-2,4-HEXADIYNE-1,6-DIOL
• 1,9-HEPTADECADIENE-4,6-DIYNE-3,8-DIOL
• 1,6-DIPHENOXY-2,4-HEXADIYNE
• 1,4-BIS(1-HYDROXYCYCLOHEXYL)-1,3-BUTADIYNE
• Diacetylene
• 2,4-HEXADIYNE
• 3,8-DIMETHYL-4,6-DECADIYNE-3,8-DIOL
• (+)-1,6-BIS(2-CHLOROPHENYL)-1,6-DIPHENYL-2,4-HEXADIYNE-1,6-DIOL
• 2,7-DIMETHYL-3,5-OCTADIYN-2,7-DIOL
• 2,4-HEXADIYNE-1,6-DIOL BIS(AZOBENZENE-4-SULFONATE)
• 1,1,6,6-Tetraphenyl-2,4-hexadiyne-1,6-diol
• [S,(-)]-1-Phenyl-2,4-hexadiyne-1,6-diol
• 2,4-Hexadiyne-1,6-diol bis(4-hexyloxybenzoate)
• (1R,6S)-1,6-Bis(2-chlorophenyl)-1,6-diphenyl-2,4-hexadiyne-1,6-diol
• 2,4-HEXADIYNE-1,6-DIOL,BIS(4-METHYLBENZENESULPHONATE)
• 1,6-Bis(3,3-dimethyl-2-isopropyloxiranyl)-3,4-dimethyl-1,5-hexadiyne-3,4-diol
• 1,4-BIS(1-HYDROXYCYCLOPENTYL)-1,3-BUTADIYNE