1,6-Hexanediol

• Hexane -1 ,6-diol
• 1.6 dihydroxyhexane

Colorless crystals

Fixed

1.12 g · cm -3 ( 20 ° C)

39-42 ° C

253-260 ° C

<1 Pa ( 20 ° C)

Very well in water (5000 g · l-1 at 20 ° C)

3730 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

1,6-hexanediol, is a chemical compound selected from the group of the diols. It consists of the basic structure of hexane, at the terminal positions are hydroxyl groups.

Representation

There exist lots of ways for the synthesis of 1,6-hexanediol. It may be obtained by reduction with elemental sodium adipic acid with lithium aluminum hydride or esters thereof. The hydrolysis of 1,6- dibromohexane or 1,6- diiodohexane provide 1,6-hexanediol. Other possibilities are the hydroboration of 1,5- hexadiene and the reducing ring opening of ε -caprolactone.

In the industrial synthesis of 1,6-hexanediol is often prepared from adipic acid or their esters by reduction with molecular hydrogen. To this end, temperatures of 170-240 ° C and pressures of 150-300 bar are used in the rule. The hydrogenation of ε -caprolactam or 6 -hydroxy caproic acid is used for the industrial synthesis.

Properties

1,6-hexane diol is a colorless solid, melting at 39-42 ° C at room temperature. He has a flash point of 147 ° C and an ignition temperature of 320 ° C. In the range 6-16 vol % is explosive mixtures may be formed.

Use

1,6-hexanediol can be used for the synthesis of oxepane. For this purpose, it is cyclized in DMSO at 190 ° C.

1,6-diaminohexane can be obtained by reaction with ammonia at elevated temperature and high pressure.

1,6-hexanediol is used for the production of plastics, such as polyesters or polyurethanes. Further, it is required as a plasticizer and for the preparation of lubricants.