1,8-Octanediol
| Names | |
|---|---|
| Preferred IUPAC name
Octane-1,8-diol | |
| Other names
1,8-Octanediol
Octamethylene glycol 1,8-Dihydroxyoctane | |
| Identifiers | |
3D model (JSmol)
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| 1633499 | |
| ChEBI | |
| ChemSpider | |
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| EC Number |
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| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
| 1524772 | |
| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C8H18O2 | |
| Molar mass | 146.227 g/mol |
| Appearance | White solid[1] |
| Melting point | 57 to 61 °C (135 to 142 °F; 330 to 334 K) |
| Boiling point | 278.8 °C at 760 mmHg; 172 °C (342 °F; 445 K) at 20 mmHg |
| Slightly soluble[1] | |
| Hazards | |
| NFPA 704 (fire diamond) | |
| Flash point | 148 °C (298 °F; 421 K) |
| Safety data sheet (SDS) | GFS Chemicals, Inc. MSDS |
| Related compounds | |
Related compounds
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1,9-Nonanediol 1,7-Heptanediol 1,2-Octanediol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,8-Octanediol, also known as octamethylene glycol, is a diol with the molecular formula HO(CH2)8OH, a white solid. It can be produced with high purity by hydrogenation of esters of suberic acid.[2]: 133
1,8-Octanediol, which has a low melting temperature, can be found at high purity for relatively low cost. These characteristics are ideal for a reference material at moderate temperature in the context of solid-liquid Phase-Changing Materials (PCMs).[3]
1,8-Octanediol dihexanoate strongly attracts adult male Parallelostethus attenuatus click beetles, and the pheromone of this species may consist entirely of this compound.[4]
Applications
[edit | edit source]Cosmetics
[edit | edit source]It is sometimes an ingredient of cosmetics as a plasticizer.[5]
As with other fatty alcohols, octane-1,8-diol is used in cosmetics as an emollient and humectant.[citation needed]
Polymers
[edit | edit source]1,8-Octanediol is used as a monomer in the synthesis of some polymers such as polyesters[6] and polyurethanes.[citation needed]
For example, poly(octanediol-co-citrate) is a biodegradable polymer that can be made antibacterial for biomedical applications.[7] This polymer, abbreviated POC[8][9] and also sometimes called poly(octamethylene-citrate),[9] is promising as a biocompatible and biodegradable polymer, and has been extensively investigated in relation to soft tissue engineering.[8]
A polymer created from 1,8-octanediol, citric acid, and sebacic acid, called polyoctanediol citrate/sebacate [p(OCS)], has also been synthesized.[10]
Synthesis
[edit | edit source]It can also be used in the synthesis of PCE.[11]
See also
[edit | edit source]References
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