DL-Hexan-1,2-diol
1,2-HEXANEDIOL · HDO · hexane-1,2-diol · 1,2-DIHYDROXYHEXANE · dl-hexane-1,2-diol · 1,2-HEXYLENE GLYCOL · DL-1,2-HEXANEDIOL · DL-1
Identifikatoren & physikalische Daten
| CAS No. | 6920-22-5 |
|---|---|
| Summenformel | C6H14O2 |
| Durchschnittliche Molmasse | 118,17 g/mol |
| Monoisotopische Masse | 118,09937969 g/mol |
| SMILES | CCCCC(O)CO |
| InChIKey | FHKSXSQHXQEMOK-UHFFFAOYSA-N |
| PubChem CID | 94335 |
| EC No. | 230-029-6 |
| DTXSID | DTXSID40863959 |
| Lokaler Name | DL-Hexan-1,2-diol |
Chemische & physikalische Eigenschaften
| XLogP | 0,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 40,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 45,8 |
| Polymers | Other Classes -> Alcohols and Polyols, Other |
| Kosmetika | Cosmetic ingredients (1,2-Hexanediol) -> CIR (Cosmetic Ingredient Review) |
| Duftstoffe | Fragrance Ingredient (1,2-Hexanediol) -> IFRA transparency List |
| Physical Description | LiquidLight yellow liquid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 45°C |
| Siedepunkt | 223-224 °C (lit.) |
| Dichte | 0.951 g/mL at 25 °C (lit.) |
| Dampfdruck | 0.576Pa at 25℃ |
| Brechungsindex | n20/D 1.442(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly)Miscible with water, lower aliphatic hydrocarbons and fatty acids. |
| pKa (Säurekonstante) | 14.49±0.20(Predicted) |
| Aggregatzustand | Liquid |
| Wichte | 0.951 |
| Farbe | Clear colorless to light yellow |
| Geruch | at 100.00%. bland |
| BRN | 1719244 |
| Henry-Konstante | 1.7×103 mol/(m3Pa) at 25℃, Compernolle and Müller (2014) |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONINGSOLVENT |
| InChI | 1S/C6H14O2/c1-2-3-4-6(8)5-7/h6-8H,2-5H2,1H3 |
| InChIKey | FHKSXSQHXQEMOK-UHFFFAOYSA-N |
| SMILES | CCCCC(O)CO |
| LogP (Verteilungskoeffizient) | 0.58 at 25℃ |
| Oberflächenspannung | 24.1mN/m at 293.15K |
| CAS Datenbank | 6920-22-5(CAS DataBase Reference) |
| EPA chemische Informationen | 1,2-Hexanediol (6920-22-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 16.7% (78 of 466) of reports.WarningH315 (20.4%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 466 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1,2-Hexanediol1,2-Hexanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Hexanediol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 28-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/116141,2-Hexanediol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| Gefahrenübersicht | An eye irritant[ECHA REACH Registrations] A skin and strong eye irritant[Sigma-Aldrich MSDS] See 2,5-Hexanediol and 1,6-Hexanediol. |
| EPA Safer Chemical | Chemical: 1,2-Hexanediol |
| Hazard Classes and Categories | Skin Irrit. 2 (20.4%) |
| Toxizitätsübersicht | Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org |
| F | 3 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
Anwendungen & Verwendung
Beschreibung
1,2-Hexanediol is a linear aliphatic diol with a carbon chain length containing six carbons. It is a synthetic preservative and moisture-binding agent belonging to a class of agents known as higher molecular glycols. It is considered non-sensitizing. It is ideal for use as an emollient, humectant, and wetting agent in cosmetic and skin care products.
Herstellung & Synthese
synthetische
1,2-Hexanediol was synthesized with an overall yield of approximately 45% using a multi-step process that involved a-bromination of caproic acid, followed by hydrolysis to a-hydroxycaproic acid, and concluded with reduction using lithium aluminum hydride. In an alternate method, the organic acid was oxidized with H2O2 to form a peroxy acid, which in turn epoxidized the olefin double bond and ultimately underwent hydrolysis to yield 1,2-hexanediol.SYNTHESIS OF SOME HEXANEDIOLS