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CAS No.: | 629-11-8 |
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Name: | 1,6-Hexanediol |
Article Data: | 267 |
Molecular Structure: | |
Formula: | C6H14O2 |
Molecular Weight: | 118.176 |
Synonyms: | hexane-1,6-diol;HDO;4-01-00-02556 (Beilstein Handbook Reference);.omega.-Hexanediol;Hexamethylenediol;alpha,omega-Hexanediol;1,6-Dihydroxyhexane;.alpha.,.omega.-Hexanediol;Hexamethylene Glycol; |
EINECS: | 211-074-0 |
Density: | 0.963 g/cm3 |
Melting Point: | 38-42 °C(lit.) |
Boiling Point: | 239.7 °C at 760 mmHg |
Flash Point: | 101.7 °C |
Solubility: | water: 0.1 g/mL, clear, colorless |
Appearance: | white waxy flakes |
Risk Codes: | 36/37/38 |
Safety: | 36/37-24/25-23 |
PSA: | 40.46000 |
LogP: | 0.53140 |
Conditions | Yield |
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With hydrogen In water at 160℃; under 22502.3 Torr; for 18h; Molecular sieve; chemoselective reaction; | 100% |
With hydrogen In water at 130℃; under 37503.8 Torr; for 18h; Pressure; Reagent/catalyst; Autoclave; | 89% |
With hydrogen In water at 120℃; under 35409.9 Torr; for 2.5h; Reagent/catalyst; Pressure; Temperature; | 88% |
Conditions | Yield |
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With ethanol; [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II) at 100℃; for 24h; Inert atmosphere; Sealed tube; Darkness; | 99% |
With water; hydrogen under 37503.8 Torr; | 95% |
With hydrogen; copper-comprising catalyst at 195 - 210℃; under 45004.5 Torr; Product distribution / selectivity; Gas phase; | 90% |
Conditions | Yield |
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With C21H35BrMnN2O2P; hydrogen; potassium hydride; 1,3,5-trimethyl-benzene In toluene at 100℃; under 15001.5 Torr; for 36h; Autoclave; Inert atmosphere; | 98% |
With C21H35BrMnN2O2P; hydrogen; potassium hydride In toluene at 100℃; under 15001.5 Torr; for 36h; | 98% |
With trimethoxysilane; lithium methanolate In tetrahydrofuran for 0.5h; Ambient temperature; | 95% |
1,6-hexanediol
Conditions | Yield |
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With carbon tetrabromide In methanol for 10h; Heating; | 98% |
6-tert-butoxyhexan-1-ol
1,6-hexanediol
Conditions | Yield |
---|---|
With sodium iodide; cerium(III) chloride In acetonitrile at 70℃; for 3h; | 98% |
6-[β-(trimethylsilyl)ethoxymethoxy]hexan-1-ol
1,6-hexanediol
Conditions | Yield |
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With magnesium bromide In diethyl ether; nitromethane at 20℃; for 5h; Hydrolysis; | 95% |
1,6-hexanediol
Conditions | Yield |
---|---|
With carbon tetrabromide In methanol for 10h; Heating; | 95% |
With zinc dibromide In methanol; dichloromethane for 10h; Hydrolysis; | 72% |
Multi-step reaction with 2 steps 1: 99 percent / TBAF / tetrahydrofuran / 1.5 h / 0 °C 2: 95 percent / MgBr2*Et2O / diethyl ether; nitromethane / 5 h / 20 °C View Scheme |
1-(tert-butyldimethylsilyloxy)-6-(triethylsilyloxy)-hexane
A
1,6-hexanediol
B
6-(tert-butyldimethylsilyl)oxyhexan-1-ol
Conditions | Yield |
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With carbonochloridic acid 1-chloro-ethyl ester In methanol at 20℃; for 0.025h; Product distribution; Further Variations:; Reagents; | A 3% B 95% |
2-(5-oxopentyl)-1,3-dioxolane
1,6-hexanediol
Conditions | Yield |
---|---|
With water; hydrogen at 80 - 180℃; under 15001.5 - 30003 Torr; for 4h; Autoclave; Acidic conditions; | 95% |
N-(6-hydroxyhexyloxy)phthalimide
1,6-hexanediol
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 2h; Heating; | 93% |
Introduction of 1,6-Hexanediol
The 1,6-Hexanediol, with the cas registry number 629-11-8, has the IUPAC name of hexane-1,6-diol. Being a kind of white acicular crystal, it is hygroscopic, and is soluble in water and ethanol while insoluble in benzene. Besides, its product categories are including Industrial/Fine Chemicals; alpha,omega-Alkanediols; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes; Optimization Reagents; Protein Structural Analysis; X-Ray Crystallography. It is widely applied in many ways. It could be used in producing polyurethane, unsaturated polyester, plasticizer, hardening agent of gelatinizing agent, and ameliorant of lubricating oil; It could also be used in producing in pesticide cinerin, organic peroxides, musk, polyvinyl plastics cross-linking agent, and polyether rubber.
The characteristics of this chemical are as follows:
(1)# of Rule of 5 Violations: 0; (2)ACD/LogD (pH 5.5): -0.07; (3)ACD/LogD (pH 7.4): -0.07; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 21.88; (7)ACD/KOC (pH 7.4): 21.88; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 40.46; (12)Index of Refraction: 1.449; (13)Molar Refractivity: 32.91 cm3; (14)Molar Volume: 122.5 cm3; (15)Polarizability: 13.04 ×10-24 cm3; (16)Surface Tension: 37.9 dyne/cm; (17)Density: 0.963 g/cm3; (18)Flash Point: 101.7 °C; (19)Enthalpy of Vaporization: 55.39 kJ/mol; (20)Boiling Point: 239.7 °C at 760 mmHg; (21)Vapour Pressure: 0.00693 mmHg at 25°C; (22)Exact Mass: 118.09938; (23)MonoIsotopic Mass: 118.09938; (24)Topological Polar Surface Area: 40.5; (25)Heavy Atom Count: 8; (26)Formal Charge: 0; (27)Complexity: 31.5.
Structure Descriptors of 1,6-Hexanediol:
(1)Canonical SMILES: C(CCCO)CCO
(2)InChI: InChI=1S/C6H14O2/c7-5-3-1-2-4-6-8/h7-8H,1-6H2
(3)InChIKey: XXMIOPMDWAUFGU-UHFFFAOYSA-N 5. Preparation of
Toxicity of 1,6-Hexanediol are as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 1738mg/kg (1738mg/kg) | Toxicology and Applied Pharmacology. Vol. 49, Pg. 385, 1979. | |
rabbit | LD50 | skin | > 10gm/kg (10000mg/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. | |
rat | LD50 | oral | 3730mg/kg (3730mg/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. |