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6920-22-5

Basic Information
CAS No.: 6920-22-5
Name: DL-1,2-Hexanediol
Article Data: 202
Molecular Structure:
Molecular Structure of 6920-22-5 (DL-1,2-Hexanediol)
Formula: C6H14O2
Molecular Weight: 118.176
Synonyms: 1,2-Dihydroxyhexane;1,2-Hexyleneglycol;5,6-Dihydroxyhexane;
EINECS: 230-029-6
Density: 0.961 g/cm3
Melting Point: 45oC
Boiling Point: 223.499 °C at 760 mmHg
Flash Point: 95.818 °C
Solubility: Miscible with water, lower aliphatic hydrocarbons and fatty acids.
Appearance: clear colorless to light yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 40.46000
LogP: 0.52980
Synthetic route
1436-34-6

1,2-Epoxyhexane

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With water; erbium(III) triflate In acetonitrile at 25℃; for 1h;100%
With poly{[CuBa(pyridine-2,5-dicarboxylate)2(H2O)5]*H2O}; dihydrogen peroxide In water; acetonitrile at 40℃; for 2h; Catalytic behavior; Reagent/catalyst;100%
With water at 40℃; for 8h; Autoclave;99%
592-41-6

1-hexene

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With poly{[CuBa(pyridine-2,5-dicarboxylate)2(H2O)5]*H2O}; dihydrogen peroxide In acetonitrile at 60℃; for 6h; Catalytic behavior; Reagent/catalyst;100%
With N-methyl-2-indolinone; fluorous OsO4 In water; acetone; tert-butyl alcohol at 20℃; for 36h;97%
With N-methyl-2-indolinone; polysulfone microencapsulated OsO4 In water; acetone; acetonitrile at 20℃; for 0.416667h;96%
52089-55-1

2-hydroxyhexanoic acid ethyl ester

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With trimethoxysilane; lithium methanolate In tetrahydrofuran for 9.5h; Heating;100%
With sodium tetrahydroborate at 65℃; for 10h;65%
106498-75-3

2,3-epoxyhexanol

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With Bu3Sn(HMPA)I; tri-n-butyl-tin hydride In tetrahydrofuran at 60℃; for 24h;100%
With titanium(IV) isopropylate; lithium borohydride In benzene for 2h; Ambient temperature;80%
66675-43-2

4-butyl-1,3-dioxolan-2-one

A

67-56-1

methanol

B

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; for 4h; Autoclave;A 99 %Chromat.
B 99%
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); potassium carbonate In isopropyl alcohol at 140℃; Glovebox;A > 99 %Chromat.
B 97%
With C23H21MnN2O3P(1+)*Br(1-); potassium tert-butylate; hydrogen In 1,4-dioxane at 140℃; under 37503.8 Torr; for 16h; Autoclave;A 88 %Chromat.
B 96%
93339-59-4

4-butyl-2,2-dimethyl-[1,3]dioxolane

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With polymer-supported dicyanoketene acetal; water at 20℃; for 2h;96%
With sulfuric acid
66675-43-2

4-butyl-1,3-dioxolan-2-one

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Sealed tube; Autoclave;91%
With water; N,N'-dimethylimidazolium-2-carboxylate at 140℃; under 3000.3 Torr; for 6h; Autoclave; Sealed tube;64 %Chromat.
61603-70-1

S-methyl 2-hydroxyhexanethioate

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 3h; Heating;90%
1436-34-6

1,2-Epoxyhexane

124-38-9

carbon dioxide

62-53-3

aniline

A

6920-22-5

Hexane-1,2-diol

B

1174337-23-5

5-butyl-3-phenyl-1,3-oxazolidin-2-one

Conditions
ConditionsYield
With C24H25N4O3(1+)*I(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene at 110℃; under 3750.38 Torr; for 25h; Autoclave;A n/a
B 81%
592-41-6

1-hexene

A

1436-34-6

1,2-Epoxyhexane

B

6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With poly{[CuMg(pyridine-2,5-dicarboxylate)2(H2O)4]*2H2O}; dihydrogen peroxide In acetonitrile at 60℃; for 24h; Catalytic behavior;A 22%
B 61%
With dihydrogen peroxide; large pore titanium silicate (MCM-41) In methanol at 55.9℃; for 5h; Product distribution; other hydrocarbon; var. oxidation compounds; var. time;
With urea-hydrogen peroxide; tegafur In methanol at 39.85℃; for 12h; Product distribution; Further Variations:; Reagents;
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Specification

The DL-1,2-Hexanediol, with the CAS registry number 6920-22-5, is also known as 5,6-Dihydroxyhexane. It belongs to the product categories of Organic Building Blocks; Oxygen Compounds; Polyols. Its EINECS registry number is 230-029-6. This chemical's molecular formula is C6H14O2 and molecular weight is 118.17. What's more, its IUPAC name is called Hexane-1,2-diol.

Physical properties about DL-1,2-Hexanediol are: (1)ACD/LogP: 0.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.52; (4)ACD/LogD (pH 7.4): 0.52; (5)ACD/BCF (pH 5.5): 1.46; (6)ACD/BCF (pH 7.4): 1.46; (7)ACD/KOC (pH 5.5): 45.71; (8)ACD/KOC (pH 7.4): 45.71; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 40.46 Å2; (13)Index of Refraction: 1.447; (14)Molar Refractivity: 32.875 cm3; (15)Molar Volume: 122.965 cm3; (16)Polarizability: 13.032×10-24cm3; (17)Surface Tension: 36.243 dyne/cm; (18)Density: 0.961 g/cm3; (19)Flash Point: 95.818 °C; (20)Enthalpy of Vaporization: 53.484 kJ/mol; (21)Boiling Point: 223.499 °C at 760 mmHg; (22)Vapour Pressure: 0.019 mmHg at 25 °C.

Preparation of DL-1,2-Hexanediol: this chemical can be prepared by butyloxirane. This reaction needs reagent water and solvent acetonitrile at temperature of 25 °C. The reaction time is 50 min. The yield is 91 %.

 DL-1,2-Hexanediol can be prepared by butyloxirane.

Uses of DL-1,2-Hexanediol: it is used to produce other chemicals. For example, it can react with butyric acid-(2,2,2-trifluoro-ethyl ester) to get butyric acid 2-hydroxy-hexyl ester. The reaction occurs with reagent acetone at temperature of 42-45 °C. The yield is 65 %.

DL-1,2-Hexanediol can react with butyric acid-(2,2,2-trifluoro-ethyl ester) to get butyric acid 2-hydroxy-hexyl ester.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: OCC(O)CCCC
(2) InChI: InChI=1S/C6H14O2/c1-2-3-4-6(8)5-7/h6-8H,2-5H2,1H3
(3) InChIKey: FHKSXSQHXQEMOK-UHFFFAOYSA-N