DL-1,2-Hexanediol supplier | CasNO.6920-22-5

Name
DL-1,2-Hexanediol
EINECS 230-029-6
CAS No. 6920-22-5
Article Data202
CAS DataBase
Density 0.961 g/cm³
Solubility Miscible with water, lower aliphatic hydrocarbons and fatty acids.
Melting Point 45oC
Formula C₆H₁₄O₂
Boiling Point 223.499 °C at 760 mmHg
Molecular Weight 118.176
Flash Point 95.818 °C
Transport Information
Appearance clear colorless to light yellow liquid
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2-Dihydroxyhexane;1,2-Hexyleneglycol;5,6-Dihydroxyhexane;
PSA 40.46000
LogP 0.52980

Synthetic route

: 1436-34-6
1,2-Epoxyhexane

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 592-41-6
1-hexene

A: 1436-34-6
1,2-Epoxyhexane

B: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
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;

: 92447-04-6
1-aminohexan-2-ol hydrochloride

A: 6920-22-5
Hexane-1,2-diol

B: 591-78-6
n-hexan-2-one

C: 85861-55-8
1-acetoxy-2-hexanol

D: 92447-10-4
2,5-dibutyl-2-methyl-N-nitroso-oxazolidine

E: 92447-09-1
5-butyl-N-nitroso-2-pentyl-oxazolidine

Conditions

Conditions	Yield
With acetic acid; sodium nitrite In water for 48h; Product distribution; pH=6.5; other reagents, other solvent, reagents'molar ratio, different reaction time, other pH value;	A 61% B 17% C 8% D n/a E n/a

...Expand

: 67-56-1
methanol

: 66675-43-2
4-butyl-1,3-dioxolan-2-one

A: 6920-22-5
Hexane-1,2-diol

B: 616-38-6
carbonic acid dimethyl ester

Conditions

Conditions	Yield
With MCM-41-pr-TMEDA(+)Cl(-) at 120℃; for 4h;	A n/a B 55%

...Expand

: 66675-43-2
4-butyl-1,3-dioxolan-2-one

: 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

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 115℃; for 15h;	A n/a B 51%

...Expand

: 1436-34-6
1,2-Epoxyhexane

A: 6920-22-5
Hexane-1,2-diol

B: 1436-34-6, 104898-06-8, 122922-40-1, 130404-08-9
(S)-1,2-epoxyhexane

Conditions

Conditions	Yield
Stage #1: 1,2-Epoxyhexane With C57H54CoN3O8 In dichloromethane at 20℃; for 0.25h; Stage #2: With water In dichloromethane at 20℃; for 12h; Cooling with ice; enantioselective reaction;	A n/a B 48%
With water In neat (no solvent) at 0 - 20℃; for 6h; Resolution of racemate; enantioselective reaction;	A n/a B 42%

: 1436-34-6
1,2-Epoxyhexane

A: 6920-22-5
Hexane-1,2-diol

B: 1436-34-6, 122922-40-1, 130404-08-9, 104898-06-8
(R)-1,2-epoxyhexane

Conditions

Conditions	Yield
With water In neat (no solvent) at 0 - 20℃; for 6h; Reagent/catalyst; Resolution of racemate; enantioselective reaction;	A n/a B 42%

cellulose: cellulose

A: 57-55-6
propylene glycol

B: 6920-22-5
Hexane-1,2-diol

C: 107-21-1
ethylene glycol

D: 56-81-5
glycerol

E: 584-03-2
1,2-dihydroxybutane

Conditions

Conditions	Yield
With hydrogen In water at 240℃; for 2h; Autoclave;	A 13.5% B 28.5% C 5.4% D 8% E 10.5%

...Expand

: 92675-73-5
2-oxohexyl acetate

A: 6920-22-5
Hexane-1,2-diol

B: Acetic acid (S)-1-hydroxymethyl-pentyl ester

C: (S)-1-acetoxy-2-hexanol

Conditions

Conditions	Yield
With baker's yeast In ethanol; water for 6h; Ambient temperature; Yields of byproduct given;	A 28% B n/a C n/a
With baker's yeast; L-Cysteine In ethanol; water for 1h; Ambient temperature; Yield given. Yields of byproduct given;

...Expand

: 636-36-2, 6064-63-7
rac-2-hydroxyhexanoic acid

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

: 73397-68-9
1-hydroxyhexan-2-one

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
Reduktion mit gaerender Hefe;

: 60-29-7
diethyl ether

: 13246-52-1
ethyl-2,4-dioxohexanoate

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 55704-80-8
1-acetoxy-2-chloro-hexane

A: 6920-22-5
Hexane-1,2-diol

B: 72799-62-3, 208850-64-0, 208850-72-0
1-amino-2-hydroxy-hexane

Conditions

Conditions	Yield
With ammonium hydroxide

: 106498-75-3
2,3-epoxyhexanol

A: 6920-22-5
Hexane-1,2-diol

B: 21531-91-9
1,3-hexanediol

Conditions

Conditions	Yield
With lithium borohydride In tetrahydrofuran for 2h; Ambient temperature; Yield given. Yields of byproduct given;

: 128733-29-9
(+/-)-1-(hydroxymethyl)pentyl benzoate

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
With barium dihydroxide In ethanol; water at 85℃; for 3h;

: 92447-11-5
1-(hydroxymethyl)pentyl β-D-galactopyranoside

A: 10257-28-0
D-Galactose

B: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
With water at 100℃; for 1h;	A 91 % Chromat. B n/a

: 592-41-6
1-hexene

A: 1436-34-6
1,2-Epoxyhexane

B: 626-93-7
n-hexan-2-ol

C: 6920-22-5
Hexane-1,2-diol

D: 4798-44-1
1-hexene-3-ol

E: 66-25-1
hexanal

F: 111-27-3
hexan-1-ol

Conditions

Conditions	Yield
With europioum(III) chloride; oxygen; propionic acid; zinc In 1,2-dichloro-ethane at 40℃; for 1h; Product distribution; various catalysts, various solvents, other alkenes;

...Expand

: 2-(dimethylphenylsilyl)hexanol

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
With peracetic acid; mercury(II) diacetate In acetic anhydride; acetic acid for 3h; Ambient temperature;

: 205124-98-7
2-(Butyl-di-tert-butyl-silanyloxy)-hexan-1-ol

: 6920-22-5
Hexane-1,2-diol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature;

: 60-29-7
diethyl ether

: 13246-52-1
ethyl-2,4-dioxohexanoate

lithium alanate: lithium alanate

: 6920-22-5
Hexane-1,2-diol

...Expand

DL-1,2-Hexanediol 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

Product Name

DL-1,2-Hexanediol

Synthetic route

DL-1,2-Hexanediol Specification

Related Products

Hot Products