Furan,tetrahydro-2,2,5,5-tetramethyl- supplier

Name
2,2,5,5-TETRAMETHYLTETRAHYDROFURAN
EINECS 239-117-9
CAS No. 15045-43-9
Article Data31
CAS DataBase
Density 0.811 g/mL at 25 °C(lit.)
Solubility Sparinlgy soluble in water
Melting Point -92oC
Formula C₈H₁₆O
Boiling Point 112 °C at 760 mmHg
Molecular Weight 128.214
Flash Point 3.9 °C
Transport Information UN 1993 3
Appearance clear colourless liquid
Safety 16-29-33
Risk Codes 11
Molecular Structure
Hazard Symbols F
Synonyms 2,2,5,5-Tetramethyltetrahydrofuran;Tetrahydro-2,2,5,5-tetramethylfuran;
PSA 9.23000
LogP 2.35400

Synthetic route

: 110-03-2
2,5-dimethyl-2,5-hexanediol

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
With beta-zeolite HCZB 25 at 0.85 - 105℃; for 1.5h; Reagent/catalyst;	100%
Nafion-H at 130℃; for 2h;	94%
With penthaethoxyphosphorane In dichloromethane for 450h; Ambient temperature;	79.1%

: 110-03-2
2,5-dimethyl-2,5-hexanediol

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 14908-27-1
2,5-dimethyl-4-hexen-2-ol

Conditions

Conditions	Yield
With chloro-trimethyl-silane; dimethyl sulfoxide In benzene at 20℃; for 75h;	A 75% B 21%

: 122-97-4
3-Phenyl-1-propanol

: 261920-18-7
2-diethylamino-4,4,7,7-tetramethyl-1,3,2-dioxaphosphepane

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: bis(3-phenylpropyl) hydrophosphonate

C: 4,4,7,7-tetramethyl-2-oxo-2-(3-phenylpropyloxy)-1,3,2-dioxaphosphepane

Conditions

Conditions	Yield
Stage #1: 3-Phenyl-1-propanol; 2-diethylamino-4,4,7,7-tetramethyl-1,3,2-dioxaphosphepane With 1H-tetrazole In dichloromethane at 20℃; for 22h; Substitution; Stage #2: With 3-chloro-benzenecarboperoxoic acid at -78 - 20℃; for 0.5h; Oxidation;	A 36% B 63% C 4%

...Expand

: 50-00-0
formaldehyd

: 110-03-2
2,5-dimethyl-2,5-hexanediol

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 77661-71-3
4,4,7,7-tetramethyl-1,3-dioxepane

Conditions

Conditions	Yield
With N-Phenyl-2-naphthylamine; toluene-4-sulfonic acid

...Expand

: 110-03-2
2,5-dimethyl-2,5-hexanediol

: 542-11-0
aniline hydrobromide

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 764-13-6
2,5-Dimethyl-2,4-hexadiene

Conditions

Conditions	Yield
beim Destillieren;

...Expand

: 627-58-7
2,5-dimethyl-1,5-hexadiene

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
With sulfuric acid at 6℃; im geschlossenen Rohr;

: 764-13-6
2,5-Dimethyl-2,4-hexadiene

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
With sulfuric acid at 6℃; im geschlossenen Rohr;

: 54462-71-4
2,5-dibromo-2,5-dimethyl-hexane

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
With potassium carbonate

: 855914-39-5
5-bromo-2,5-dimethyl-hexan-2-ol

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 54462-71-4
2,5-dibromo-2,5-dimethyl-hexane

Conditions

Conditions	Yield
Erhitzen ueber den Schmelzpunkt;

: 14908-27-1
2,5-dimethyl-4-hexen-2-ol

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
With sulfuric acid

: 50-00-0
formaldehyd

: 110-03-2
2,5-dimethyl-2,5-hexanediol

: 135-88-6
N-Phenyl-2-naphthylamine

: 104-15-4
toluene-4-sulfonic acid

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 77661-71-3
4,4,7,7-tetramethyl-1,3-dioxepane

...Expand

: 110-03-2
2,5-dimethyl-2,5-hexanediol

: 86119-84-8, 7664-38-2
phosphoric acid

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
at 140℃;

: 23359-01-5
2,5-dimethyl-hex-3-ene-2,5-diol

: 7664-93-9
sulfuric acid

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
higher-melting 2.5-dimethyl-hexene-(3)-diol-(2.5);

: 14908-27-1
2,5-dimethyl-4-hexen-2-ol

: 7664-93-9
sulfuric acid

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 23359-01-5
2,5-dimethyl-hex-3-ene-2,5-diol

: 7553-56-2
iodine

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
die Reaktion verlaeuft bei der α-Form rascher als bei der β-Form; higher-melting 2.5-dimethyl-hexene-(3)-diol-(2.5);
die Reaktion verlaeuft bei der α-Form rascher als bei der β-Form; lower-melting 2.5-dimethyl-hexene-(3)-diol-(2.5);

: 6117-86-8
(Z)-2,5-dimethylhex-3-ene-2,5-diol

acid: acid

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 23359-01-5
2,5-dimethyl-hex-3-ene-2,5-diol

KHSO4: KHSO4

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
at 140 - 160℃; higher-melting 2.5-dimethyl-hexene-(3)-diol-(2.5);

: 6117-86-8
(Z)-2,5-dimethylhex-3-ene-2,5-diol

: 10035-10-6, 12258-64-9
hydrogen bromide

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 90154-62-4
2,5-dibromo-2,5-dimethyl-hex-3-ene

Conditions

Conditions	Yield
at 25℃;

...Expand

: 539-88-8
4-oxopentanoic acid ethyl ester

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: diluted sulfuric acid View Scheme

: 855914-39-5
5-bromo-2,5-dimethyl-hexan-2-ol

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Erhitzen ueber den Schmelzpunkt 2: potassium carbonate solution View Scheme

: 110-03-2
2,5-dimethyl-2,5-hexanediol

A: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

B: 627-58-7
2,5-dimethyl-1,5-hexadiene

C: 764-13-6
2,5-Dimethyl-2,4-hexadiene

D: 14908-27-1
2,5-dimethyl-4-hexen-2-ol

E: 927-97-9
2,5-dimethyl-1,4-hexadiene

Conditions

Conditions	Yield
With H-BEA zeolite In melt at 110℃; for 2h; Catalytic behavior; Reagent/catalyst;

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 24442-15-7
methylenebis(diphenylphosphane)-borane(1:2)

: 13292-87-0
dimethylsulfide borane complex

: Li{H3BCH(PPh2BH3)2}(2,2,5,5-tetramethyltetrahydrofuran)

Conditions

Conditions	Yield
Stage #1: methylenebis(diphenylphosphane)-borane(1:2) With n-butyllithium In hexane; toluene at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: dimethylsulfide borane complex In hexane; toluene Inert atmosphere; Schlenk technique; Stage #3: 2,2,5,5-tetramethyltetrahydrofuran In hexane; toluene at -20℃; Inert atmosphere; Schlenk technique;	83.9%

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: C12H36K2N2Si4

: [(2,2,5,5-tetramethyltetrahydrofuran)K(hexamethyldisilazane)]2

Conditions

Conditions	Yield
In pentane Inert atmosphere; Schlenk technique;	82%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 131298-03-8
calcium bis[bis(trimethylsilyl)amide] dimer

: C20H52CaN2OSi4

Conditions

Conditions	Yield
In pentane at -20℃; for 24h; Schlenk technique; Inert atmosphere;	82%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: strontium bis[bis(trimethylsilyl)amide]

: C20H52N2OSi4Sr

Conditions

Conditions	Yield
In pentane at -20℃; for 24h; Schlenk technique; Inert atmosphere;	75%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: [(HC{(Me)CN-2,6-i-Pr2C6H3}2)CaH]2

: 1064-10-4
hexaphenylditin

: C55H72CaN2OSn

Conditions

Conditions	Yield
In benzene-d6 at 20℃; for 48h; Inert atmosphere;	75%

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 24442-15-7
methylenebis(diphenylphosphane)-borane(1:2)

: Li{CH(PPh2BH3)2}(2,2,5,5-tetramethyltetrahydrofuran)

Conditions

Conditions	Yield
Stage #1: methylenebis(diphenylphosphane)-borane(1:2) With n-butyllithium In hexane; toluene at 20℃; Inert atmosphere; Schlenk technique; Stage #2: 2,2,5,5-tetramethyltetrahydrofuran In toluene at 80℃; for 18h; Inert atmosphere; Schlenk technique;	72%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 768-52-5
N-Isopropylaniline

: 1191-47-5
dibutylmagnesium

: C26H40MgN2O

Conditions

Conditions	Yield
In pentane at 0 - 20℃; Inert atmosphere; Schlenk technique;	71.5%

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: [(HC{(Me)CN-2,6-i-Pr2C6H3}2)CaH]2

: 892-20-6
triphenylstannane

: C55H72CaN2OSn

Conditions

Conditions	Yield
In toluene at 20℃; Inert atmosphere;	68%

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: C24H72Ba2N4Si8

: C20H52BaN2OSi4

Conditions

Conditions	Yield
In pentane at -20℃; for 24h; Schlenk technique; Inert atmosphere;	66%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: [LiN(SiMe3)2]4*(2,2,5,5-tetramethyltetrahydrofuran)

Conditions

Conditions	Yield
Stage #1: 1,1,1,3,3,3-hexamethyl-disilazane With n-butyllithium In hexane at -78℃; Inert atmosphere; Schlenk technique; Stage #2: 2,2,5,5-tetramethyltetrahydrofuran In hexane at -40℃; Inert atmosphere; Schlenk technique;	65%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: C18H54N3Na3Si6

: [(2,2,5,5-tetramethyltetrahydrofuran)Na(hexamethyldisilazane)]2

Conditions

Conditions	Yield
In pentane Inert atmosphere; Schlenk technique;	58%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 141997-73-1
((((CH3)3Si)2N)Mg(μ-N(Si(CH3)3)2))2

: C20H52MgN2OSi4

Conditions

Conditions	Yield
In pentane at -20℃; for 24h; Schlenk technique; Inert atmosphere;	58%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: [(HC{(Me)CN-2,6-i-Pr2C6H3}2)CaH]2

: 892-20-6
triphenylstannane

: 693-13-0
diisopropyl-carbodiimide

: C62H86CaN4OSn

Conditions

Conditions	Yield
Stage #1: 2,2,5,5-tetramethyltetrahydrofuran; [(HC{(Me)CN-2,6-i-Pr2C6H3}2)CaH]2; triphenylstannane In benzene-d6 at 20℃; for 16h; Inert atmosphere; Stage #2: diisopropyl-carbodiimide In benzene-d6 at 20℃; for 2h; Inert atmosphere;	56%

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: [Rb(hexamethyldisilazane)]2

: [(2,2,5,5-tetramethyltetrahydrofuran)Rb(hexamethyldisilazane)]2

Conditions

Conditions	Yield
In pentane Inert atmosphere; Schlenk technique;	50%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

A: 110719-88-5
perfluoro(2,2,5-trimethyltetrahydrofuran)

B: 110743-66-3
3-hydropentadecafluoro-2,2,5,5-tetramethyltetrahydrofuran

C: 110719-86-3
perfluoro(2,2,5,5-tetramethyltetrahydrofuran)

D: 110719-87-4
perfluoro(2,2,5-trimethyltetrahydropyran)

Conditions

Conditions	Yield
With fluorine at -120 - 20℃; for 336h; Yield given;	A n/a B n/a C 45% D n/a
With fluorine at -120 - 20℃; for 336h; Yields of byproduct given;	A n/a B n/a C 45% D n/a
With fluorine at -120 - 20℃; for 336h; Yield given. Yields of byproduct given;

...Expand

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: C12H36Cs2N2Si4

: [(2,2,5,5-tetramethyltetrahydrofuran)Cs(hexamethyldisilazane)]2

Conditions

Conditions	Yield
In pentane Inert atmosphere; Schlenk technique;	25%

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 108-95-2
phenol

: 22824-31-3
5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol

Conditions

Conditions	Yield
With aluminium trichloride; Petroleum ether
With hydrogenchloride; aluminium trichloride In n-heptane
With aluminium trichloride; Petroleum ether

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 6223-78-5
2,5-dichloro-2,5-dimethyl hexane

Conditions

Conditions	Yield
With hydrogenchloride

: 15045-43-9
2,2,5,5-tetramethyltetrahydrofuran

: 106-42-3
para-xylene

Conditions

Conditions	Yield
With hydrogen at 510℃; Leiten ueber Aluminiumoxid-Chromoxid-Magnesiumoxid;

Furan,tetrahydro-2,2,5,5-tetramethyl- Specification

The Furan,tetrahydro-2,2,5,5-tetramethyl-, with the CAS registry number 15045-43-9, is also known as Tetrahydro-2,2,5,5-tetramethylfuran. Its EINECS registry number is 239-117-9. This chemical's molecular formula is C₈H₁₆O and molecular weight is 128.21. Its IUPAC name is called 2,2,5,5-tetramethyloxolane. This chemical is clear colourless liquid.

Physical properties of Furan,tetrahydro-2,2,5,5-tetramethyl-: (1)ACD/LogP: 2.39; (2)ACD/LogD (pH 5.5): 2.39; (3)ACD/LogD (pH 7.4): 2.39; (4)ACD/BCF (pH 5.5): 38.77; (5)ACD/BCF (pH 7.4): 38.77; (6)ACD/KOC (pH 5.5): 477.12; (7)ACD/KOC (pH 7.4): 477.12; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.408; (10)Molar Refractivity: 38.69 cm³; (11)Molar Volume: 156.5 cm³; (12)Surface Tension: 25.2 dyne/cm; (13)Density: 0.818 g/cm³; (14)Flash Point: 3.9 °C; (15)Enthalpy of Vaporization: 33.61 kJ/mol; (16)Boiling Point: 112 °C at 760 mmHg; (17)Vapour Pressure: 26.1 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may catch fire in contact with air and only need brief contact with an ignition source which has a very low flash point or evolve highly flammable gases in contact with water. It is highly flammable. You should keep it away from sources of ignition - No smoking. What's more, you can take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1(CCC(O1)(C)C)C
(2)InChI: InChI=1S/C8H16O/c1-7(2)5-6-8(3,4)9-7/h5-6H2,1-4H3
(3)InChIKey: BBLDTXFLAHKYFJ-UHFFFAOYSA-N

Product Name

2,2,5,5-TETRAMETHYLTETRAHYDROFURAN

Synthetic route

Furan,tetrahydro-2,2,5,5-tetramethyl- Specification

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