2,5-Dimethyl-2,4-hexadiene supplier

Name
2,5-Dimethyl-2,4-hexadiene
EINECS 212-115-5
CAS No. 764-13-6
Article Data89
CAS DataBase
Density 0.747 g/cm³
Solubility
Melting Point 12 °C
Formula C₈H₁₄
Boiling Point 134.5 °C at 760 mmHg
Molecular Weight 110.199
Flash Point 29.4 °C
Transport Information UN 3295 3/PG 3
Appearance clear colourless liquid
Safety 16-26-36/37/39
Risk Codes 10-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1,1,4,4-Tetramethylbuta-1,3-diene;Biisobutenyl;Biisocrotyl;Diisocrotyl;NSC 10812;2,5-Dimethylhexa-2,4-diene;
PSA 0.00000
LogP 2.91880

Synthetic route

: 130251-99-9
6-acetoxy-1-cyclohexene-1-carbonitrile

Me2C=CHMgX: Me2C=CHMgX

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

B: 6-(2-methylprop-1-enyl)-1-cyclohexene-1-carbonitrile

Conditions

Conditions	Yield
Stage #1: Me2C=CHMgX With indium(III) chloride In tetrahydrofuran at 20℃; for 1h; Stage #2: 6-acetoxy-1-cyclohexene-1-carbonitrile With triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran	A n/a B 89%

...Expand

: 84072-34-4
(Z)-2,5-dimethyl-2,5-dihydroxy-3-hexene monomethyl ether

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

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran for 3h; Heating;	82%

: 1403460-42-3
2,4-diisopropyl-6,6-dimethyl-1,3-dioxane

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

Conditions

Conditions	Yield
tricalcium diphosphate at 400℃;	80%

: 927-81-1
trans-2,5-dimethyl-3-hexene-2,5-diol

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

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran for 3h; Heating;	78%

: 42302-74-9
2,2,4-trimethyl-3-pentanal p-tozylhydrazonate

A: 82937-01-7
(E)-2,4-dimethyl-hexa-2,4-diene

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

C: 1121-35-3
2-(2,2-dimethyl-cyclopropyl)-2-propene

D: 42302-76-1
1-(1-methylcyclopropyl)-2-methyl-1-propene

Conditions

Conditions	Yield
In diethylene glycol dimethyl ether at 160℃; Further byproducts given;	A 1.2% B 75.3% C 1.1% D 19%

...Expand

: 42302-74-9
2,2,4-trimethyl-3-pentanal p-tozylhydrazonate

A: 82937-01-7
(E)-2,4-dimethyl-hexa-2,4-diene

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

C: 42302-76-1
1-(1-methylcyclopropyl)-2-methyl-1-propene

D: 82937-00-6
(Z)-2,4-Dimethyl-2,4-hexadiene

Conditions

Conditions	Yield
In diethylene glycol dimethyl ether at 160℃; Further byproducts given;	A 1.2% B 75.3% C 19% D 0.6%

...Expand

: 3017-69-4
2-methyl-1-propenylbromide

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

Conditions

Conditions	Yield
With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc In acetonitrile at 20℃; for 6h;	75%
With potassium iodide; nickel dichloride; zinc In N,N,N,N,N,N-hexamethylphosphoric triamide at 40℃; for 9h;	74%
With diethyl ether; sodium

: 96445-43-1
3,4-dilithio-2,5-dimethyl-2,4-hexadiene

: 98-86-2
acetophenone

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

B: 3-isopropylidene-5-methyl-2-phenyl-hex-4-en-2-ol

C: 3,3,6,6-tetramethyl-2,7-diphenyl-4-octyn-2,7-diol

Conditions

Conditions	Yield
In diethyl ether at -60℃; Condensation; hydrolysis;	A 20% B 10% C 70%

...Expand

: 96445-43-1
3,4-dilithio-2,5-dimethyl-2,4-hexadiene

: 67-64-1
acetone

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

B: 30762-44-8
3-isopropylidene-2,5-dimethyl-4-hexen-2-ol

C: 2,3,3,6,6,7-hexamethyl-4-octyn-2,7-diol

Conditions

Conditions	Yield
In diethyl ether at -40℃; Condensation; hydrolysis;	A 10% B 70% C 20%

...Expand

: 39924-58-8
(Z)-1-bromo-1-nonene

: 38614-36-7
2-methylpropen-1-ylmagnesium bromide

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

B: 188430-61-7
(Z)-2-methyl-2,4-dodecadiene

C: 107678-80-8, 108035-62-7
octadeca-8,10-diene

D: (E)-2-methyl-2,4-dodecadiene

Conditions

Conditions	Yield
Stage #1: (Z)-1-bromonon-1-ene With magnesium In tetrahydrofuran; ethylene dibromide at 5 - 20℃; Inert atmosphere; Stage #2: 2-methylpropen-1-ylmagnesium bromide With oxygen; lithium chloride; manganese(ll) chloride In tetrahydrofuran at -60℃; Inert atmosphere; optical yield given as %de;	A 70% B n/a C 15% D n/a

...Expand

: 84072-35-5
(Z)-2,5-dimethyl-2,5-dihydroxy-3-hexene dimethyl ether

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

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran for 3h; Heating;	64%

: 96445-43-1
3,4-dilithio-2,5-dimethyl-2,4-hexadiene

: 75-07-0
acetaldehyde

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

B: 5-methyl-3-isopropylidene-4-hexen-2-ol

C: 3,3,6,6-tetramethyl-4-octyn-2,7-diol

Conditions

Conditions	Yield
In diethyl ether at -60℃; Condensation; hydrolysis;	A 20% B 33% C 47%

...Expand

: 96445-43-1
3,4-dilithio-2,5-dimethyl-2,4-hexadiene

: 67-64-1
acetone

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

B: 30762-44-8
3-isopropylidene-2,5-dimethyl-4-hexen-2-ol

C: 2,3,3,6,6,7-hexamethyl-4-octyn-2,7-diol

D: 3-(2-methyl-1-propenylidene)-2,4,4,5-tetramethylhexan-2,5-diol

Conditions

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at -80℃; Condensation; hydrolysis;	A 5% B 28% C 34% D 33%

...Expand

: 97455-13-5
2,2,4,4-tetramethyl-6-oxabicyclo<3.1.0>hexan-3-one

A: 598-26-5
dimethylketene

B: 13295-59-5
2,2-dimethyl-3-(2,2-dimethyl-vinyl)-oxirane

C: 13905-13-0
2,5-dimethyl-hex-4-en-3-one

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

E: 107-86-8
3,3-dimethyl acrylaldehyde

F: 764-51-2
Bis(2-methylprop-1-enyl) ether

Conditions

Conditions	Yield
In pentane Mechanism; Irradiation;	A 10% B 15% C 4% D 19% E 26% F 26%
In pentane at 0℃; for 2h; Irradiation; n-ϖ* excitation is dicsussed in terms of Salem diagrams;

...Expand

: 97455-13-5
2,2,4,4-tetramethyl-6-oxabicyclo<3.1.0>hexan-3-one

A: 598-26-5
dimethylketene

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

C: 107-86-8
3,3-dimethyl acrylaldehyde

D: 764-51-2
Bis(2-methylprop-1-enyl) ether

Conditions

Conditions	Yield
In pentane Irradiation; Further byproducts given;	A 10% B 19% C 26% D 26%

...Expand

: 97455-13-5
2,2,4,4-tetramethyl-6-oxabicyclo<3.1.0>hexan-3-one

A: 13295-59-5
2,2-dimethyl-3-(2,2-dimethyl-vinyl)-oxirane

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

C: 107-86-8
3,3-dimethyl acrylaldehyde

D: 764-51-2
Bis(2-methylprop-1-enyl) ether

Conditions

Conditions	Yield
In pentane Irradiation; Further byproducts given;	A 15% B 19% C 26% D 26%

...Expand

: 97455-13-5
2,2,4,4-tetramethyl-6-oxabicyclo<3.1.0>hexan-3-one

A: 13905-13-0
2,5-dimethyl-hex-4-en-3-one

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

C: 107-86-8
3,3-dimethyl acrylaldehyde

D: 764-51-2
Bis(2-methylprop-1-enyl) ether

Conditions

Conditions	Yield
In pentane Irradiation; Further byproducts given;	A 4% B 19% C 26% D 26%

...Expand

: 623-26-7
terephthalonitrile

: 67-56-1
methanol

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

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

B: 4-(4-cyanophenyl)-5-methoxy-2,5-dimethyl-1-hexene

C: 5-(4-cyanophenyl)-4-methoxy-2,5-dimethyl-1-hexene

Conditions

Conditions	Yield
With biphenyl In acetonitrile at 10℃; for 26h; Irradiation;	A 3% B 9% C 16%

...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

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

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

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

Conditions

Conditions	Yield
With pumice stone; zirconium(IV) oxide at 300℃;

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

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

Conditions

Conditions	Yield
With aluminum oxide; phosphoric acid at 250℃;
With chromium corundum at 350℃;
Multi-step reaction with 2 steps 1: glacial acetic acid; hydrogen chloride / und nachfolgenden Aufbewahren 2: soda lime / 255 - 270 °C / 12 - 20 Torr View Scheme

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

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid
With calcium amide
With aluminum oxide

: 15331-16-5
1,1,2-tribromo-2-methyl-propane

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

Conditions

Conditions	Yield
With diethyl ether; magnesium

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

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

Conditions

Conditions	Yield
With soda lime at 255 - 270℃; under 12 - 20 Torr;

: 60703-31-3
2,5-Dimethyl-4-hexen-3-ol

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

B: 36721-80-9
2,5-dimethyl-hexa-2,3-diene

Conditions

Conditions	Yield
With aluminum oxide

: 2431-30-3
2,5-dichloro-2,5-dimethyl-3-hexyne

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

B: 36721-80-9
2,5-dimethyl-hexa-2,3-diene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

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

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

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

Conditions

Conditions	Yield
Isomerisierung;

: 29917-94-0
2-methylprop-1-enyllithium

: 431-03-8
dimethylglyoxal

A: 105906-21-6
meso-2,4,5,7-tetramethyl-2,4-octadiene-4,5-diol

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

Conditions

Conditions	Yield
With diethyl ether

...Expand

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

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

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

C: 90202-20-3
5-chloro-2,5-dimethyl-hex-2-ene

Conditions

Conditions	Yield
With pyridine; thionyl chloride for 4h; Ambient temperature;

...Expand

: 2424-45-5
2,5-dimethyl-hexa-3,4-dien-2-ol

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

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 80℃; for 21h;

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

: 135-19-3
β-naphthol

: 1039111-80-2
1-isopropyl-3,3-dimethyl-2,3-dihydro-1H-benzo[f]chromene

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 50℃; for 18h;	99%

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

: 51029-29-9
C23H19NO2

: 97476-44-3
N-(2,5-dimethylhexa-1,4-dien-3-yl)benzohydroxamic acid

Conditions

Conditions	Yield
In benzene at 80℃; for 5h;	94%

: 623-26-7
terephthalonitrile

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

: (E)-4-(4-amino-1,1,4-trimethyl-2-pentenyl)benzonitrile

Conditions

Conditions	Yield
With (R)-2,2'-methylenedioxy-1,1'-binaphthalene; ammonia In water; acetonitrile at 20℃; for 8h; Irradiation;	93%

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

: 20739-39-3
1-acetoxy-2-aminoethane hydrochloride

: 97-41-6, 1802-02-4, 7377-84-6, 15543-65-4, 16642-27-6, 34909-55-2, 41641-25-2, 41641-26-3, 41641-27-4
ethyl trans-(+/-)-chrysanthemate

Conditions

Conditions	Yield
Stage #1: 1-acetoxy-2-aminoethane hydrochloride With sodium nitrite In water; 1,2-dichloro-ethane at -2 - 2℃; Stage #2: 2,5-Dimethyl-2,4-hexadiene With 2,6-di-tert-butyl-4-methyl-phenol; copper(l) chloride In 1,2-dichloro-ethane at 55 - 60℃;	92.63%

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

: 2570-63-0
thallium(III) triacetate

: 78796-71-1
4,5-diacetoxy-2,5-dimethylhex-2-ene

Conditions

Conditions	Yield
In acetic anhydride; acetic acid at 65℃; for 15h;	92%

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

: 507-09-5
thioacetic acid

: thioacetic acid S-(1-isopropyl-3-methyl-but-2-enyl) ester

Conditions

Conditions	Yield
With indium(III) chloride In 1,2-dichloro-ethane at 80℃; for 0.25h;	92%

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

: 3695-00-9
di(4-tosyl)amine

: 1374016-42-8
(Z)-N-(2,5-dimethylhexa-2,4-dien-1-yl)-4-methyl-N-tosylbenzenesulfonamide

Conditions

Conditions	Yield
With acetoxy((4-methyl)-N-tosylbenzenesulfonamidyl)iodosobenzene In dichloromethane at 25℃; for 12h;	92%

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

: 1345824-06-7
((4-methyl-N-tosylphenyl)sulfonamido)(phenyl)-λ3-iodanyl acetate

: 3695-00-9
di(4-tosyl)amine

: 1374016-42-8
(Z)-N-(2,5-dimethylhexa-2,4-dien-1-yl)-4-methyl-N-tosylbenzenesulfonamide

Conditions

Conditions	Yield
In dichloromethane at 25℃;	92%

...Expand

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

: 459-73-4
GlyOEt*HCl

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: GlyOEt*HCl With acetic acid; carbonic acid dimethyl ester at 20 - 28℃; pH=3.5 - 4.53; Large scale; Stage #2: 2,5-Dimethyl-2,4-hexadiene With copper(l) chloride at 90 - 95℃; Large scale;	92%

: 623-73-4
diazoacetic acid ethyl ester

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

A: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

B: 623-91-6
diethyl Fumarate

C: 141-05-9
Diethyl maleate

Conditions

Conditions	Yield
hexarhodium hexadecacarbonyl at 60℃; for 7h;	A 91% B n/a C n/a

...Expand

: 623-73-4
diazoacetic acid ethyl ester

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

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
K-PFIEP[SO3 H] In dichloromethane	89.6%
Stage #1: 2,5-Dimethyl-2,4-hexadiene With dirhodium tetraacetate In dichloromethane for 0.5h; Stage #2: diazoacetic acid ethyl ester In dichloromethane at 20℃; for 24h; Reagent/catalyst;	80%
dirhodium tetraacetate at 25℃; Yield given;

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

: 132312-00-6
(R)-2,4-dimethylhex-4-ene-2,3-diol

Conditions

Conditions	Yield
With methanesulfonamide; 1,4-bis(9-O-dihydroquinidine)phthalazine In water; tert-butyl alcohol at 20℃; for 2h; Sharpless dihydroxylation;	89%
With methanesulfonamide; AD-mix β In water; tert-butyl alcohol at 0℃; for 20h; Sharpless dihydroxylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	78%

: 125732-40-3
4-ethoxycarbonyl-3-methyl-3-pyrazolin-5-one

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

: ethyl 3,5,5,8,8-pentamethyl-1-oxo-5,8-dihydro-1H-pyrazolo[1,2-a]pyridazin-2-carboxylate

Conditions

Conditions	Yield
With lead(IV) acetate In dichloromethane at 20℃; for 3h; Diels-Alder reaction;	89%

: 75-11-6
diiodomethane

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

: 33422-32-1
1,1-dimethyl-2-(2-methyl-1-propenyl)cyclopropane

Conditions

Conditions	Yield
With copper; zinc	87%

: 67-56-1
methanol

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

: 80764-34-7
(3E,7E)-2,9-Dimethoxy-2,5,5,6,6,9-hexamethyl-deca-3,7-diene

Conditions

Conditions	Yield
With 9-cyanophenanthrene at 20℃; for 20h; UV-irradiation;	87%

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

: 35059-50-8
t-butyl diazoacetate

A: 84848-28-2
(1S,3R)-3-(1-isobutenyl)-2,2-dimethylcyclopropanecarboxylic acid

B: 56194-30-0
2,2-dimethyl-1R-trans-3-(2-methyl-propenyl)-cyclopropylcarboxylic acid tert-butyl ester

C: 64312-83-0
(1R,3S)-3-(1-isobutenyl)-2,2-dimethylcyclopropanecarboxylic acid

Conditions

Conditions	Yield
With C25H30N2O2Cu(1+)CF3O3S(1-) In ethyl acetate at 0℃; for 3.5h; Reagent/catalyst; Inert atmosphere; Overall yield = 83 %; stereoselective reaction;	A n/a B 87% C n/a

...Expand

: 1484-13-5
9-vinyl-9H-carbazole

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

: 431-03-8
dimethylglyoxal

: 9-{2-[(4R,5R)-4,5-Dimethyl-4,5-bis-((E)-1,1,4-trimethyl-pent-2-enyl)-[1,3,2]dioxaborolan-2-yl]-ethyl}-9H-carbazole

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethyl-2,4-hexadiene With borane-THF In tetrahydrofuran at 0℃; for 3h; Stage #2: 9-vinyl-9H-carbazole In tetrahydrofuran Stage #3: dimethylglyoxal In tetrahydrofuran at 20℃; for 12h;	86%

...Expand

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

: 199393-68-5
(5,6-dihydro-1,4-dithiin-2-yl)methanol

: 6,6-dimethyl-5-(2-methylprop-1-en-1-yl)-3,5,6,7-tetrahydro-2H-cyclopenta[b][1,4]dithiine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at -78 - 20℃; Inert atmosphere;	85%

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

: 3383-21-9
3,5-di-tert-butyl-o-benzoquinone

: 5,7-Bis-(1,1-dimethylethyl)-2,2-dimethyl-3-(2-methylprop-1-enyl)-1,4-benzodioxine

Conditions

Conditions	Yield
In toluene at 120℃; for 30h;	84%
at 100℃; for 2h;	84%

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

: 109183-85-9
tris(dimethylamino)sulfonium salt of 2,2,2-trifluoro-1-(trifluoromethyl)ethanesulfonyl fluoride

: 109183-91-7
2,2-bis(trifluoromethyl)-3-<2-methyl-1-propenyl>-4,4-dimethyl-1-thietane 1,1-dioxide

Conditions

Conditions	Yield
With silicon tetrafluoride In acetonitrile at 0 - 25℃;	83%

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

: 4-iodo-2,2,5,5-tetramethyltetrahydrofuran-3-ol

Conditions

Conditions	Yield
With tert-butylhypochlorite; Trifluoromethanesulfonamide; sodium iodide In acetonitrile at 20℃; Darkness;	83%

: potassium hydrogen difluoride

: 14044-65-6
borane-THF

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

: potassium (E)-trifluoro(prop-1-en-1-yl)trifluoroborate

Conditions

Conditions	Yield
Stage #1: borane-THF; 2,5-Dimethyl-2,4-hexadiene In tetrahydrofuran at 0 - 5℃; for 4h; Stage #2: With prop-1-yne at 0 - 20℃; for 12h; Stage #3: potassium hydrogen difluoride Further stages;	83%

...Expand

: 623-26-7
terephthalonitrile

: 67-56-1
methanol

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

: trans-2-(4-cyanophenyl)-5-methoxy-2,5-dimethyl-3-hexene

Conditions

Conditions	Yield
With biphenyl In acetonitrile at 10℃; for 26h; Irradiation;	82%

...Expand

: 623-26-7
terephthalonitrile

: 67-56-1
methanol

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

A: trans-2-(4-cyanophenyl)-5-methoxy-2,5-dimethyl-3-hexene

B: trans-5-(4-cyanophenyl)-2,2,5-trimethyl-3-hexenenitrile

Conditions

Conditions	Yield
With biphenyl In acetonitrile for 18h; Irradiation;	A 82% B 2%

...Expand

: 4344-87-0
1,2-dihydro-5-methyl-3H-pyrazol-3-one

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

: 3,5,5,8,8-pentamethyl-5,8-dihydro-1H-pyrazolo[1,2-a]pyridazin-1-one

Conditions

Conditions	Yield
With lead(IV) acetate In dichloromethane at 20℃; for 3h; Diels-Alder reaction;	81%

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

: 125640-92-8
2,6-di-tert-butyl-4-methylphenyl diazoacetate

: 125641-39-6, 125664-81-5, 139068-75-0, 139068-76-1
2,6-di-tert-butyl-4-methylphenyl trans-2-(2-methyl-1-propenyl)-3,3-dimethylcyclopropanecarboxylate

Conditions

Conditions	Yield
dirhodium tetraacetate In dichloromethane for 2h; Ambient temperature;	80%

: 623-26-7
terephthalonitrile

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

: 151-50-8
potassium cyanide

: trans-5-(4-cyanophenyl)-2,2,5-trimethyl-3-hexenenitrile

Conditions

Conditions	Yield
With 18-crown-6 ether; biphenyl In acetonitrile for 24h; Irradiation;	80%

...Expand

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

: 908517-95-3
N-(2-ethoxy-1-naphthoyl)pyrrolidine

: C26H34O2

Conditions

Conditions	Yield
Irradiation;	80%

2,5-Dimethyl-2,4-hexadiene Specification

The 2,4-Hexadiene,2,5-dimethyl-, with the CAS registry number 764-13-6, is also known as Biisobutenyl. It belongs to the product categories of Acyclic; Alkenes; Organic Building Blocks; Aliphatics; Intermediates & Fine Chemicals; Mutagenesis Research Chemicals; Pharmaceuticals. Its EINECS number is 212-115-5. This chemical's molecular formula is C₈H₁₄ and molecular weight is 110.20. What's more, its systematic name is 2,5-dimethylhexa-2,4-diene. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. This chemical is a volatile alkyl compound present in tobacco smoke. It is used as a potential biomarker in breath for prediction of lung cancer.

Physical properties of 2,4-Hexadiene,2,5-dimethyl- are: (1)ACD/LogP: 4.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.01; (4)ACD/LogD (pH 7.4): 4.01; (5)ACD/BCF (pH 5.5): 658.76; (6)ACD/BCF (pH 7.4): 658.76; (7)ACD/KOC (pH 5.5): 3624.49; (8)ACD/KOC (pH 7.4): 3624.49; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.44; (13)Molar Refractivity: 38.91 cm³; (14)Molar Volume: 147.4 cm³; (15)Polarizability: 15.42×10^-24cm³; (16)Surface Tension: 21.4 dyne/cm; (17)Density: 0.747 g/cm³; (18)Flash Point: 29.4 °C; (19)Enthalpy of Vaporization: 35.66 kJ/mol; (20)Boiling Point: 134.5 °C at 760 mmHg; (21)Vapour Pressure: 9.95 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-bromo-2-methyl-propene at the temperature of 20 °C. This reaction will need reagents NiBr₂(PPh₃)₂, PPh₃, zinc and solvent acetonitrile with the reaction time of 6 hours. The yield is about 75%.

2,4-Hexadiene,2,5-dimethyl- can be prepared by 1-bromo-2-methyl-propene at the temperature of 20 °C

Uses of 2,4-Hexadiene,2,5-dimethyl-: it can be used to produce 2,5-dimethyl-2,5-dinitro-hex-3t-ene. It will need reagent NO₂ and solvent hexane with the reaction time of 5 min. The yield is about 78%.

2,4-Hexadiene,2,5-dimethyl- can be used to produce 2,5-dimethyl-2,5-dinitro-hex-3t-ene

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: C(=C\C=C(/C)C)(\C)C
(2)Std. InChI: InChI=1S/C8H14/c1-7(2)5-6-8(3)4/h5-6H,1-4H3
(3)Std. InChIKey: DZPCYXCBXGQBRN-UHFFFAOYSA-N

Product Name

2,5-Dimethyl-2,4-hexadiene

Synthetic route

2,5-Dimethyl-2,4-hexadiene Specification

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