926-56-7

Basic information

• Product Name: 4-METHYL-1,3-PENTADIENE
• Synonyms: 4-METHYL-1,3-PENTADIENE;(CH3)2C=CHCH=CH2;1,3-Pentadiene, 4-methyl-;1,3-pentadiene,4-methyl-;4-methyl-3-pentadiene;4-methyl-penta-1,3-diene;4-METHYL-1,3-PENTADIENE 98%;1,1-Dimethyl-1,3-butadiene
• CAS NO: 926-56-7
• Molecular Formula: C₆H₁₀
• Molecular Weight: 82.14
• EINECS: 213-137-8
• Product Categories: Acyclic;Alkenes;Organic Building Blocks
• Mol File: 926-56-7.mol
• Article Data: 20

Chemical Properties

• Melting Point: -94.9°C (estimate)
• Boiling Point: 75-77 °C
• Flash Point: -18 °C
• Appearance: /
• Density: 0.718 g/mL at 20 °C(lit.)
• Vapor Pressure: 111mmHg at 25°C
• Refractive Index: n20/D 1.452
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-METHYL-1,3-PENTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-1,3-PENTADIENE(926-56-7)
• EPA Substance Registry System: 4-METHYL-1,3-PENTADIENE(926-56-7)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-65
• Safety Statements: 16-36-62
• RIDADR: UN 2461 3/PG 2
• WGK Germany: 3
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 926-56-7(Hazardous Substances Data)

Usage

General Description

A clear colorless liquid with a petroleum-like odor. Flash point -30°F. Less dense than water and insoluble in water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

4-METHYL-1,3-PENTADIENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. May undergo autoxidation upon exposure to the air to form explosive peroxides. Violent explosions at low temperatures in ammonia synthesis units have been traced to the addition products of dienes and nitrogen dioxide [Bretherick, 5th Ed., 1995].

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

InChI:InChI=1/C6H10/c1-4-5-6(2)3/h4-5H,1H2,2-3H3

Synthetic route

N-(1-isopropylallyloxycarbonyl)aniline (76109-67-6) → 4-methyl-1,3-pentadiene (926-56-7) + 4-methyl-3-(phenylamino)pent-1-ene (97206-71-8) + aniline (62-53-3)

Conditions	Yield
PdLn In 1,4-dioxane at 100℃; for 0.25h;	A n/a B 2 % Chromat. C 98%

((E)-4-Benzenesulfonyl-4-methyl-pent-2-enyl)-trimethyl-silane → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 25℃;	72%

(E)-but-2-en-1-yl phenylcarbamate (146514-07-0) → 4-methyl-1,3-pentadiene (926-56-7) + (E)-N-(2-butenyl)aniline (35755-80-7) + aniline (62-53-3)

Conditions	Yield
PdLn In 1,4-dioxane at 100℃; for 6h;	A n/a B 70% C 30%

3,3-dimethyl acrylaldehyde (107-86-8) + Methyltriphenylphosphonium bromide (1779-49-3) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With n-butyllithium In diethyl ether; pentane for 12h; Ambient temperature;	57%
With n-butyllithium In diethyl ether; toluene at 20℃; Inert atmosphere;	14%

1,3,3-trimethylcyclopropene (3664-56-0) → 4-methyl-1,3-pentadiene (926-56-7) + 4-methylpent-2-yne (21020-27-9) + 2-methyl-2,3-pentadiene (3043-33-2) + trans-2-methyl-1,3-pentadiene (926-54-5)

Conditions	Yield
In pentane at 23℃; Irradiation; Further byproducts given;	A 37% B 14% C 31% D 11%

1,3,3-trimethylcyclopropene (3664-56-0) → 4-methyl-1,3-pentadiene (926-56-7) + 4-methylpent-2-yne (21020-27-9) + 2-methyl-2,3-pentadiene (3043-33-2) + 2,3-dimethyl-buta-1,3-diene (513-81-5)

Conditions	Yield
In pentane at 23℃; Irradiation; Further byproducts given;	A 37% B 14% C 31% D 7%

1,3,3-trimethylcyclopropene (3664-56-0) → 4-methyl-1,3-pentadiene (926-56-7) + 4-methylpent-2-yne (21020-27-9) + 2-methyl-2,3-pentadiene (3043-33-2) + trans-2-methyl-1,3-pentadiene (926-54-5) + 2,3-dimethyl-buta-1,3-diene (513-81-5)

Conditions	Yield
In pentane at 23℃; Product distribution; Irradiation;	A 37% B 14% C 31% D 11% E 7%

(Z)-1,4-Diiodo-2-methyl-pent-1-ene → 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7) + 1,3-dimethylcyclobutene (1489-61-8)

Conditions	Yield
With tert.-butyl lithium	A 19% B 32% C 37%

2-methyl-2,4-pentanediol (107-41-5) → 4-methyl-1,3-pentadiene (926-56-7) + trans-2-methyl-1,3-pentadiene (926-54-5)

Conditions	Yield
With hydrogen bromide In water Dehydration;	A 7% B n/a

2,4,4,6-tetramethyl-1,3-dioxane (5182-37-6) → 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7)

Conditions	Yield
With phosphate-catalyst; water at 325℃;

2-methyl-2,4-pentanediol (107-41-5) + aniline hydrobromide (542-11-0) → 4-methyl pent-3-en-2-ol (4325-82-0) + 4-methyl-1,3-pentadiene (926-56-7)

2-methyl-2,4-pentanediol (107-41-5) + aniline hydrobromide (542-11-0) → 4-methyl-1,3-pentadiene (926-56-7) + 4-methyl-4-penten-2-ol (2004-67-3) + (E)-2-methyl-1,3-heptadiene (116374-76-6)

2-methyl-2,4-pentanediol (107-41-5) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With iodine
With hydrogen bromide
With aniline hydrobromide
With aluminium trichloride at 160℃;

2-methylpent-4-en-2-ol (624-97-5) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
Abspaltung von Wasser;
With dimethyl sulfoxide
Multi-step reaction with 2 steps 1: aluminium phosphate / 300 - 310 °C 2: zirconium (IV)-oxide /pumice stone / 300 - 310 °C View Scheme
Multi-step reaction with 2 steps 1: chromium (III)-oxide-aluminium oxide / 200 °C 2: chromium (III)-oxide-aluminium oxide / 250 °C View Scheme

2-methylpent-4-en-2-ol (624-97-5) → 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7)

Conditions	Yield
With chromium corundum at 250℃;

4-methyl-pent-3-en-2-one (141-79-7) + aluminum tri-sec-butoxide (2269-22-9) → 4-methyl pent-3-en-2-ol (4325-82-0) + 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7)

2-methyl-1,4-pentadiene (763-30-4) → 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7)

Conditions	Yield
With chromium corundum at 250℃;
With pumice stone; zirconium(IV) oxide at 300℃;
With pumice stone; zirconium(IV) oxide at 300 - 310℃;

2,5-dibromo-2-methylpentane (52278-94-1) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With potassium hydroxide

2,5-dibromo-2-methylpentane (52278-94-1) → 4-methyl-1,3-pentadiene (926-56-7) + 5-ethoxy-2-methyl-pent-2-ene (857825-89-9)

Conditions	Yield
With potassium hydroxide

4-methyl pent-3-en-2-ol (4325-82-0) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
Destillation ueber mit H2SO4 gatraenkten Bimsstein;
With hydrogen bromide
With acetic anhydride at 100℃;
With hydrogen bromide Destillation;
With aniline hydrobromide

2-methyl-pent-3-en-2-ol (63468-05-3, 71195-14-7, 71195-16-9) + aniline hydrobromide (542-11-0) → 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7)

Conditions	Yield
Wasserabspaltung;

2-methyl-pent-3-en-2-ol (63468-05-3, 71195-14-7, 71195-16-9) → 4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7)

Conditions	Yield
With hydrogen bromide

5-chloro-2-methyl-pent-2-ene (7712-60-9) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With 2-ethoxy-ethanol; potassium hydroxide

1-bromo-4-methylpent-3-ene (2270-59-9) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With potassium hydroxide
With 2-ethoxy-ethanol; potassium hydroxide
With potassium hydroxide

4-chloro-4-methyl-1-pentetne (53875-83-5) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With alcoholic alkali

(1,1-dimethyl-but-3-enyl)-trimethyl-ammonium; iodide → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
With silver(l) oxide nachfolgende Destillation der erhaltenen Ammoniumbase;

(1,1-dimethyl-but-3-enyl)-trimethyl-ammonium; hydroxide → 4-methyl-1,3-pentadiene (926-56-7) + trimethylamine (75-50-3)

Conditions	Yield
bei der trocknen Destillation;

(1,3-dimethyl-but-2-enyl)-trimethyl-ammonium; hydroxide → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
bei der Destillation;

ethyl-(1,1-dimethyl-but-3-enyl)-dimethyl-ammonium; hydroxide → N,N-dimethyl-ethanamine (598-56-1) + 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
bei der Destillation;

2-methylpent-4-en-2-ol (624-97-5) + oxalic acid (144-62-7) → 4-methyl-1,3-pentadiene (926-56-7)

Conditions	Yield
at 130 - 140℃;

(π-CD3CDCDCD2NiI)2 + 4-methyl-1,3-pentadiene (926-56-7) → (π-C4D7CH2CHCHC(CH3)2NiI)2

Conditions	Yield
In benzene educts in stoich. amt.;	100%

(π-CD3CDCDCD2NiI)2 + 4-methyl-1,3-pentadiene (926-56-7) → anti-(C4(2)H7CH2CHCHC(CH3)2NiI)2

Conditions	Yield
in stoihometric amt.;	100%
in stoihometric amt.;	100%

4-methyl-1,3-pentadiene (926-56-7) + C18H23F3O5S (1227628-62-7) → 1-(((1R,6S)-1,6-dimethyl-2-(4-methylpent-3-enyl)cyclohex-2-enyl)methyl)-2-methoxybenzene (1227628-64-9)

Conditions	Yield
Stage #1: 4-methyl-1,3-pentadiene With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran at 0 - 23℃; for 2.5h; Suzuki coupling; Inert atmosphere; Stage #2: C18H23F3O5S With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium phosphate; triphenyl-arsane In tetrahydrofuran; water; N,N-dimethyl-formamide at 55℃; Suzuki coupling; Inert atmosphere;	99%

4-methyl-1,3-pentadiene (926-56-7) + C17H21F3O4S (1227628-27-4) → 1-(((1R,6S)-1,6-dimethyl-2-(4-methylpent-3-enyl)cyclohex-2-enyl)methyl)-2-methoxybenzene (1227628-29-6)

Conditions	Yield
Stage #1: 4-methyl-1,3-pentadiene With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran at 0 - 23℃; for 2.5h; Suzuki coupling; Inert atmosphere; Stage #2: C17H21F3O4S With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium phosphate; triphenyl-arsane In tetrahydrofuran; water; N,N-dimethyl-formamide at 55℃; Suzuki coupling; Inert atmosphere;	98%

dichloro bis(acetonitrile) palladium(II) (21264-30-2, 90243-59-7, 14592-56-4) + 4-methyl-1,3-pentadiene (926-56-7) → di-μ-chlorobis[(1,2,3-η)-4-hydroxy-4-methyl-2-penten-1-yl]dipalladium (116363-69-0)

Conditions	Yield
With water; potassium hydrogencarbonate In acetone to slurry of PdCl2(MeCN)2 (1.25 mmol) and KHCO3 (1.25 mmol) in acetone at 20°C added soln. of CH2CHCHCMe2 (1.00 mmol) and H2O (20.0 mmol) in acetone, stirred for 26 h at 20°C; filtered through Celite, ppt. washed with EtOAc, combined soln. concd. at water-aspirator pressure, flash chromd. (column, silica gel 60 (0.040-0.063 mm, Merck), EtOAc);	95%

4-methyl-1,3-pentadiene (926-56-7) + C17H21F3O4S (1227628-27-4) → (1S,9aR)-8-methoxy-1,9a-dimethyl-2,3,9,9a-tetrahydro-1H-fluorene (1227628-31-0)

Conditions	Yield
Stage #1: 4-methyl-1,3-pentadiene With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran at 0 - 23℃; for 2.5h; Suzuki coupling; Inert atmosphere; Stage #2: C17H21F3O4S With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In tetrahydrofuran; 1,4-dioxane at 85℃; Suzuki coupling; Inert atmosphere;	91%

4-methyl-1,3-pentadiene (926-56-7) + N,N’-di-tert-butylthiadiaziridine-1,1-dioxide (40121-14-0, 42028-73-9) → C14H28N2O2S (1262436-55-4)

Conditions	Yield
With tributylphosphine; copper(l) chloride In chloroform at 20℃; for 24h; sealed vial; Inert atmosphere; regioselective reaction;	89%

4-methyl-1,3-pentadiene (926-56-7) + L-menthyl diazoacetate (63254-50-2) → 2-(2-Methyl-propenyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Conditions	Yield
With trans-RuIICl2-(2,6-di-<<(S)-4-isopropyl>oxazol-2-yl>pyridine)-(CH2=CH2) In dichloromethane	86%

4-methyl-1,3-pentadiene (926-56-7) + C13H12O → (1R*,3R*,4S*,6S*)-1-methyl-2-methylene-6-(2-methylprop-1-enyl)-3-phenylbicyclo[2.2.1]heptan-7-one

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at -78℃; for 0.0833333h; Nazarov cyclization; stereoselective reaction;	85%

4-methyl-1,3-pentadiene (926-56-7) + HSiPh3 (789-25-3) → (Z)-(2-ethylidene-6-methylhept-5-en-1-yl)triphenylsilane

Conditions	Yield
With Hexamethyldisiloxane; mono(trimethylphosphine)(diallyl ether)palladium(0) In benzene-d6 at 30℃; for 2h;	85%

4-methyl-1,3-pentadiene (926-56-7) + dimedone (126-81-8) → 3,4,5,6,7,8-hexahydro-2,2,7,7-tetramethyl-2H-1-benzopyran-5-one

Conditions	Yield
With nafion In 1,2-dichloro-ethane at 110℃; for 24h; Sealed tube;	84%

4-methyl-1,3-pentadiene (926-56-7) + 1,3-Dimethyl-1,3-butadien (1118-58-7) + 1-Methyl-2-acetyl-1,3-dithiolanium fluorosulfonate (73496-48-7) → 2-Acetyl-3,6-dihydro-3,5-dimethyl-2-methylthio-2H-thiopyran (73496-54-5)

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane for 60h; Ambient temperature;	82%

7-acetoxy-8-iodoflavone (693800-72-5) + 4-methyl-1,3-pentadiene (926-56-7) → 8-(2-methyl-1-propenyl)-2-phenyl-8,9-dihydro-4H-furo[2,3-h]-1-benzopyran-4-one

Conditions	Yield
Stage #1: 7-acetoxy-8-iodoflavone With silver carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane for 0.0833333h; Stage #2: 4-methyl-1,3-pentadiene In 1,4-dioxane; water at 100℃; for 24h;	82%
With silver carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane; water at 100℃; for 24h;	82%

silver hexafluoroantimonate + 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride (854045-93-5) + 4-methyl-1,3-pentadiene (926-56-7) → ([P(t-Bu)2-o-biphenyl]Au[η2-4-methyl-1,3-pentadiene])SbF6 (1301268-04-1)

Conditions	Yield
In dichloromethane (N2); dissolving a mixt. of Au complex, Ag salt and diene in CH2Cl2, stirring in the dark at room temp. for 6 h; filtration through Celite, eluting with CH2Cl2, concn., addn. of hexanes, cooling to 4°C overnight; elem. anal.;	82%

5-phenyl-cyclohexane-1,3-dione (493-72-1) + 4-methyl-1,3-pentadiene (926-56-7) → 2,2-dimethyl-7-phenyl-2,3,4,6,7,8-hexahydro-5H-chromen-5-one

Conditions	Yield
With nafion In 1,2-dichloro-ethane at 110℃; for 24h; Reagent/catalyst; Solvent; Temperature; Sealed tube;	82%

5-methylcyclohexan-1,3-dione (4341-24-6) + 4-methyl-1,3-pentadiene (926-56-7) → 2,2,7-trimethyl-2,3,4,6,7,8-hexahydro-5H-chromen-5-one

Conditions	Yield
With nafion In 1,2-dichloro-ethane at 110℃; for 24h; Sealed tube;	81%

4-methyl-1,3-pentadiene (926-56-7) + (+-)-4-acetyl-1-methylcyclohexene (6090-09-1) → bisabolol (515-69-5, 23089-26-1, 23178-88-3, 25428-43-7, 72059-10-0, 72691-24-8, 76738-75-5, 78148-59-1, 123877-54-3)

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide electroreductive coupling;	80%

4-methyl-1,3-pentadiene (926-56-7) + ethyl (E)-2-diazo-6-phenyl-1-hexa-3,5-dienoate (126554-34-5) → ethyl 4,4-dimethyl-3-((E)-2-phenylethenyl)cyclohepta-1,5-diene-1-carboxylate (134418-91-0)

Conditions	Yield
rhodium(II) hexanoate In dichloromethane a) 10 deg C, 30 min, b) reflux, 10 min;	80%

4-methyl-1,3-pentadiene (926-56-7) + benzaldehyde (100-52-7) → 2-ethyl-3-methyl-1-phenyl-3-buten-1-one (1073808-77-1)

Conditions	Yield
With carbonylchlorohydridotris(triphenylphosphine)ruthenium (II) In toluene at 90℃; for 24h; Inert atmosphere;	80%

4-methyl-1,3-pentadiene (926-56-7) + 7-acetoxy-4,8-dimethyl-6-iodocoumarin (512786-78-6) → 2,3-dihydro-5,9-dimethyl-2-(2-methyl-1-propenyl)-7H-furo[3,2-g][1]-benzopyran-7-one

Conditions	Yield
With silver carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane; water at 100℃; for 24h;	79%

4-methyl-1,3-pentadiene (926-56-7) + 7-acetoxy-8-iodo-4-methylcoumarin (343217-96-9) → 8,9-dihydro-4-methyl-8-(2-methyl-1-propenyl)-2H-furo[2,3-h]-1-benzopyran-2-one

Conditions	Yield
With silver carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane; water at 100℃; for 24h;	78%

4-methyl-1,3-pentadiene (926-56-7) + 1,3-cylohexanedione (504-02-9) → 2,2-dimethyl-2,3,4,6,7,8-hexahydro-5H-chromen-5-one (57545-47-8)

Conditions	Yield
With nafion In 1,2-dichloro-ethane at 110℃; for 24h; Sealed tube;	74%

4-methyl-1,3-pentadiene (926-56-7) + Trichloroacetyl chloride (76-02-8) → 2,2-Dichloro-3-(2-methylpropenyl)-cyclobutanone (90056-45-4)

Conditions	Yield
With zinc; trichlorophosphate In diethyl ether for 12h; Ambient temperature;	71%

4-methyl-1,3-pentadiene (926-56-7) + 2-oxopent-3-enenitrile (6047-88-7) → 4-Methyl-6-(2-methyl-propenyl)-5,6-dihydro-4H-pyran-2-carbonitrile (344906-20-3)

Conditions	Yield
With aluminium trichloride In benzene Ambient temperature;	70%

4-methyl-1,3-pentadiene (926-56-7) + phenylselenyl benzenesulfonate (60805-71-2) → 4-Methyl-2-(phenylsulfonyl)-1,3-pentadiene (102860-20-8)

Conditions	Yield
With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid In dichloromethane Ambient temperature; 1) 17 h, 2) 15 min;	68%

4-methyl-1,3-pentadiene (926-56-7) + N,N-dibenzylformamide (5464-77-7) → 1-(N,N-dibenzylamino)-2-ethenyl-3,3-dimethylcyclopropane (220247-77-8)

Conditions	Yield
With titanium(IV) isopropylate; methylmagnesium chloride; cyclohexylmagnesium bromide In tetrahydrofuran; diethyl ether at 20℃; for 10h;	64%

4-methyl-1,3-pentadiene (926-56-7) + N,N'-di-tert-butyldiaziridinone (19656-74-7) → C15H28N2O

Conditions	Yield
With triphenyl phosphite; copper(l) chloride In benzene-d6 at 20℃; for 6h;	62%

Upstream product

• 5182-37-6 2,4,4,6-tetramethyl-1,3-dioxane 
• 107-41-5 2-methyl-2,4-pentanediol 
• 542-11-0 aniline hydrobromide 
• 624-97-5 2-methylpent-4-en-2-ol 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 2269-22-9 aluminum tri-sec-butoxide 
• 763-30-4 2-methyl-1,4-pentadiene 
• 52278-94-1 2,5-dibromo-2-methylpentane 
• 4325-82-0 4-methyl pent-3-en-2-ol 
• 63468-05-3 2-methyl-pent-3-en-2-ol 
• 7712-60-9 5-chloro-2-methyl-pent-2-ene 
• 2270-59-9 1-bromo-4-methylpent-3-ene 
• 53875-83-5 4-chloro-4-methyl-1-pentetne 
• 144-62-7 oxalic acid 

Downstream Products

• 110-16-7 maleic acid 
• 4461-48-7 4-methyl-2-pentene 
• 674-76-0 (E)-4-methylpent-2-ene 
• 107-83-5 2-Methylpentane 
• 758-87-2 3-methyl-4-penten-2-one 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 67-64-1 acetone 
• 66848-41-7 2,4-dimethyl-cyclohex-3-enecarbonitrile 
• 39491-73-1 (E)-(4-methylpenta-1,3-dien-1-yl)benzene 
• 74312-54-2 (E)-4-methyl-1-phenyl-2,4-pentadiene 
• 112150-23-9 2-(4'-methoxyphenyl)-1-methyl-3-(2'-methylpropenyl)cyclobutane 
• 1227628-29-6 1-(((1R,6S)-1,6-dimethyl-2-(4-methylpent-3-enyl)cyclohex-2-enyl)methyl)-2-methoxybenzene 
• 1227628-64-9 1-(((1R,6S)-1,6-dimethyl-2-(4-methylpent-3-enyl)cyclohex-2-enyl)methyl)-2-methoxybenzene 

Relevant articles and documents

Preparation method of 2-methyl-1,3-pentadiene

The invention relates to a preparation method of 2-methyl-1,3-pentadiene. The preparation method comprises the following steps: in the presence of a supported metal catalyst and a catalyst assistant,carrying out a dehydration reaction on 2-methyl-2,4-pentanediol to obtain 2-methyl-1,3-pentadiene. According to the method, strong acid is not used as a catalyst, so the selectivity of a product is effectively improved, higher yield can be obtained, the problem of equipment corrosion is avoided, the service life of equipment is prolonged, environmental protection benefits are remarkable, and the method is environment-friendly. The 2-methyl-1,3-pentadiene prepared by the method is high in selectivity and high in yield, the generation of a byproduct, namely 4-methyl-1,3-pentadiene is effectivelyreduced, the cyclic application of the catalyst is realized, and the industrial large-scale production of ligustral is facilitated.

Z-selective metathesis homocoupling of 1,3-dienes by molybdenum and tungsten monoaryloxide pyrrolide (MAP) complexes

Molybdenum or tungsten monoaryloxide pyrrolide (MAP) complexes that contain OHIPT as the aryloxide (hexaisopropylterphenoxide) are effective catalysts for homocoupling of simple (E)-1,3-dienes to give (E,Z,E)-trienes in high yield and with high Z selectivities. A vinylalkylidene MAP species was shown to have the expected syn structure in an X-ray study. MAP catalysts that contain OHMT (hexamethylterphenoxide) are relatively inefficient.

Gas-phase kinetic and mechanistic studies of some interconverting alkylcyclopropene pairs: Involvement of dialkylvinylidene intermediates and their quantitative behaviour

The pyrolyses of two isomeric pairs of alkylcyclopropenes, namely 1,3-dimethyl- (15) and 1-ethyl-cyclopropene (16), and 1,3,3-trimethyl- (5) and 1-isopropyl-cyclopropene (17), have been studied in the gas phase. Complete product analyses at various conversions up to 95% were obtained for the decomposition of each compound at five temperatures over a 40°C range. The time-evolution data showed that the isomerisation reactions 15?16 and 5?17 were occurring. Kinetic modelling of each system allowed the determination of rate constants for these and all other decomposition processes. Tests confirmed that all reactions were unimolecular and homogeneous. Arrhenius parameters are reported for overall reactions and individual product pathways. Further kinetic analysis allowed us to extract the propensities (at 500 K) for 1,3-C-H insertion of the dialkylvinylidene intermediates involved in the rearrangements as follows: kprim:ksec: ktert = 1:16.5:46.4. Additional experiments with 13C-labelled cyclopropenes yielded alkyl group migration aptitudes for the dialkylvinylidenes (from the pattern of 13C in the alkyne products) as follows: Me:Et:iPr=1:3.1:1.5. Explanations for these trends are given. Another important finding is that of the dramatic rate enhancements for 1,3-diene product formation from the 1-alkylcyclopropenes; this can be explained by either hyperconjugative stabilisation of the vinylcarbene intermediates involved in this pathway, or their differing propensities to 1,2 H-shift. The observed large variations in product distribution amongst these four cyclopropenes is interpreted in terms of these specific effects on individual pathways.