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1,2,3,4-TETRAMETHYLCYCLOPENTA-1,3-DIENE
Cas No: 4249-10-9
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Manufacturer CAS 4249-10-9 with best price
Cas No: 4249-10-9
USD $ 146.0-176.0 / Gram 10 Gram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
1,2,3,4-Tetramethyl-1,3-cyclopentadiene 4249-10-9
Cas No: 4249-10-9
No Data 1 Kilogram 10000 Metric Ton/Month Shanghai Upbio Tech Co.,Ltd Contact Supplier
1,2,3,4-TETRAMETHYLCYCLOPENTA-1,3-DIENE CAS NO.4249-10-9
Cas No: 4249-10-9
No Data 10 Gram Metric Ton/Day Jilin Tely Imp.& Exp.Co., Ltd. Contact Supplier
High Purity 1,2,3,4-TETRAMETHYLCYCLOPENTA-1,3-DIENE CAS NO.4249-10-9 Cas No: 4249-10-9
Cas No: 4249-10-9
USD $ 1.0-3.0 / Gram 10 Gram 1000 Kilogram/Month Wuhan Monad Medicine Tech Co.,LTD Contact Supplier
1,2,3,4-Tetramethyl-1,3-cyclopentadiene manufacturer
Cas No: 4249-10-9
No Data No Data No Data Shaanxi Mingqi Chemical Co., Ltd Contact Supplier
1,2,3,4-Tetramethyl-1,3-cyclopentadiene
Cas No: 4249-10-9
No Data No Data No Data Shandong Hanjiang Chemical Co., Ltd. Contact Supplier
1,3-Cyclopentadiene,1,2,3,4-tetramethyl-
Cas No: 4249-10-9
No Data 1 Kilogram 1 Metric Ton/Month HANGZHOU YUNUO CHEMICAL CO.,LTD Contact Supplier
1,2,3,4-TetraMethyl-1,3-cyclopentadiene, Mixture of isoMers
Cas No: 4249-10-9
USD $ 1.0-1.0 / Gram 1 Gram 1 Metric Ton/Day PRIME MOLECULAR CO.,LIMITED Contact Supplier
1,2,3,4-Tetramethyl-1,3-cyclopentadiene
Cas No: 4249-10-9
No Data No Data 5 Hangzhou J&H Chemical Co., Ltd. Contact Supplier

4249-10-9 Usage

Chemical Properties

light yellow liquid
InChI:InChI=1/C9H14/c1-6-5-7(2)9(4)8(6)3/h5H2,1-4H3

4249-10-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (38577)  Tetramethylcyclopentadiene, mixed isomers, tech. 85%    4249-10-9 25g 8923.0CNY Detail
Alfa Aesar (38577)  Tetramethylcyclopentadiene, mixed isomers, tech. 85%    4249-10-9 5g 2172.0CNY Detail
Alfa Aesar (38577)  Tetramethylcyclopentadiene, mixed isomers, tech. 85%    4249-10-9 1g 464.0CNY Detail

4249-10-9Synthetic route

2,3,4,5-tetramethylcyclopent-2-en-1-ol
82061-20-9

2,3,4,5-tetramethylcyclopent-2-en-1-ol

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
With Dandong Pearl-H type cation exchange resin In diethyl ether at 25℃; Reagent/catalyst;82%
With sulfuric acid at 50℃; for 0.5h; Temperature;55.3%
toluene-4-sulfonic acid In diethyl ether for 0.333333h; Ambient temperature; Yield given;
With toluene-4-sulfonic acid In benzene Ambient temperature; Yield given;
With iodine In diethyl ether Yield given;
(C5Me4H)2Yb(THF)2
164528-21-6

(C5Me4H)2Yb(THF)2

N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine
49673-43-0

N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine

A

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

B

C31H41N2OYb

C31H41N2OYb

Conditions
ConditionsYield
Stage #1: (C5Me4H)2Yb(THF)2; N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine In tetrahydrofuran at 40℃; for 0.5h; Schlenk technique; Glovebox;
Stage #2: In toluene at 60℃; for 5h; Schlenk technique; Glovebox;
A 78%
B 49%
2,3,4,5-tetramethyl-2-cyclopenten-1-one
54458-61-6

2,3,4,5-tetramethyl-2-cyclopenten-1-one

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; sulfuric acid Heating;75%
Stage #1: 2,3,4,5-tetramethyl-2-cyclopenten-1-one With lithium aluminium tetrahydride In diethyl ether for 2h;
Stage #2: With hydrogenchloride; air In diethyl ether; water for 16h;
37%
Multi-step reaction with 2 steps
1: LiAlH4
2: p-TsOH / benzene / Ambient temperature
View Scheme
With sodium tetrahydroborate In ethanol
(2E,5E)-3,5-dimethylhepta-2,5-dien-4-ol
49587-60-2

(2E,5E)-3,5-dimethylhepta-2,5-dien-4-ol

A

chlorotetramethylcyclopentene

chlorotetramethylcyclopentene

B

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; water at 20℃; for 2 - 4h;A 15%
B 75%
N’-(2,3,4,5-tetramethylcyclopent-2-ene-ylidene)tosylhydrazide

N’-(2,3,4,5-tetramethylcyclopent-2-ene-ylidene)tosylhydrazide

A

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

B

C9H12S

C9H12S

C

nitrogen
7727-37-9

nitrogen

Conditions
ConditionsYield
With methyllithium In diethyl ether Schlenk technique;A 68%
B n/a
C n/a
(C5Me4H)2Yb(THF)2
164528-21-6

(C5Me4H)2Yb(THF)2

1,4-bis(2,6-diisopropylphenyl)-2,3-dimethyl-1,4-diazabuta-1,3-diene

1,4-bis(2,6-diisopropylphenyl)-2,3-dimethyl-1,4-diazabuta-1,3-diene

A

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

B

C41H61N2OYb

C41H61N2OYb

C

C27H39Yb

C27H39Yb

Conditions
ConditionsYield
Stage #1: (C5Me4H)2Yb(THF)2; 1,4-bis(2,6-diisopropylphenyl)-2,3-dimethyl-1,4-diazabuta-1,3-diene In tetrahydrofuran at 40℃; for 0.5h; Schlenk technique; Glovebox;
Stage #2: In toluene at 60℃; for 4h; Schlenk technique; Glovebox;
A 64%
B 35%
C 10%
1,1,2,3-Tetramethyl-4-methylen-cyclobuten-(2)
90644-55-6

1,1,2,3-Tetramethyl-4-methylen-cyclobuten-(2)

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
With sulfuric acid In tetrachloromethane
dimethyl sulfate
77-78-1

dimethyl sulfate

sodium cyclopentadienylide
4984-82-1

sodium cyclopentadienylide

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
With sodium amide In ammonia
1,2,3,4-Tetramethyl-cyclopent-3-enol
73659-32-2

1,2,3,4-Tetramethyl-cyclopent-3-enol

A

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

B

1,2,3,5-tetramethylcyclopenta-1,3-diene
10060-55-6

1,2,3,5-tetramethylcyclopenta-1,3-diene

C

1,3,4,5-tetramethylcyclopenta-1,3-diene
10060-56-7

1,3,4,5-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Heating; Title compound not separated from byproducts;
1-chloro-1,3,4-trimethyl-2-methylene-3-cyclobutene
90002-77-0

1-chloro-1,3,4-trimethyl-2-methylene-3-cyclobutene

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether
2: H2SO4 / CCl4
View Scheme
2,3,5,6-tetrahydro-2,3,5,6-tetramethyl-γ-pyrone
54458-60-5

2,3,5,6-tetrahydro-2,3,5,6-tetramethyl-γ-pyrone

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / p-TsOH / toluene
2: 75 percent / LiAlH4; aq. H2SO4 / Heating
View Scheme
(E)-4-methylhex-4-en-3-one
52883-78-0

(E)-4-methylhex-4-en-3-one

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 54 percent / KOH / methanol
2: 75 percent / p-TsOH / toluene
3: 75 percent / LiAlH4; aq. H2SO4 / Heating
View Scheme
pentan-3-one
96-22-0

pentan-3-one

halobenzene

halobenzene

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 57 percent / KOH / methanol
2: 54 percent / KOH / methanol
3: 75 percent / p-TsOH / toluene
4: 75 percent / LiAlH4; aq. H2SO4 / Heating
View Scheme
2,3,4-trimethylcyclopent-2-enone
83321-16-8

2,3,4-trimethylcyclopent-2-enone

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: Heating
View Scheme
monoaluminum phosphate

monoaluminum phosphate

2,3,4,5-tetramethylcyclopent-2-en-1-ol
82061-20-9

2,3,4,5-tetramethylcyclopent-2-en-1-ol

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

amberlyst-15 resin

amberlyst-15 resin

2,3,4-trimethyl-1,4-hexadien-3-ol

2,3,4-trimethyl-1,4-hexadien-3-ol

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
In pentane
methylene chloride
74-87-3

methylene chloride

1,2,3-trimethylcyclopentadiene
3853-27-8

1,2,3-trimethylcyclopentadiene

methyl tributylammonium chloride

methyl tributylammonium chloride

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
With sodium hydroxide
bromomethyldimethylsilyl chloride
16532-02-8

bromomethyldimethylsilyl chloride

potassium 2,3,4,5-tetramethyl cyclopentadienyl

potassium 2,3,4,5-tetramethyl cyclopentadienyl

A

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

B

C21H34Si

C21H34Si

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; Inert atmosphere; Schlenk technique; Reflux;
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

p-benzoquinone
106-51-4

p-benzoquinone

1,2,3,4-tetramethyl-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

1,2,3,4-tetramethyl-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

Conditions
ConditionsYield
In benzene at 30℃; for 4h;99%
tetrahydrofuran
109-99-9

tetrahydrofuran

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

C9H13(1-)*Na(1+)*2C4H8O

C9H13(1-)*Na(1+)*2C4H8O

Conditions
ConditionsYield
With sodium hydride for 24h; Reflux;98.1%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

ethynyl p-tolyl sulfone
13894-21-8

ethynyl p-tolyl sulfone

C18H22O2S

C18H22O2S

Conditions
ConditionsYield
at 80℃; Inert atmosphere; neat (no solvent);98%
decacarbonyldirhenium(0)
14285-68-8

decacarbonyldirhenium(0)

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

tricarbonyl(η5-tetramethylcyclopentadienyl)rhenium
111405-95-9

tricarbonyl(η5-tetramethylcyclopentadienyl)rhenium

Conditions
ConditionsYield
at 150 - 210℃; for 5.66667h; Inert atmosphere; Schlenk technique;98%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

2-butyl-5-nitroso-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-butyl-5-nitroso-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-butyl-5-(5,6,6a-trimethyl-3,3a,4,6a-tetrahydro-2H-cyclopenta[d]isoxazol-2-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-butyl-5-(5,6,6a-trimethyl-3,3a,4,6a-tetrahydro-2H-cyclopenta[d]isoxazol-2-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.0833333h;97%
tetrahydrofuran
109-99-9

tetrahydrofuran

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

C9H13(1-)*K(1+)*2C4H8O

C9H13(1-)*K(1+)*2C4H8O

Conditions
ConditionsYield
With potassium hydride for 24h; Reflux;96.5%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

ethenetetracarbonitrile
670-54-2

ethenetetracarbonitrile

5,5,6,6-tetracyano-1,2,3,4-tetramethylbicyclo<2.2.1>hept-2-ene
140137-40-2

5,5,6,6-tetracyano-1,2,3,4-tetramethylbicyclo<2.2.1>hept-2-ene

Conditions
ConditionsYield
In benzene at 25℃; Thermodynamic data; ΔH;96%
In benzene for 1.5h;96%
In 1,4-dioxane at 25℃; Rate constant; Thermodynamic data; ΔH;
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

chlorodimethyl(4-methoxyphenyl)silane
2372-33-0

chlorodimethyl(4-methoxyphenyl)silane

1-dimethyl(4-methoxyphenyl)silyl-2,3,4,5-tetramethylcyclopentadiene

1-dimethyl(4-methoxyphenyl)silyl-2,3,4,5-tetramethylcyclopentadiene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With sodium hydride; aniline In tetrahydrofuran at 50℃; for 2.5h;
Stage #2: chlorodimethyl(4-methoxyphenyl)silane In tetrahydrofuran; toluene at 0 - 20℃;
95.5%
benzothiophene-1,1-dioxide
825-44-5

benzothiophene-1,1-dioxide

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

endo-1,11,12,13-tetramethyl-3-thiatetracyclo[9.2.11,11.02,10.04,9]tetradeca-4,6,8,12-tetraene S,S-dioxide

endo-1,11,12,13-tetramethyl-3-thiatetracyclo[9.2.11,11.02,10.04,9]tetradeca-4,6,8,12-tetraene S,S-dioxide

Conditions
ConditionsYield
at 100℃; for 6h; Diels-Alder reaction; neat (no solvent); stereoselective reaction;95%
di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I)
12097-36-8

di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I)

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

(Me4Cp)Rh(cod)

(Me4Cp)Rh(cod)

Conditions
ConditionsYield
In methanol; toluene at 23℃;95%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

C99H132Th

C99H132Th

hydrogen
1333-74-0

hydrogen

C88H128OTh

C88H128OTh

Conditions
ConditionsYield
at 20℃; under 15201 Torr; for 12h; Inert atmosphere; Schlenk technique;93%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

2-butyl-6-nitroso-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-butyl-6-nitroso-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-butyl-6-(hydroxy(1,3,4-trimethyl-2-methylenecyclopent-3-en-1-yl)amino)-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-butyl-6-(hydroxy(1,3,4-trimethyl-2-methylenecyclopent-3-en-1-yl)amino)-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.0833333h; Kinetics; Solvent;93%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

N-butyl-5-nitrosonaphthalene-1-sulfonamide

N-butyl-5-nitrosonaphthalene-1-sulfonamide

N-butyl-5-(hydroxy(1,3,4-trimethyl-2-methylenecyclopent-3-en-1-yl)amino)naphthalene-1-sulfonamide

N-butyl-5-(hydroxy(1,3,4-trimethyl-2-methylenecyclopent-3-en-1-yl)amino)naphthalene-1-sulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.0833333h;91%
triisopropoxytitanium(IV) chloride
20717-86-6

triisopropoxytitanium(IV) chloride

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

(η5-tetramethylcyclopentadienyl)triisopropoxytitanium

(η5-tetramethylcyclopentadienyl)triisopropoxytitanium

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane Ar-atmosphere; addn. of BuLi (in hexane) to C5HMe4 (in THF, 0°C), warming to room temp., stirring (6 h), dropwise addn. of Ti-complex (in THF, -78°C), warming to room temp., stirring (12 h); solvent removal (vac.), extn. (pentane), filtration (Celite), solvent removal (vac.), chromy. (Bio-Beads); distillable (125-135°C, 1E-3 Torr); elem. anal.;90%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

isopropyldimethylsilyl chloride
3634-56-8

isopropyldimethylsilyl chloride

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

5-(isopropyldimethylsilyl)-1,2,3,4-tetramethylcyclopenta-1,3-diene
879549-46-9

5-(isopropyldimethylsilyl)-1,2,3,4-tetramethylcyclopenta-1,3-diene

Conditions
ConditionsYield
Stage #1: n-butyllithium; 1,2,3,4-tetramethylcyclopenta-1,3-diene In tetrahydrofuran; hexane
Stage #2: isopropyldimethylsilyl chloride In tetrahydrofuran; hexane
89%
maleic anhydride
108-31-6

maleic anhydride

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

C12H16O3

C12H16O3

Conditions
ConditionsYield
at 130℃; Inert atmosphere; neat (no solvent);89%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

Chlorodimethyl-(2,4,6-trimethylphenyl)silane
111784-85-1

Chlorodimethyl-(2,4,6-trimethylphenyl)silane

1-dimethyl(2,4,6-trimethylphenyl)silyl-2,3,4,5-tetramethylcyclopentadiene

1-dimethyl(2,4,6-trimethylphenyl)silyl-2,3,4,5-tetramethylcyclopentadiene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With sodium hydride; aniline In tetrahydrofuran at 50℃; for 2h;
Stage #2: Chlorodimethyl-(2,4,6-trimethylphenyl)silane In tetrahydrofuran; toluene at 0 - 20℃;
87.3%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

N-(4-bromophenyl)maleimide
13380-67-1

N-(4-bromophenyl)maleimide

1,2,3,4-tetramethylbicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic acid p-bromophenylimide
140137-41-3

1,2,3,4-tetramethylbicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic acid p-bromophenylimide

Conditions
ConditionsYield
In 1,4-dioxane at 25℃; Rate constant; Thermodynamic data; activation enthalpy ΔH(excit.) and entropy ΔS(excit.);87%
In 1,4-dioxane87%
at 25℃; Rate constant;
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

dimethyl(2-phenylethyl)chlorosilane
17146-08-6

dimethyl(2-phenylethyl)chlorosilane

1,2,3,4-tetramethyl-5-(dimethylphenethylsilyl)cyclopenta-1,3-diene
511551-21-6

1,2,3,4-tetramethyl-5-(dimethylphenethylsilyl)cyclopenta-1,3-diene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With n-butyllithium In hexane
Stage #2: dimethyl(2-phenylethyl)chlorosilane In tetrahydrofuran
87%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

chlorodimethyl(3,5-dimethylphenyl)silane
133538-12-2

chlorodimethyl(3,5-dimethylphenyl)silane

1-dimethyl(3,5-dimethylphenyl)silyl-2,3,4,5-tetramethylcyclopentadiene

1-dimethyl(3,5-dimethylphenyl)silyl-2,3,4,5-tetramethylcyclopentadiene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With sodium hydride; aniline In tetrahydrofuran at 50℃; for 2h;
Stage #2: chlorodimethyl(3,5-dimethylphenyl)silane In tetrahydrofuran; toluene at 0 - 20℃;
87%
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With sodium hydride; aniline In tetrahydrofuran at 50℃; for 2h;
Stage #2: chlorodimethyl(3,5-dimethylphenyl)silane In tetrahydrofuran; toluene at 0 - 20℃;
87%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

1-methyldiphenylsilyl-2,3,4,5-tetramethylcyclopentadiene

1-methyldiphenylsilyl-2,3,4,5-tetramethylcyclopentadiene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With sodium hydride; aniline In tetrahydrofuran at 50℃; for 2h;
Stage #2: chloromethyldiphenylsilane In tetrahydrofuran; toluene at 20 - 35℃;
86.5%
[2-(allyloxy)-3-tert-butyl-5-methylphenyl](chloro)dimethylsilane
188021-37-6

[2-(allyloxy)-3-tert-butyl-5-methylphenyl](chloro)dimethylsilane

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

[2-(allyloxy)-3-tert-butyl-5-methylphenyl](dimethyl)(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane
188021-39-8

[2-(allyloxy)-3-tert-butyl-5-methylphenyl](dimethyl)(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With sodium hydride; aniline In tetrahydrofuran at 50℃;
Stage #2: [2-(allyloxy)-3-tert-butyl-5-methylphenyl](chloro)dimethylsilane In tetrahydrofuran; toluene at 20℃; for 1h; Further stages.;
86%
1,2-bis-(chlorodimethylsilyl)ethane
13528-93-3

1,2-bis-(chlorodimethylsilyl)ethane

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

1,1'-<1,2-Ethandiylbis(dimethylsilyl)>bis(2,3,4,5-tetramethyl-2,4-cyclopentadien)
100516-68-5

1,1'-<1,2-Ethandiylbis(dimethylsilyl)>bis(2,3,4,5-tetramethyl-2,4-cyclopentadien)

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 3h;
Stage #2: 1,2-bis-(chlorodimethylsilyl)ethane In tetrahydrofuran; hexane for 8h; Heating;
85%
With n-butyllithium In tetrahydrofuran; hexane for 24h; Heating;72%
scandium tris(ortho-N,N-dimethylaminobenzyl)

scandium tris(ortho-N,N-dimethylaminobenzyl)

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

[(η5-teramethylcyclopentadienyl)Sc(III)(o-dimethylaminobenzyl)2]
959614-09-6

[(η5-teramethylcyclopentadienyl)Sc(III)(o-dimethylaminobenzyl)2]

Conditions
ConditionsYield
In tetrahydrofuran byproducts: CH3C6H4NMe2; 1 equiv. of H2C5Me4 at 70°C;85%
Os(hydride)6(triisopropylphosphine)2
131296-74-7

Os(hydride)6(triisopropylphosphine)2

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

[OsH3(η5-tetramethylcyclopentadienyl)(P(i-Pr)3)]
1313012-43-9

[OsH3(η5-tetramethylcyclopentadienyl)(P(i-Pr)3)]

Conditions
ConditionsYield
In octane byproducts: P(i-Pr)3, hydrogen; using Schlenk techniques; treatment of soln. of OsH6(P(i-Pr)3)2 in n-octane with 6 equiv. of tetramethylcyclopentadiene, reflux for 4 h; filtration, removal of solvent in vac.; as oil;85%
OsH3Cl(PPh3)3
244011-92-5

OsH3Cl(PPh3)3

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

[(η5-C5Me4H)OsCl(PPh3)2]
1239498-09-9

[(η5-C5Me4H)OsCl(PPh3)2]

Conditions
ConditionsYield
In toluene (N2); std. Schlenk technique; mixt. of diene (1.5 equiv.) and Os complexin toluene was refluxed for 4 h; evapd. (vac.); washed (hexane, Et2O); dried (vac.); elem. anal.;84.1%
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

phenyldimethylsilyl chloride
768-33-2

phenyldimethylsilyl chloride

1,2,3,4-tetramethyl-5-(dimethylphenylsilyl)cyclopenta-1,3-diene
127793-19-5

1,2,3,4-tetramethyl-5-(dimethylphenylsilyl)cyclopenta-1,3-diene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With n-butyllithium In hexane
Stage #2: phenyldimethylsilyl chloride In tetrahydrofuran
84%
maleiimide
541-59-3

maleiimide

1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

1,7,8,9-tetramethyl-4-aza-tricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione
1185256-09-0

1,7,8,9-tetramethyl-4-aza-tricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione

Conditions
ConditionsYield
In benzene for 6h; Diels-Alder reaction; Heating;84%
In methanol at 22℃; under 760.051 Torr; Kinetics;
1,2,3,4-tetramethylcyclopenta-1,3-diene
4249-10-9

1,2,3,4-tetramethylcyclopenta-1,3-diene

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

1-(chlorodimethylsilyl)-2,3,4,5-tetramethylcyclopenta-2,4-diene
125542-03-2

1-(chlorodimethylsilyl)-2,3,4,5-tetramethylcyclopenta-2,4-diene

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With n-butyllithium In diethyl ether; hexane
Stage #2: dimethylsilicon dichloride In tetrahydrofuran
83%
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With n-butyllithium In tetrahydrofuran at -78 - 20℃; Schlenk technique;
Stage #2: dimethylsilicon dichloride In tetrahydrofuran; hexane at 20℃; Schlenk technique;
83%
Stage #1: 1,2,3,4-tetramethylcyclopenta-1,3-diene With n-butyllithium In tetrahydrofuran at -78 - 20℃; Schlenk technique;
Stage #2: dimethylsilicon dichloride In tetrahydrofuran; hexane at -78 - 20℃; Schlenk technique;
83%

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