Welcome to LookChem.com Sign In|Join Free

CAS

  • or

4045-44-7

Post Buying Request

4045-44-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

4045-44-7 Usage

Chemical Properties

clear colorless to yellowish liquid

Uses

1,2,3,4,5-Pentamethylcyclopentadiene serves as a precursor to the ligand 1,2,3,4,5-pentamethylcyclopentadienyl. It is used as a growth modifier chemical, during metal organic chemical vapor deposition of iron from iron pentacarbonyl. It is used as a ligand in "one-pot" iridium-catalyzed transformation of alcohols to amides. Further, it acts as an electron mediator in the regeneration process of nicotinamide adenine dinucleotide. In addition to this, it undergoes radical cation catalyzed cycloaddition reaction with allenes to get Diels-Alder product.

General Description

Mechanism of the Diels-Alder reaction of paramagneticendohedral metallofullerene and 1,2,3,4,5-pentamethylcyclopentadiene has been studied. Three-step large-scale preparation of 1,2,3,4,5-pentamethylcyclopentadiene has been reported. Reaction of 1,2,3,4,5-pentamethylcyclopentadiene (HCp*) with actinide ions in gas phase has been investigated by laser ablation mass spectrometry. It undergoes radical cation catalyzed cycloaddition with electron rich allenes to form Diels-Alder product.

Check Digit Verification of cas no

The CAS Registry Mumber 4045-44-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,4 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4045-44:
(6*4)+(5*0)+(4*4)+(3*5)+(2*4)+(1*4)=67
67 % 10 = 7
So 4045-44-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H16/c1-6-7(2)9(4)10(5)8(6)3/h6H,1-5H3

4045-44-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (P1292)  1,2,3,4,5-Pentamethylcyclopentadiene  >93.0%(GC)

  • 4045-44-7

  • 5mL

  • 935.00CNY

  • Detail
  • TCI America

  • (P1292)  1,2,3,4,5-Pentamethylcyclopentadiene  >93.0%(GC)

  • 4045-44-7

  • 25mL

  • 3,140.00CNY

  • Detail
  • Alfa Aesar

  • (L10957)  1,2,3,4,5-Pentamethylcyclopentadiene, 94%   

  • 4045-44-7

  • 1g

  • 324.0CNY

  • Detail
  • Alfa Aesar

  • (L10957)  1,2,3,4,5-Pentamethylcyclopentadiene, 94%   

  • 4045-44-7

  • 5g

  • 1269.0CNY

  • Detail
  • Alfa Aesar

  • (L10957)  1,2,3,4,5-Pentamethylcyclopentadiene, 94%   

  • 4045-44-7

  • 25g

  • 4261.0CNY

  • Detail

4045-44-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2,3,4,5-Pentamethylcyclopentadiene

1.2 Other means of identification

Product number -
Other names 1,2,3,4,5-PentaMethylcyclopentadiene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4045-44-7 SDS

4045-44-7Synthetic route

3,4,5-trimethyl-2,5-heptadien-4-ol
64417-15-8

3,4,5-trimethyl-2,5-heptadien-4-ol

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With C24H14Ga4N2O6(12-)*12K(1+) In water at 50℃; for 12h; pH=11; Nazarov cyclization;100%
With toluene-4-sulfonic acid In diethyl ether for 1h; Inert atmosphere; Reflux;75%
With toluene-4-sulfonic acid In diethyl ether
With K12Ga4[N,N'-bis(2,3-dihydroxybenzoyl)-1,5-diaminonapthalene]6 In dimethylsulfoxide-d6; water-d2 at 45℃; pH=8; Nazarov cyclization;
7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-7-tridecanol
874964-07-5

7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-7-tridecanol

A

tridecan-7-one
462-18-0

tridecan-7-one

B

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
In toluene for 30h; Heating;A 98%
B 100%
(4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol
862387-21-1

(4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

p-butoxybenzaldehyde
5736-88-9

p-butoxybenzaldehyde

Conditions
ConditionsYield
In toluene at 110℃; for 3h;A n/a
B 97%
10-chloro-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-1-decanol
874964-03-1

10-chloro-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-1-decanol

A

10-chlorodecanal
874963-99-2

10-chlorodecanal

B

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;A 95%
B n/a
4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzonitrile

4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzonitrile

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

Conditions
ConditionsYield
In toluene at 110℃; for 3h;A n/a
B 93%
1-{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}-2-methyl-1-propanone

1-{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}-2-methyl-1-propanone

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

4-isobutyrylbenzaldehyde
97382-57-5

4-isobutyrylbenzaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 93%
(4-bromophenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol
862387-12-0

(4-bromophenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 92%
1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-1-dodecanol
874963-98-1

1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-1-dodecanol

A

Dodecanal
112-54-9

Dodecanal

B

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;A 92%
B n/a
5-formylpentamethylcyclopentadiene
73057-50-8

5-formylpentamethylcyclopentadiene

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With n-butyllithium; cyclopenta-1,3-diene In tetrahydrofuran; hexane91%
methyl 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzoate
862387-17-5

methyl 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzoate

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 91%
1,2,3,3,4,5-hexamethyl-6-methylene-cyclohexa-1,4-diene
3043-52-5

1,2,3,3,4,5-hexamethyl-6-methylene-cyclohexa-1,4-diene

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

Hexamethylbenzene
87-85-4

Hexamethylbenzene

Conditions
ConditionsYield
With tetrafluoroboric acid In water for 24h; Ambient temperature; Irradiation; Title compound not separated from byproducts;A 90%
B 7 % Chromat.
In water Product distribution; Mechanism; Ambient temperature; Irradiation; formation of heptamethylbenzenium cation with dissolution in different acids;
(2-naphthyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol
862387-13-1

(2-naphthyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

β-naphthaldehyde
66-99-9

β-naphthaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 87%
{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone
862387-15-3

{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

4-benzoylbenzaldehyde
20912-50-9

4-benzoylbenzaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 87%
4-(buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)(trimethylsiloxy)methane

4-(buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)(trimethylsiloxy)methane

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

p-butoxybenzaldehyde
5736-88-9

p-butoxybenzaldehyde

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃;A n/a
B 86%
methyl 6-hydroxy-6-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)hexanoate
874964-04-2

methyl 6-hydroxy-6-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)hexanoate

A

methyl 6-oxohexanoate
6654-36-0

methyl 6-oxohexanoate

B

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 36h;A 81%
B n/a
1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenyl-1-propanol
874964-00-8

1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenyl-1-propanol

A

3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

B

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;A 80%
B n/a
1-cyclohexyl-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-methanol
874964-01-9

1-cyclohexyl-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-methanol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 24h;A n/a
B 80%
7-hydroxy-7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)heptanenitrile
874964-02-0

7-hydroxy-7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)heptanenitrile

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

7-oxoheptanenitrile
18214-15-8

7-oxoheptanenitrile

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 24h;A n/a
B 75%
(2-methoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

(2-methoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 69%
Cp*Mo(NO)(κ2-1,2-bis(dimethylphosphino)ethane)

Cp*Mo(NO)(κ2-1,2-bis(dimethylphosphino)ethane)

propyl bromide
106-94-5

propyl bromide

A

propene
187737-37-7

propene

B

propane
74-98-6

propane

C

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

D

[Mo(NO)(Br)2(1,2-bis(dimethylphosphino)ethane)]2

[Mo(NO)(Br)2(1,2-bis(dimethylphosphino)ethane)]2

Conditions
ConditionsYield
In tetrahydrofuran at 70℃; Schlenk technique; Glovebox;A n/a
B n/a
C n/a
D 69%
cis-1,2,3,4,5-pentamethyl-2-cyclopentenol

cis-1,2,3,4,5-pentamethyl-2-cyclopentenol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

cis-1,2,3,4-tetramethyl-5-methylenecyclopentene

cis-1,2,3,4-tetramethyl-5-methylenecyclopentene

Conditions
ConditionsYield
With benzoic acid In benzene-d6 at 45℃;A 67%
B 33%
trans-1,2,3,4,5-pentamethyl-2-cyclopentenol

trans-1,2,3,4,5-pentamethyl-2-cyclopentenol

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

C10H16

C10H16

Conditions
ConditionsYield
With benzoic acid In benzene-d6 at 45℃; for 24h;A 58%
B 42%
bis(pentamethylcyclopentadienyl)ytterbium(THF)2

bis(pentamethylcyclopentadienyl)ytterbium(THF)2

N,N'-bis(2,6-dimethylphenyl)butane-2,3-diimine
49673-40-7

N,N'-bis(2,6-dimethylphenyl)butane-2,3-diimine

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

C34H47N2OYb

C34H47N2OYb

Conditions
ConditionsYield
Stage #1: bis(pentamethylcyclopentadienyl)ytterbium(THF)2; N,N'-bis(2,6-dimethylphenyl)butane-2,3-diimine In tetrahydrofuran at 40℃; for 0.5h; Schlenk technique; Glovebox;
Stage #2: In toluene at 60℃; for 5h; Schlenk technique; Glovebox;
A 52%
B 57%
5-(1-Hydroxyethyl)-1,2,3,4,5-pentamethylcyclopentadien
41216-83-5

5-(1-Hydroxyethyl)-1,2,3,4,5-pentamethylcyclopentadien

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

1,2,4,5,6,7-hexamethyl-8-methylidene-3-oxabicyclo<3.3.0>oct-6-ene

1,2,4,5,6,7-hexamethyl-8-methylidene-3-oxabicyclo<3.3.0>oct-6-ene

Conditions
ConditionsYield
With triphenylphosphine In tetrachloromethane for 0.333333h; Heating;A 34%
B 28%
1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene
7641-77-2

1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With sulfuric acid In methanol
5-acetyl-1,2,3,4,5-pentamethylcyclopentadiene
15971-76-3

5-acetyl-1,2,3,4,5-pentamethylcyclopentadiene

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethylene glycol
2,3,4,5-tetramethyl-2-cyclopenten-1-one
54458-61-6

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

methyllithium
917-54-4

methyllithium

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
(i), (ii) I2; Multistep reaction;
7-(1,2,3,4,5-Pentamethyl-cyclopenta-2,4-dienyl)-cyclohepta-1,3,5-triene
51905-33-0

7-(1,2,3,4,5-Pentamethyl-cyclopenta-2,4-dienyl)-cyclohepta-1,3,5-triene

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With trifluoroacetic acid
dimethyl sulfate
77-78-1

dimethyl sulfate

sodium cyclopentadienylide
4984-82-1

sodium cyclopentadienylide

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With sodium amide In ammonia
(η6-benzene)titanium(II)(Al2Cl8)

(η6-benzene)titanium(II)(Al2Cl8)

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

ethylaluminum dichloride
563-43-9

ethylaluminum dichloride

(pentamethylcyclopentadiene)titanium(Al2Cl5.9(C2H5)2.1)

(pentamethylcyclopentadiene)titanium(Al2Cl5.9(C2H5)2.1)

Conditions
ConditionsYield
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. and phosphine (molar ratio of Ti/Al/PPh3 = 1/2/2); monitored by ESR;100%
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. and phosphine (molar ratio of Ti/Al/PPh3 = 1/3/2); monitored by ESR;100%
(η6-benzene)titanium(II)(Al2Cl8)

(η6-benzene)titanium(II)(Al2Cl8)

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

ethylaluminum dichloride
563-43-9

ethylaluminum dichloride

(pentamethylcyclopentadiene)titanium(Al2Cl6.1(C2H5)1.9)

(pentamethylcyclopentadiene)titanium(Al2Cl6.1(C2H5)1.9)

Conditions
ConditionsYield
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al/PPh3 = 1/4/4); monitored by ESR;100%
(η6-benzene)titanium(II)(Al2Cl8)

(η6-benzene)titanium(II)(Al2Cl8)

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

diethylaluminium chloride
96-10-6

diethylaluminium chloride

(pentamethylcyclopentadiene)titanium(Al2Cl6.3(C2H5)1.7)

(pentamethylcyclopentadiene)titanium(Al2Cl6.3(C2H5)1.7)

Conditions
ConditionsYield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al = 1/3); monitored by ESR;100%
(η6-benzene)titanium(II)(Al2Cl8)

(η6-benzene)titanium(II)(Al2Cl8)

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

diethylaluminium chloride
96-10-6

diethylaluminium chloride

(pentamethylcyclopentadiene)titanium(Al2Cl6.8(C2H5)1.2)

(pentamethylcyclopentadiene)titanium(Al2Cl6.8(C2H5)1.2)

Conditions
ConditionsYield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al = 1/2); monitored by ESR;100%
(η6-benzene)titanium(II)(Al2Cl8)

(η6-benzene)titanium(II)(Al2Cl8)

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

diethylaluminium chloride
96-10-6

diethylaluminium chloride

(pentamethylcyclopentadiene)titanium(Al2Cl5.9(C2H5)2.1)

(pentamethylcyclopentadiene)titanium(Al2Cl5.9(C2H5)2.1)

Conditions
ConditionsYield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of Al-compd. (molar ratio of Ti/Al = 1/5); monitored by ESR;100%
(η6-benzene)titanium(II)(Al2Cl8)

(η6-benzene)titanium(II)(Al2Cl8)

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

triethylaluminum
97-93-8

triethylaluminum

(pentamethylcyclopentadiene)titanium(Al2Cl4(C2H5)4)

(pentamethylcyclopentadiene)titanium(Al2Cl4(C2H5)4)

Conditions
ConditionsYield
In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of AlEt3 (molar ratio of Ti/Al = 1/4); monitored by ESR;100%
With triphenylphosphine In benzene mixing of Ti-compd. in benzene with cyclopentadiene, then addn. of AlEt3 and phosphine (molar ratio of Ti/Al/phosphine = 1/4/2); monitored by ESR;50%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

bis(pentamethylcyclopentadienyl)ruthenium(II)
84821-53-4

bis(pentamethylcyclopentadienyl)ruthenium(II)

Conditions
ConditionsYield
With lithium carbonate In water; isopropyl alcohol at 90℃; for 4h; Inert atmosphere;100%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

methyllithium
917-54-4

methyllithium

lithium pentamethylcyclopentadienide

lithium pentamethylcyclopentadienide

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃;100%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

RuCl2(acetonitrile)4

RuCl2(acetonitrile)4

bis(pentamethylcyclopentadienyl)ruthenium(II)
84821-53-4

bis(pentamethylcyclopentadienyl)ruthenium(II)

Conditions
ConditionsYield
With lithium carbonate In water; isopropyl alcohol at 90℃; for 4h;100%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

(pentamethyl)cyclopentadienyl potassium

(pentamethyl)cyclopentadienyl potassium

Conditions
ConditionsYield
With potassium hexamethylsilazane In diethyl ether at 20℃; for 15h;100%
With potassium hexamethylsilazane
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

ruthenium(III) trichloride hydrate

ruthenium(III) trichloride hydrate

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

Conditions
ConditionsYield
In ethanol for 3h; Reflux; Inert atmosphere;100%
iridium(III) chloride hydrate

iridium(III) chloride hydrate

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

Conditions
ConditionsYield
In methanol (Ar); using Schlenk techniques; treatment of IrCl3*99H2O with C5HMe5 in MeOH according to: C.White, A. Yates, P. M. Maitlis, D. M. Heinekey, Inorg. Synth. 29 (1992) 228;99%
In methanol at 119.84 - 149.84℃; for 0.75h; Microwave irradiation; Sonication; Inert atmosphere;54.5%
rhodium(III) chloride trihydrate

rhodium(III) chloride trihydrate

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

Conditions
ConditionsYield
In methanol (Ar); using Schlenk techniques; treatment of RhCl3*3H2O with C5HMe5 in MeOH according to: C.White, A. Yates, P. M. Maitlis, D. M. Heinekey, Inorg. Synth. 29 (1992) 228;99%
In methanol for 6h; Reflux;
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

(E)-methyl 4-((1R,2R,3S,4R)-2-ethynyl-3-hydroxy-4-methylcyclohexyl)-4-oxobut-2-enoate
1344118-68-8

(E)-methyl 4-((1R,2R,3S,4R)-2-ethynyl-3-hydroxy-4-methylcyclohexyl)-4-oxobut-2-enoate

(1S,2S,3S,7S)-methyl 3-((1R,2R,3S,4R)-2-ethynyl-3-hydroxy-4-methylcyclohexanecarbonyl)-1,4,5,6,7-pentamethylbicyclo[2.2.1]hept-5-ene-2-carboxylate

(1S,2S,3S,7S)-methyl 3-((1R,2R,3S,4R)-2-ethynyl-3-hydroxy-4-methylcyclohexanecarbonyl)-1,4,5,6,7-pentamethylbicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions
ConditionsYield
In benzene at 20℃; Diels-Alder reaction; Inert atmosphere;99%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

ruthenium(III) trichloride hydrate

ruthenium(III) trichloride hydrate

bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]

bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]

Conditions
ConditionsYield
In ethanol for 3h; Inert atmosphere; Reflux;99%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

p-butoxybenzaldehyde
5736-88-9

p-butoxybenzaldehyde

(4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol
862387-21-1

(4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: p-butoxybenzaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;
98%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: p-butoxybenzaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;
98%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Methyl cinnamate
103-26-4

Methyl cinnamate

methyl 3-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenylpropanoate
38855-09-3

methyl 3-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenylpropanoate

Conditions
ConditionsYield
With n-butyllithium; diethylaluminium chloride In tetrahydrofuran; hexane at -20℃; for 1h;98%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

m-Chlorobenzoyl chloride
618-46-2

m-Chlorobenzoyl chloride

3-chlorophenyl 1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl ketone
1002716-74-6

3-chlorophenyl 1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl ketone

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: m-Chlorobenzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h;
98%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.666667h;
Stage #2: m-Chlorobenzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h; Further stages.;
93%
dodecacarbonyl-triangulo-triruthenium
15243-33-1

dodecacarbonyl-triangulo-triruthenium

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Diphenylvinylphosphine
2155-96-6

Diphenylvinylphosphine

C25H30OPRu
1418289-10-7

C25H30OPRu

Conditions
ConditionsYield
Stage #1: dodecacarbonyl-triangulo-triruthenium; 1,2,3,4,5-pentamethylcyclopentadiene In 1,4-dioxane at 20℃; for 1h; Glovebox; Schlenk technique; Reflux; Inert atmosphere;
Stage #2: Diphenylvinylphosphine In n-heptane for 2h; Glovebox; Schlenk technique; Reflux; Inert atmosphere;
98%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

p-benzoquinone
106-51-4

p-benzoquinone

1,2,3,4,9-pentamethyl-1,4,4a,8a-tetrahydro-1,4-methan-naphthalene-5,8-dione

1,2,3,4,9-pentamethyl-1,4,4a,8a-tetrahydro-1,4-methan-naphthalene-5,8-dione

Conditions
ConditionsYield
With methyltrioxorhenium(VII) In acetone at 30℃; for 0.75h;98%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

(2-methoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

(2-methoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: ortho-anisaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;
97%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: ortho-anisaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;
97%
tridecan-7-one
462-18-0

tridecan-7-one

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-7-tridecanol
874964-07-5

7-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-7-tridecanol

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #2: tridecan-7-one With dimethylaluminum chloride In tetrahydrofuran; hexane at -20℃; for 1h;
97%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

1-cyclohexyl-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-methanol
874964-01-9

1-cyclohexyl-1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-methanol

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #2: cyclohexanecarbaldehyde With dimethylaluminum chloride In tetrahydrofuran; hexane at -20℃; for 1h;
97%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #2: With dimethylaluminum chloride In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #3: cyclohexanecarbaldehyde In tetrahydrofuran; hexane at -20℃; for 1h;
97%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

benzoyl chloride
98-88-4

benzoyl chloride

1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl phenyl ketone
35211-67-7

1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl phenyl ketone

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: benzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h;
96%
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.666667h;
Stage #2: benzoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h; Further stages.;
90%
chloro(1,5-cyclooctadiene)iridium(I) dimer

chloro(1,5-cyclooctadiene)iridium(I) dimer

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

Conditions
ConditionsYield
With hydrogenchloride In further solvent(s) addn. of concd. HCl to soln. of Ir-complex in pentamethylcyclopentadiene, refluxing with stirring under Ar; leaving stirring for 2 h, crystn., filtn., washing with methanol yields first crop of crystals, further treatment of filtrate yields another batch of crystals, recrystn. from CHCl3/diethyl ether, elem. anal.;96%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl o-tolyl ketone
1010106-91-8

1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl o-tolyl ketone

Conditions
ConditionsYield
Stage #1: 1,2,3,4,5-pentamethylcyclopentadiene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: ortho-toluoyl chloride In tetrahydrofuran; hexane at 0℃; for 0.5h;
96%
1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

pentamethyl-1,3-cyclopentadienylsodium
40585-51-1

pentamethyl-1,3-cyclopentadienylsodium

Conditions
ConditionsYield
With sodium In toluene for 72h; Heating;95%

4045-44-7Relevant articles and documents

Synthesis and characterization of cyclopentadienylgallium amide compounds as potential single source precursors to GaN

Perrotin,Kennon, Bretni S.,Twamley, Brendan,Miller, Joel S.,Shapiro, Pamela J.

, p. 216 - 222 (2014)

The synthesis, spectroscopic characterization, and single crystal X-ray structures of [(η5-C5Me4H)2Ga(μ2-NH2)] (1), [(η5-C5Me5)2Ga(μ2-

-

deVries,L.

, p. 1838 (1960)

-

Reactivity of Cp*Al towards Silanols: Formation and Hydrolysis of Alumosiloxanes

Wittwer, Philipp,Stelzer, Adrian,Braun, Thomas

, p. 3187 - 3194 (2018)

Treatment of [Cp*Al]4 (1) (Cp* = pentamethylcyclopentadienyl) with various silanols gave access to the compounds [Al{OSi(OtBu)3}3(DMAP)] (3) (DMAP = 4-dimethylaminopyridine), [HNEt3][Al(OSiPh3)4

Enzymelike catalysis of the nazarov cyclization by supramolecular encapsulation

Hastings, Courtney J.,Pluth, Michael D.,Bergman, Robert G.,Raymond, Kenneth N.

, p. 6938 - 6940 (2010)

The water-soluble, self-assembled, tetrahedral assembly K 12Ga4L6 (L = 1,5-biscatecholamidenaphthalene) catalyzes the Nazarov cyclization of 1,3-pentadienols with extremely high levels of efficiency. The catalyzed reaction proceeds over a million times faster than the background reaction, an increase comparable to those observed in some enzymatic systems. This catalysis operates under aqueous conditions at mild temperatures and pH, and the reaction is halted by the addition of an appropriate inhibitor. This unprecedented rate enhancement is attributed to both the stabilization of protonated reaction intermediates and the effect of constrictive binding on the bound guest.

Childs,Zeya

, p. 3425,3426 (1975)

Pentamethyl cyclopentadiene preparation method

-

Paragraph 0013-0015, (2019/08/07)

The invention relates to a pentamethyl cyclopentadiene preparation method which is characterized in that a Grignard reagent is prepared from chloromethane and magnesium in ether solvents under low-temperature conditions, temperature is reduced, tetramethyl cyclopentanone is dropwise added, temperature reaction is performed, and hydrochloric acid is added after reaction to perform dehydration alkene forming reaction. Post-treatment and rectification under vacuum are performed to obtain qualified products. The preparation method has the advantages that raw materials are inexpensive and easy to obtain, yield is high, production cost can be controlled, process steps are short, conditions are mild, and the preparation method is safe, reliable and suitable for industrial production.

Reactivity Study of Pyridyl-Substituted 1-Metalla-2,5-diaza-cyclopenta-2,4-dienes of Group 4 Metallocenes

Becker, Lisanne,Rei?, Fabian,Altenburger, Kai,Spannenberg, Anke,Arndt, Perdita,Jiao, Haijun,Rosenthal, Uwe

, p. 10826 - 10838 (2016/07/27)

In this work the reactivity of 1-metalla-2,5-diaza-cyclopenta-2,4-dienes of group 4 metallocenes, especially of the pyridyl-substituted examples, towards small molecules is investigated. The addition of H2, CO2, Ph?C≡N, 2-py?C≡N, 1,3-dicyanobenzene or 2,6-dicyanopyridine results in exchange reactions, which are accompanied by the elimination of a nitrile. For CO2, a coordination to the five-membered cycle occurs in case of Cp*2Zr(N=C(2-py)?C(2-py)=N). A 1,4-diaza-buta-1,3-diene complex is formed by H-transfer in the conversion of the analogous titanocene compound with CH3?C≡N, PhCH2?C≡N or acetone. For CH3?C≡N a coupling product of three acetonitrile molecules is established additionally. In order to split off the metallocene from the coupled nitriles, we examined reactions with HCl, PhPCl2, PhPSCl2and SOCl2. In the last case, the respective thiadiazole oxides and the metallocene dichlorides were obtained. A subsequent reaction produced thiadiazoles.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 4045-44-7