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1,2,3,4,5-Pentamethylcyclopentadiene

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Name

1,2,3,4,5-Pentamethylcyclopentadiene

EINECS 223-743-4
CAS No. 4045-44-7 Density 0.814 g/cm3
PSA 0.00000 LogP 3.30890
Solubility Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water. Melting Point 236oC
Formula C10H16 Boiling Point 170.2 °C at 760 mmHg
Molecular Weight 136.237 Flash Point 44.4 °C
Transport Information UN 3295 3/PG 3 Appearance clear colorless to yellowish liquid
Safety 16 Risk Codes 10
Molecular Structure Molecular Structure of 4045-44-7 (1,3-Cyclopentadiene,1,2,3,4,5-pentamethyl-) Hazard Symbols R10:;
Synonyms

Cyclopentadiene,1,2,3,4,5-pentamethyl- (6CI,7CI);1,2,3,4,5-Pentamethyl-1,3-cyclopentadiene;1,2,3,4,5-Pentamethylcyclopentadiene;NSC 222823;

Article Data 48

1,2,3,4,5-Pentamethylcyclopentadiene Synthetic route

64417-15-8

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

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;
874964-07-5

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

A

462-18-0

tridecan-7-one

B

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
In toluene for 30h; Heating;A 98%
B 100%
862387-21-1

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

A

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

5736-88-9

p-butoxybenzaldehyde

Conditions
ConditionsYield
In toluene at 110℃; for 3h;A n/a
B 97%
874964-03-1

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

A

874963-99-2

10-chlorodecanal

B

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

A

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

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

A

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

97382-57-5

4-isobutyrylbenzaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 93%
862387-12-0

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

A

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 92%
874963-98-1

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

A

112-54-9

Dodecanal

B

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
73057-50-8

5-formylpentamethylcyclopentadiene

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

Conditions
ConditionsYield
With n-butyllithium; cyclopenta-1,3-diene In tetrahydrofuran; hexane91%
862387-17-5

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

A

4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 91%

1,2,3,4,5-Pentamethylcyclopentadiene Chemical Properties

IUPAC Name: 1,2,3,4,5-Pentamethylcyclopenta-1,3-diene
Systematic of 1,2,3,4,5-Pentamethylcyclopentadiene (CAS NO.4045-44-7): EINECS 223-743-4
CAS NO: 4045-44-7
Molecular Formula of 1,2,3,4,5-Pentamethylcyclopentadiene (CAS NO.4045-44-7): C10H16
Molecular Weight: 136.234
Molecular Structure:

Melting Point: 236 °C
ProductCategories: Alkenes ; Cyclic ; Organic Building Blocks 
Index of Refraction: 1.459
Molar Refractivity: 45.79 cm3
Molar Volume: 167.2 cm3
Surface Tension: 21.2 dyne/cm
Density of 1,2,3,4,5-Pentamethylcyclopentadiene (CAS NO.4045-44-7): 0.814 g/cm3
Flash Point: 44.4 °C
Enthalpy of Vaporization: 38.99 kJ/mol
Boiling Point: 170.2 °C at 760 mmHg
Vapour Pressure: 1.97 mmHg at 25°C

1,2,3,4,5-Pentamethylcyclopentadiene Uses

1,2,3,4,5-Pentamethylcyclopentadiene is used as an in situ growth modifier chemical for the chemical vapour deposition of IRON from IRON pentacarbonyl.

1,2,3,4,5-Pentamethylcyclopentadiene Toxicity Data With Reference

1、RTECS#: CAS# 4045-44-7: None listed 
2、LD50/LC50: RTECS: Not available. 
3、Carcinogenicity: 1,2,3,4,5-Pentamethylcyclopentadiene - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. 
4、Other: The toxicological properties have not been fully investigated. 
 

1,2,3,4,5-Pentamethylcyclopentadiene Safety Profile

Risk Statements: 10 
R10: Flammable.
Safety Statements: 16 
S16: Keep away from sources of ignition.
RIDADR: UN 3295 3/PG 3
WGK Germany: 3
F: 9-23
HazardClass: 3
PackingGroup: III
HS Code: 29021990

1,2,3,4,5-Pentamethylcyclopentadiene Specification

Handling and Storage of 1,2,3,4,5-Pentamethylcyclopentadiene
Handling: Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. 
Storage: Keep away from sources of ignition. Store in a cool, dry place. Do not store in direct SUNLIGHT. Store in a tightly closed container. Flammables-area.

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