Basic information
- CAS
4045-44-7- Standard SMILES
CC1=C(C)C(C)C(C)=C1C- InChIKey
WQIQNKQYEUMPBM-UHFFFAOYSA-N- Molecular formula
- C10H16
- Average molar mass
- 136.23 g/mol
- Monoisotopic mass
- 136.12520051
Overview
structure in first source
Names & identifiers
- Preferred name
- 1,2,3,4,5-Pentamethylcyclopentadiene
- IUPAC
- 1,2,3,4,5-pentamethylcyclopenta-1,3-diene
- English name
- 1,2,3,4,5-Pentamethylcyclopentadiene
- Molecular formula
- C10H16
- Molecular weight
- 136.23
Names & synonyms
4045-44-71,2,3,4,5-Pentamethylcyclopentadiene1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-DSE3MRZ77CNSC-222823DTXSID00193466RefChem:410462DTXCID101159571,2,3,4,5-pentamethyl-cyclopentadiene223-743-41,2,3,4,5-pentamethylcyclopenta-1,3-dieneCyclopentadiene, 1,2,3,4,5-pentamethyl-
Show more names
PENTAMETHYLCYCLOPENTADIENEMCPTPMCPopentadiene1,2,3,4,5-PentamethyLPentamethycyclopentadienePENTAMETHYLCYCLOPENTADIENE 98+%Pentamethylcyclopentadiene,min.98%
1,2,3,4,5-Pentamethyl-1,3-cyclopentadieneUNII-DSE3MRZ77CNSC222823WQIQNKQYEUMPBM-UHFFFAOYSA-AKOS0159506991,2,3,4,5-Pentamethylcyclopentadiene, 95%1,3-Cyclopentadiene, pentamethyl-AMY6945
Database identifiers
- CAS
4045-44-7- PubChem CID
- 77667
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 192
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aliphatics, Unsaturated
Physical DescriptionColorless or light yellow liquid with a mild odor; [Alfa Aesar MSDS]
Physicochemical properties
- Boiling point
- 58 °C13 · 58 °C13 mm Hg(lit.)
- Density
- 0.87 g/mL · 0.87 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.474(lit.)
- Flash point
- 112 °F · 112 °F
- storage temp.
- 30 °C · Store below +30°C.
- form
- Liquid
- Specific Gravity
- 0.87 · 0.87
- color
- Clear colorless to yellow-orange, may darken on storage
- Water Solubility
- Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.
- Sensitive
- Light Sensitive
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (98.2%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information1,2,3,4,5-Pentamethylcyclopentadiene: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAn irritant; [Alfa Aesar MSDS] See Cyclopentadiene and Methylcyclopentadiene.
Hazard Classes and CategoriesFlam. Liq. 3 (98.2%)
Safety data
- F
- 9-23
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 3295 3/PG 3
- hs_code
- 29021990
- risk_code
- 10
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 16
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
Chemistry & industry
Applications
Uses1,2,3,4,5-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 DescriptionMechanism 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.
Upstream & downstream products
Downstream products
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Related reactions
4 records
Compound notes
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