Basic information
- CAS
2175-91-9- Standard SMILES
CC(C)=C1C=CC=C1- InChIKey
WXACXMWYHXOSIX-UHFFFAOYSA-N- Molecular formula
- C8H10
- Average molar mass
- 106.16 g/mol
- Monoisotopic mass
- 106.07825032
Names & identifiers
- Preferred name
- 1,3-Cyclopentadiene, 5-(1-methylethylidene)-
- IUPAC
- 5-propan-2-ylidenecyclopenta-1,3-diene
- English name
- 6,6-Dimethylfulvene
- Molecular formula
- C8H10
- Molecular weight
- 106.17
Names & synonyms
6,6-Dimethylfulvene2175-91-9Dimethylfulvene1,3-Cyclopentadiene, 5-(1-methylethylidene)-5-Isopropylidene-1,3-cyclopentadieneIsopropylidenecyclopentadieneFulvene, 6,6-dimethylNSC 1323501,3-Cyclopentadiene, 5-isopropylidene-5-IsopropylidenecyclopentadieneDTXSID101761495-(1-methylethylidene)cyclopenta-1,3-diene
Show more names
TIMTEC-BB SBB008063fulvene,6,6-dimethyl-6,6'-Dimethyl fulvene6,6-Dimethylfulvene>6,6-DiMethylfulvene >=97.0%
RefChem:72553DTXCID9098640InChI=1/C8H10/c1-7(2)8-5-3-4-6-8/h3-6H,1-2HWXACXMWYHXOSIX-UHFFFAOYSA-N5-(propan-2-ylidene)cyclopenta-1,3-diene5-propan-2-ylidenecyclopenta-1,3-dieneMFCD000116555-(1-Methylethylidene)-1,3-cyclopentadiene
Database identifiers
- CAS
2175-91-9- PubChem CID
- 137467
- DTXSID
DTXSID10176149- EC Number
- 629-062-2
- Nikkaji
- J44.201A
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 150
Experimental & physicochemical properties
SpringerMaterials PropertiesSchoenflies notation
Physicochemical properties
- Melting point
- 3 °C · 3 °C
- Boiling point
- 76 · 76-77 °C/50 mmHg (lit.)
- Density
- 0.881 g/mL · 0.881 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.548(lit.)
- Flash point
- 43 °C · 43°C
- storage temp.
- -20 °C · -20°C
- form
- clear liquid
- color
- Light yellow to Brown
- BRN
- 1616308 · 1616308
- InChI
- InChI=1S/C8H10/c1-7(2)8-5-3-4-6-8/h3-6H,1-2H3
- InChIKey
- WXACXMWYHXOSIX-UHFFFAOYSA-N
- SMILES
- C1/C(=C(/C)\C)/C=CC=1
- CAS DataBase Reference
- 2175 · 2175-91-9(CAS DataBase Reference)
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P301+P316, P303+P361+P353, P331, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 68 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety data
- F
- 4.10-10-13-23
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 3295 3/PG 3
- hs_code
- 2902190000
- risk_code
- 10-65
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS08
- hazard_code
- Xn
- safety_code
- 16-62
- hazard_class
- 3.2
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226-H304
- Hazard Classifications
- Asp. Tox. 1Flam. Liq. 3
- Precautionary statements
- P210-P301+P310+P331
Chemistry & industry
Applications
Uses6,6-Dimethylfulvene can be used for hydrogenation of azulene synthesis; olefin protection.
Preparation methods
Preparation6,6-Dimethylfulvene is prepared by reaction of cyclopentadiene with acetone under basic conditions. The condensation has also been accomplished using pyrrolidine.
Upstream & downstream products
Upstream raw materials
Related reactions
16 records
Compound notes
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