6,6-Dimethylfulvene

ALDRICH/40288 - ≥95%

Synonym: 5-(1-Methylethylidene)-1,3-cyclopentadiene; 5-Isopropylidene-1,3-cyclopentadiene

CAS Number: 2175-91-9
Empirical Formula (Hill Notation): C₈H₁₀
Molecular Weight: 106.17
MDL Number: MFCD00011655
Linear Formula: C₈H₁₀
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-40288-5ML	5 mL	$138.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95%
bp	76-77 °C/50 mmHg (lit.)
density	0.881 g/mL at 25 °C (lit.)
form	liquid
InChI	1S/C8H10/c1-7(2)8-5-3-4-6-8/h3-6H,1-2H3
InChI key	WXACXMWYHXOSIX-UHFFFAOYSA-N
refractive index	n20/D 1.548
	n20/D 1.548 (lit.)
SMILES string	CC(C)=C1/C=CC=C1
storage temp.	−20°C

Application:	6,6-Dimethylfulvene may be employed in the following studies: • One-pot synthesis of ansa-metallocenes. • Synthesis of endo and exo-adducts with maleic anhydride. • Synthesis of fulvenols or the corresponding trimethylsilyl ethers.
General description:	6,6-Dimethylfulvene undergoes nucleophilic reaction with lithium dichloromethide in the presence of THF at -75°C, selectively at its exocyclic double bond.
General description:	6,6-Dimethylfulvene [5-(1-methylethylidene)-1,3-cyclopentadiene] is a nonaromatic carbocyclic analog of isopropylbenzene. 6,6-Dimethylfulvene reacts with 2,2-bis(trifluoromethyl)-1,1-dicyanoethylene (BTF; 1) to afford the expected Diels-Alder cycloadduct, 7-(1-methylethylidene)-3,3-bis(trifluoromethyl)bicyclo[2.2.1]hept-5-ene-2,2-dicarbonitrile. Metal-free hydrogenation of 6,6-dimethylfulvene via frustrated Lewis pair (FLP) mediated triple domino reaction has been reported.The biotransformation of 6,6-dimethylfulvene by Pseudomonas putida RE213 has been studied.Cycloaddition of 6,6-dimethylfulvene with benzynes has been reported.
Packaging:	5 mL in glass bottle

Symbol	GHS02,GHS08
Signal word	Danger
Hazard statements	H226 - H304
Precautionary statements	P210 - P301 + P310 + P331
Hazard Codes	Xn
Risk Statements	10-65
Safety Statements	16-62
RIDADR	UN 3295C 3 / PGIII
WGK Germany	WGK 3
Flash Point(F)	109.4 °F - closed cup
Flash Point(C)	43 °C - closed cup

Purity	≥95%
bp	76-77 °C/50 mmHg (lit.)
Density	0.881 g/mL at 25 °C (lit.)
Refractive Index	n20/D 1.548 (lit.); n20/D 1.548
Storage Temp.	−20°C
UNSPSC	12352100

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