40288

6,6-ジメチルフルベン

≥95%

• 別名: 5-(1-メチルエチリデン)-1,3-シクロペンタジエン, 5-イソプロピリデン-1,3-シクロペンタジエン
• 実験式（ヒル表記法）: C₈H₁₀
• CAS番号: 2175-91-9
• 分子量: 106.17
• Beilstein: 1616308
• MDL番号: MFCD00011655
• UNSPSCコード: 12352100
• PubChem Substance ID: 57649965
• NACRES: NA.22

特性

• 品質水準: 100
• アッセイ: ≥95%
• フォーム: liquid
• 屈折率: n20/D 1.548 (lit.); n20/D 1.548
• bp: 76-77 °C/50 mmHg (lit.)
• 密度: 0.881 g/mL at 25 °C (lit.)
• 保管温度: −20°C
• SMILES記法: C\C(C)=C1/C=CC=C1
• InChI: 1S/C8H10/c1-7(2)8-5-3-4-6-8/h3-6H,1-2H3
• InChI Key: WXACXMWYHXOSIX-UHFFFAOYSA-N

詳細

詳細

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.

6,6-Dimethylfulvene undergoes nucleophilic reaction with lithium dichloromethide in the presence of THF at -75°C, selectively at its exocyclic double bond.

アプリケーション

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.

安全性情報

• ピクトグラム: GHS02,GHS08
• シグナルワード: Danger
• 危険有害性情報: H226,H304
• 注意書き: P210 - P233 - P240 - P241 - P301 + P310 - P331
• 危険有害性の分類: Asp. Tox. 1 - Flam. Liq. 3
• 保管分類コード: 3 - Flammable liquids
• WGK: WGK 3
• 引火点(°F): 109.4 °F - closed cup
• 引火点(℃): 43 °C - closed cup
• 個人用保護具 (PPE): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter