bicyclo[2.2.1]hepta-2,5-diene

• ChemBase编号: 109248
• 分子式: C7H8
• 平均质量: 92.13842
• 单一同位素质量: 92.06260026
• SMILES: C1C2C=CC1C=C2
• Canonical SMILES: C1=CC2CC1C=C2
• InChI: InChI=1S/C7H8/c1-2-7-4-3-6(1)5-7/h1-4,6-7H,5H2
• InChIKey: SJYNFBVQFBRSIB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: bicyclo[2.2.1]hepta-2,5-diene
• IUPAC传统名: norbornadiene
• 别名: 2,5-降冰片二烯; BICYCLO(2.2.1)HEPTA-2,5-DIENE; quadricyclo[2.2.1.02,6.03.5]heptane; tetracyclo[2.2.1.02,6.03,5]heptane; Quadricyclane; bicyclo[2.2.1]hepta-2,5-diene; Bicyclo[2.2.1]hepta-2,5-diene; 2,5-Norbornadiene; 2,5-Norbornadiene; Norbornadiene

登记号

• CAS号: 278-06-8; 121-46-0
• EC号: 204-472-0
• MDL号: MFCD00082301
• Beilstein号: 506224
• PubChem SID: 162095001
• PubChem CID: 8473
• 维基百科标题: Norbornadiene; Quadricyclane

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.6093123
• LogD (pH = 7.4): 1.6093123
• Log P: 1.6093123
• 摩尔折射率: 32.5332 cm^3
• 极化性: 11.724419 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Insoluble in water
• 熔点: -19°C; -20°C; -44°C
• 沸点: 108°C (at 987 hPa); 88-90°C; 89°C
• 闪点: -11°C(12°F)
• 密度: 0.906; 0.906 g/cm3; 0.982 g/cm^3
• 折射率: 1.4700
• 疏水性(logP): 2.141

安全信息

• RTECS编号: RB6535000
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 联合国危险货物编号: UN2251
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): II
• 危险公开号: 11; R:10; R11; R11 R23
• 安全公开号: 33; S:9-16-29; S16 S29 S33 S45; S9 S16 S29 S33
• TSCA收录: 是
• GHS危险品标识: GHS02
• GHS危险声明: H225
• GHS警示性声明: P210-P241-P280-P303+P361+P353-P403+P235-P501A

产品相关信息

• 纯度: 95%; 97%; 97%, stab with 250 ppm BHT

详细说明

MP Biomedicals - 05210335

MP Biomedicals Rare Chemical collection

参考文献

• The 2,4-pentanedionatorhodium complex: J. Chem. Soc. (A), 2334 (1971) has been used in the preparation of a chiral BINAP catalyst for homogeneous asymmetric hydrogenation: Org. Synth. Coll., 8, 420 (1993); see also (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, B23785.
• Cycloaddition with Tetraphenylcyclopentadienone, A12756, is followed by retro-Diels-Alder reaction with loss of cyclopentadiene to give 1,2,3,4-tetraphenylbenzene: J. Chem. Soc., 473 (1960).
• Similarly, pyrolysis of the adduct formed by 1,3-dipolar cycloaddition of acrylonitrile oxide provides a high-yield route to 3-vinylisoxazole: J. Chem. Soc., Chem. Commun., 2661 (1994).
• Bidentate π -ligand.