(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

• ChemBase编号: 145540
• 分子式: C10H16
• 平均质量: 136.23404
• 单一同位素质量: 136.12520051
• SMILES: CC1=CC[C@@H]2C[C@H]1C2(C)C
• Canonical SMILES: CC1=CC[C@@H]2C[C@H]1C2(C)C
• InChI: InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
• InChIKey: GRWFGVWFFZKLTI-RKDXNWHRSA-N

名称和登记号

名称

• IUPAC标准名: (1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
• IUPAC传统名: (+)-α-pinene
• 别名: (+)-α-蒎烯; (1R,5R)-2-蒎烯; (1R,5R)-2,6,6-三甲双环[3.1.1]庚-2-烯; (1R)-(+)-α-蒎烯; (-)-α-蒎烯; (+)-α-蒎烯; α-蒎烯; (+)-α-Pinene; (1R,5R)-2-Pinene; (1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene; (1R)-(+)-α-Pinene; (-)-alpha-Pinene; (+)-alpha-Pinene; (+)-α-Pinene; (±)-2-Pinene; 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene; alpha-Pinene; α-Pinene

登记号

• CAS号: 80-56-8; 7785-26-4; 7785-70-8
• EC号: 232-087-8; 201-291-9; 232-077-3
• MDL号: MFCD00064145; MFCD00001346; MFCD00001339
• Beilstein号: 1903790; 2038653; 3648264
• 默克索引号: 147445
• PubChem SID: 24887563; 162239745; 24898553; 24901385; 24848559; 24856261
• PubChem CID: 82227
• FEMA编号: 2902
• 欧洲委员会编号: 2113

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.8016615
• LogD (pH = 7.4): 2.8016615
• Log P: 2.8016615
• 摩尔折射率: 44.7223 cm^3
• 极化性: 17.495043 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

• 熔点: -62 °C(lit.); -62°C; -64°C
• 沸点: 154-156°C; 155-156 °C; 155-156 °C(lit.)
• 闪点: 32 °C; 32°C(89°F); 33 °C; 89.6 °F; 91.4 °F
• 自燃点: 491 °F
• 密度: 0.856; 0.857 g/mL at 25 °C; 0.858; 0.858 g/mL at 20 °C(lit.); 0.858 g/mL at 25 °C(lit.)
• 折射率: 1.4650; 1.4660; n20/D 1.465; n20/D 1.465(lit.); n20/D 1.4652
• 比旋光度: [α]20/D +42°, neat; [α]20/D +47±5°, neat; [α]20/D +51±2°, neat; [α]21/D +50.7°, neat; [α]22/D +47.1°, neat; -42 (neat)

安全信息

• RTECS编号: DT7000000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); X; 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 2368; UN2368
• 德国WGK号: 1; 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 10-20/21/22-36/38-43-51/53-65; 10-36/37/38; 10-36/37/38-43-50/53; 10-36/38-43-51/53
• 安全公开号: 24-26-37-57; 26-36; 26-36/37-60-61; 9-26-36/37-57
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07; GHS08; GHS09
• GHS警示词: Warning
• GHS危险声明: H226-H315-H317-H319-H335-H410; H226-H315-H319-H317-H411-H401; H226-H315-H319-H335; H304-H226-H302-H312-H332-H315-H319-H317-H411-H401
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P273-P280-P305 + P351 + P338-P501; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2368 3/PG 3
• 保存温度: 2-8°C

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥97.0% (sum of enantiomers, GC); ≥98.5% (sum of enantiomers, GC); ≥99%; 97%; 98%; 98%, cont. variable amounts of enantiomer
• 级别: analytical standard, for terpene analysis; Halal; Kosher; NI; primary reference standard; purum
• 光学纯度: ee: ≥91% (GLC); ee: 97% (GLC); enantiomeric ratio: ≥98:2 (GC)
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H16

详细说明

Sigma Aldrich - P45680

包装
100, 500 mL in glass bottle

Sigma Aldrich - 268070

包装
5, 25 g in glass bottle
Application
用于制备手性硼氢化试剂。1,2,3

Sigma Aldrich - 147524

包装
1 L in glass bottle
5, 250 mL in glass bottle

Sigma Aldrich - W290238

包装
1 kg in glass bottle
8 kg in steel drum
1 sample in glass bottle
20 kg in comp drum

Sigma Aldrich - 80604

Other Notes
用于制备异松蒎基硼烷的原料1,2；制备二异松蒎基硼烷3；制备异松蒎基-BBN4,5

参考文献

• Forms a chiral adduct with diborane, useful for asymmetric hydroborations with high optical yields: J. Am. Chem. Soc., 99, 5514 (1977). Recrystallization of the borane adduct can be used to obtain a pure single diastereomer: J. Org. Chem., 49, 945 (1984). For reviews of the synthesis of pure enantiomers via chiral organoboranes, see: Acc. Chem. Res., 21, 287 (1988); and of asymmetric reduction with chiral organoboranes based on ɑ-pinene: Acc. Chem. Res., 25, 16 (1992).