isoquinoline

• ChemBase编号: 3931
• 分子式: C9H7N
• 平均质量: 129.15858
• 单一同位素质量: 129.05784923
• SMILES: c1ccc2cnccc2c1
• Canonical SMILES: c1ccc2c(c1)cncc2
• InChI: InChI=1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H
• InChIKey: AWJUIBRHMBBTKR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: isoquinoline
• IUPAC传统名: isoquinoline
• 别名: 异喹啉; Isoquinoline; Isoquinoline; 2-Azanaphthalene; benzo[c]pyridine; 2-benzanine

登记号

• CAS号: 119-65-3
• EC号: 204-341-8
• MDL号: MFCD00006898
• Beilstein号: 107549
• 默克索引号: 145222
• PubChem SID: 46507258; 24857022; 160967366; 24896011
• PubChem CID: 8405
• CHEBI ID: 16092
• CHEMBL: 12315
• Chemspider ID: 8098
• DrugBank ID: DB04329
• 美国药典/FDA物质标识码: JGX76Y85M6
• 维基百科标题: Isoquinoline

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.5720623
• LogD (pH = 7.4): 1.7422261
• Log P: 1.7450502
• 摩尔折射率: 40.3513 cm^3
• 极化性: 17.07871 Å^3
• 极化表面积: 12.89 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.14
• LOG S: -1.66
• 溶解度: 2.81e+00 g/l

分子性质

理化性质

• 外观: yellowish oily liquid, hygroscopic platelets when solid
• 熔点: 24-27°C; 26 - 28 °C; 26-28 °C(lit.); 26-28°C
• 沸点: 241-243°C; 242°C; 242-243 °C(lit.); 242-243°C
• 闪点: 102 °C; 102°C; 107°C(225°F); 215.6 °F
• 密度: 1.090; 1.099; 1.099 g/cm3; 1.099 g/mL at 25 °C(lit.)
• 折射率: 1.6245; n20/D 1.623(lit.)
• pKa: pK_BH^+=5.14

安全信息

• 保存注意事项: Toxic/Harmful/Irritant/Air Sensitive/Store under Argon
• RTECS编号: NW6825000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811; UN2811
• 德国WGK号: 2
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; II
• 危险公开号: 22-24-36/38; 22-24-38; R:22-27
• 安全公开号: 20-26-27-36/37-45; 36/37-45; S:36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H302-H310-H315; H311-H302-H315-H319
• GHS警示性声明: P280-P302 + P350-P310; P280-P305+P351+P338-P361-P302+P352-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥85% (GC); ≥97.0% (GC); 90-92%; 95+%; 97%; 97+%
• 级别: purum; technical; technical grade
• Empirical Formula (Hill Notation): C9H7N

详细说明

MP Biomedicals - 05206087

MP Biomedicals Rare Chemical collection

DrugBank - DB04329

Drug information: experimental

Sigma Aldrich - I28208

包装
5, 100, 500 g in glass bottle

Sigma Aldrich - 282162

包装
100, 500 mL in glass bottle

参考文献

• Reacts with various acid halides in the presence of CN^- to give "Reissert compounds" (1-cyano-2-acyl 1,2-dihydro derivatives). For reviews, see: Chem. Rev., 55, 511 (1955); Adv. Het. Chem., 9, 1 (1968); 24, 187 (1979). 1-Alkylisoquinolines can be prepared by alkylation of the Li or Na derivatives of Reissert compounds: Org. Synth. Coll., 4, 641 (1963); 6, 115 (1988). For formation of Reissert compounds from a variety of carbonyl, sulfonyl and phosphoryl halides under milder, phase-transfer conditions, see: Synthesis, 497 (1977). For 'direct' cyanation by a modified Reissert procedure in the presence of tosyl chloride followed by DBU, see: J. Org. Chem., 49, 4056 (1984).
• A one-step synthesis of 1-nitroisoquinoline has been reported in which isoquinoline reacts with KNO₂ in the presence of acetic anhydride and DMSO. The reaction is considered to be analogous to the Pfitzner-Moffatt oxidation (see Dimethyl sulfoxide, A13280): J. Chem. Soc., Perkin 1, 1777 (1996).