pyrrolidine

• ChemBase编号: 74386
• 分子式: C4H9N
• 平均质量: 71.12096
• 单一同位素质量: 71.07349929
• SMILES: N1CCCC1
• Canonical SMILES: C1CCCN1
• InChI: InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
• InChIKey: RWRDLPDLKQPQOW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: pyrrolidine
• IUPAC传统名: pyrrolidine
• 别名: 吡咯烷; 甲氢氮杂茂; 四氢吡咯; 吡咯烷; Butylenimine; NSC 62781; Perhydropyrrole; Prolamine; Tetramethylenimine; azolidine; azacyclopentane; PYRROLIDINE; Tetramethyleneimine; Pyrrolidine; Tetrahydropyrrole; 1-Azacyclopentane; Pyrrolidine 99%

登记号

• CAS号: 123-75-1
• EC号: 204-648-7
• MDL号: MFCD00005249
• Beilstein号: 102395
• 默克索引号: 148015
• PubChem SID: 162039305; 24888102; 24898844; 24901760; 24864581
• PubChem CID: 31268
• CHEBI ID: 33135
• CHEMBL: 22830
• Chemspider ID: 29008
• FEMA编号: 3523
• 美国药典/FDA物质标识码: LJU5627FYV
• 维基百科标题: Pyrrolidine
• 欧洲委员会编号: 10491
• Flavis Number: 14.064

理论计算性质

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -3.028154
• LogD (pH = 7.4): -2.9595618
• Log P: 0.212919
• 摩尔折射率: 22.2344 cm^3
• 极化性: 8.905697 Å^3
• 极化表面积: 12.03 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: Miscible in water; Soluble in alcohol, ether, chloroform. Miscible with water
• 外观: Clear liquid
• 熔点: -60°C; -63°C; -63°C
• 沸点: 86-88°C; 86-88°C; 87°C; 87-88 °C/760 mmHg(lit.)
• 闪点: 2°C(35°F); 3 °C; 3°C; 37.4 °F
• 自燃点: 345 °C; 653 °F
• 密度: 0.852 g/mL at 25 °C(lit.); 0.856; 0.86 g/ml; 0.866; 0.866 g/cm^3
• 折射率: 1.4431; n20/D 1.443; n20/D 1.443(lit.); n20/D 1.444
• 蒸汽压: 128 mmHg ( 39 °C); 49 mmHg ( 20 °C)
• 蒸汽密度: 2.45 (vs air)
• pKa: 11.27 (pK_a of conjugate acid in water),; 19.56 (pK_a of conjugate acid in acetonitrile)
• 感官: animal

安全信息

• 保存注意事项: Air Sensitive; Highly Flammable/Corrosive/Harmful/Lachrymatory/Air Sensitive/Store under Argon
• RTECS编号: UX9650000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X
• 联合国危险货物编号: 1922; UN1922
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-20/22-34; 11-20/22-35; R:11-22-34; R11 R20/21/22 R35
• 安全公开号: 16-26-36/37/39-45; S:16-27/28-36/37/39-46-64; S16 S26 S28 S36/37 S45
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS07
• GHS警示词: Danger
• 主要危害: highly flammable, harmful, corrosive, mutagen
• NFPA704:
  

  3

  3

  1
• 爆炸极限: 10.6 %
• GHS危险声明: H225-H302 + H332-H314; H225-H314-H318-H302-H332
• GHS警示性声明: P210-P280-P305 + P351 + P338-P310; P210-P280-P305+P351+P338-P308+P313
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1922 3/PG 2

药理学性质

• 过敏源: no known allergens, no known allergens

产品相关信息

• 纯度: ≥98.0% (GC); ≥99%; ≥99.0%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); 99%
• 级别: Kosher; NI; puriss. p.a.; puriss. plus; purum
• 杂质: ≤0.5% water; ≤1% water
• 痕量阳离子: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• 提纯方法: redistillation
• Empirical Formula (Hill Notation): C4H9N

详细说明

MP Biomedicals - 02156469

(Tetrahydropyrrole)
1 ml = approx. 0.86 g

Sigma Aldrich - W352306

包装
1 kg in glass bottle
包装在玻璃瓶中

Sigma Aldrich - W352316

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

Sigma Aldrich - 394238

包装
1 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - P73803

包装
5, 100, 500 mL in glass bottle

Toronto Research Chemicals - P997950

A heterocyclic compound used as a building block in the synthesis of wide range of pharmaceutical compounds, namely matrix metalloprotein inhibitors (MMPIs) and aminopeptidase N inhibitors (APNIs).

参考文献

• Li, X. et al.: Mini-Rev. Med. Chem., 10, 794 (2010)
• Gragutan, I. et al.: Beil. J. Org. Chem., 7, 699 (2010)
• A convenient procedure for the conversion of carbonyl compounds to their pyrrolidine enamines involves reaction with pyrrolidine, either neat or in ethereal solution, in the presence of magnesium sulfate: Org. Prep. Proced. Int., 8, 211 (1976).
• Has been widely used in the Leimgruber-Batcho indole synthesis by the reductive cyclization of pyrrolidine ortho-nitro enamines; see N,N-Dimethylformamide dimethyl acetal, A15350.