piperidine-1-carbaldehyde

• ChemBase编号: 3735
• 分子式: C6H11NO
• 平均质量: 113.15764
• 单一同位素质量: 113.08406398
• SMILES: O=CN1CCCCC1
• Canonical SMILES: O=CN1CCCCC1
• InChI: InChI=1S/C6H11NO/c8-6-7-4-2-1-3-5-7/h6H,1-5H2
• InChIKey: FEWLNYSYJNLUOO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: piperidine-1-carbaldehyde
• IUPAC系统名: Piperidine-1-carbaldehyde
• IUPAC传统名: N-formylpiperidine
• 别名: 哌啶-1-甲醛; 1-甲酰哌啶; N-甲酸基哌啶; N-Carbaldehyde piperidine; NFP; Piperidine-1-carboxaldehyde; 1-Formylpiperidine; 1-Piperidinecarbaldehyde; N-Formylpiperidine; 1-Formylpiperidine; 1-Formylpiperidine; Piperidine-1-carbaldehyde

登记号

• CAS号: 2591-86-8
• EC号: 219-986-0
• MDL号: MFCD00006483
• Beilstein号: 107697
• PubChem SID: 46508673; 24894793; 160967173
• PubChem CID: 17429
• Chemspider ID: 16486
• DrugBank ID: DB04113
• 医学主题词(MeSH): N-Formylpiperidine
• 维基百科标题: N-Formylpiperidine

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.21873112
• LogD (pH = 7.4): 0.21873122
• Log P: 0.21873122
• 摩尔折射率: 31.9108 cm^3
• 极化性: 12.265093 Å^3
• 极化表面积: 20.31 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: 0.21
• LOG S: 0.4
• 溶解度: 2.82e+02 g/l

分子性质

理化性质

• 熔点: -31°C; -31°C
• 沸点: 221-223°C; 222 °C(lit.); 222°C; 222°C
• 闪点: 102 °C; 102°C(215°F); 215.6 °F; 91°C
• 密度: 1.019; 1.019 g cm^-3; 1.019 g/mL at 25 °C(lit.)
• 折射率: 1.484; 1.4840; n20/D 1.484(lit.); n20/D 1.485
• 蒸汽压: 0.01 kPa; 0.1 mmHg ( 25 °C)

安全信息

• 保存注意事项: Harmful/Irritant/Store under Argon; IRRITANT
• RTECS编号: TN0380000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2810
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 21/22-36/37/38; R21/22, R36/37/38
• 安全公开号: 26-36/37; S26, S36/37
• TSCA收录: false; 是
• GHS危险品标识: GHS06
• GHS警示词: Danger
• NFPA704:
  

  1

  2

  0
• GHS危险声明: H301-H311-H315-H319-H335-H227; H302-H311-H315-H319-H335
• GHS警示性声明: P210-P301+P310-P305+P351+P338-P361-P405-P501A; P261-P280-P305 + P351 + P338-P312
• 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 2810 6.1/PG 3

产品相关信息

• 纯度: ≥99.0% (GC); 98%; 99%
• 级别: purum
• Empirical Formula (Hill Notation): C6H11NO

详细说明

DrugBank - DB04113

Drug information: experimental

Sigma Aldrich - F17407

包装
100, 500 g in glass bottle
Application
Reactant for:
• Direct amidation of azoles with formamides via metal-free C-H activation in the presence of tert-butyl perbenzoate1
• Vilsmeier-type reactions of pyrazoles with amides in the presence of phosphorous oxychloride2
• CO-free aminocarbonylation of N-substituted formamides with aryl iodides/bromides catalyzed by palladium acetate and Xantphos for synthesis of arylamides3
• Synthesis of alternating copolymers for organic photovoltaic applications4
• One-pot double functionalization of π-deficient heterocyclic lithium reagents5
• Synthesis of thermally stable piezofluorochromic aggregation-induced emission compounds6

Sigma Aldrich - 47725

Other Notes
用于甲酰基转移至格氏试剂的反应7
Application
Reactant for:
• Direct amidation of azoles with formamides via metal-free C-H activation in the presence of tert-butyl perbenzoate1
• Vilsmeier-type reactions of pyrazoles with amides in the presence of phosphorous oxychloride2
• CO-free aminocarbonylation of N-substituted formamides with aryl iodides/bromides catalyzed by palladium acetate and Xantphos for synthesis of arylamides3
• Synthesis of alternating copolymers for organic photovoltaic applications4
• One-pot double functionalization of π-deficient heterocyclic lithium reagents5
• Synthesis of thermally stable piezofluorochromic aggregation-induced emission compounds6

参考文献

• Reaction with Grignard or alkyllithium reagents gives aldehydes in high yield: Angew. Chem. Int. Ed., 20, 878 (1981); Org. Synth. Coll., 7, 451 (1990).