diethyl (isocyanomethyl)phosphonate

• ChemBase编号: 146431
• 分子式: C6H12NO3P
• 平均质量: 177.138141
• 单一同位素质量: 177.05547988
• SMILES: CCOP(=O)(C[N+]#[C-])OCC
• Canonical SMILES: CCOP(=O)(C[N+]#[C-])OCC
• InChI: InChI=1S/C6H12NO3P/c1-4-9-11(8,6-7-3)10-5-2/h4-6H2,1-2H3
• InChIKey: ICURVXBGGDVHDT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl (isocyanomethyl)phosphonate
• IUPAC传统名: diethyl isocyanomethylphosphonate
• 别名: 异腈甲基膦酸二乙酯; Isocyanomethylphosphonic acid diethyl ester; Diethyl isocyanomethylphosphonate

登记号

• CAS号: 41003-94-5
• MDL号: MFCD00042951
• Beilstein号: 4674920
• PubChem SID: 162240627; 24862114; 24881211
• PubChem CID: 2734699

理论计算性质

• Acid pKa: 16.071178
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): -1.2552258
• LogD (pH = 7.4): -1.2552258
• Log P: -1.2552258
• 摩尔折射率: 50.5501 cm^3
• 极化性: 16.85962 Å^3
• 极化表面积: 39.89 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 84-87 °C/0.1 mmHg(lit.)
• 闪点: 113 °C; 235 °F; 235.4 °F
• 密度: 1.105 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.433(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38; 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302 + H312 + H332-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: >97% (GC); ≥97.0% (GC); 97%
• 级别: purum
• 线性分子式: CNCH2P(O)(OC2H5)2

详细说明

Sigma Aldrich - I0514

Application
用于合成 α-氨基酸的膦酸类似物的前体。
Reactant for:
• Copper-catalyzed cycloaddition reactions1
• Preparation of orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphatase2
• Synthesis of sterol analogs as antifungal agents against plant pathogens3
• Asymmetric synthesis of steroidal 2,5-diketopiperazines prepared via isocyanide chemistry based on stereoselective Ugi four component condensation and subsequent cyclocondensation reactions4
• The Passerini reaction5

Sigma Aldrich - 359866

包装
1 mL in glass bottle
Application
Reactant for:
• Copper-catalyzed cycloaddition reactions1
• Preparation of orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphatase2
• Synthesis of sterol analogs as antifungal agents against plant pathogens3
• Asymmetric synthesis of steroidal 2,5-diketopiperazines prepared via isocyanide chemistry based on stereoselective Ugi four component condensation and subsequent cyclocondensation reactions4
• The Passerini reaction5

Sigma Aldrich - 58833

Other Notes
制备 α-氨基酸的膦酸类似物6,7,8；由羰基化合物合成醛9,10
Application
Reactant for:
• Copper-catalyzed cycloaddition reactions1
• Preparation of orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphatase2
• Synthesis of sterol analogs as antifungal agents against plant pathogens3
• Asymmetric synthesis of steroidal 2,5-diketopiperazines prepared via isocyanide chemistry based on stereoselective Ugi four component condensation and subsequent cyclocondensation reactions4
• The Passerini reaction5