diethyl {[methoxy(methyl)carbamoyl]methyl}phosphonate

• ChemBase编号: 74933
• 分子式: C8H18NO5P
• 平均质量: 239.205981
• 单一同位素质量: 239.09225931
• SMILES: P(=O)(OCC)(OCC)CC(=O)N(OC)C
• Canonical SMILES: CCOP(=O)(CC(=O)N(OC)C)OCC
• InChI: InChI=1S/C8H18NO5P/c1-5-13-15(11,14-6-2)7-8(10)9(3)12-4/h5-7H2,1-4H3
• InChIKey: WYLRYBDGIILFIR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl {[methoxy(methyl)carbamoyl]methyl}phosphonate
• IUPAC传统名: diethyl [methoxy(methyl)carbamoyl]methylphosphonate
• 别名: N-甲氧基-N-甲羰基甲基膦酸二乙酯; Diethyl(N-methoxy-N-methylcarbamoylmethyl)phosphonate; N-Methoxy-N-methyl-2-(diethyl phosphono)acetamide; Diethyl N-methoxy-N-methylphosphonoacetamide; Diethylphosphonoacetic acid N-methyl-N-methoxyamide; Diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate; N-Methoxy-N-methyl-phosphonoacetamide diethyl ester

登记号

• CAS号: 124931-12-0
• MDL号: MFCD00134233
• Beilstein号: 1875865
• PubChem SID: 24862312; 162039851
• PubChem CID: 2773719

理论计算性质

• Acid pKa: 9.991959
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.05622206
• LogD (pH = 7.4): 0.055128127
• Log P: 0.056236025
• 摩尔折射率: 55.0616 cm^3
• 极化性: 22.211113 Å^3
• 极化表面积: 65.07 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 90 °C/17 mmHg(lit.)
• 闪点: 110 °C; 230 °F
• 密度: 1.163 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.455(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 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: H315-H319-H335
• GHS警示性声明: 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

产品相关信息

• 纯度: 96%
• 线性分子式: CH3ON(CH3)COCH2P(O)(OC2H5)2

详细说明

Sigma Aldrich - 362433

Application
Wittig 羰基化试剂7
Reactant for:
• Preparation of ring-expanded bryostatin analogs as antitumor agents1
• Asymmertic synthesis of pinnatoxins A and G via diastereoselective Ireland-Claisen rearrangement, ring closing metathesis, and cyclization2
• Rh2(II)-catalyzed nitro-group migration reactions3
• Stereoselective synthesis of cyclohexanones via phase transfer catalyzed double addition reactions4
• Stereoselective synthesis of (+)-polyrhacitide A via aldol reaction, Horner-Wardsworth-Emmons reaction, Evans acetal intramolecular oxa-Michael reaction and diastereoselective syn reduction reaction as the key steps5
• Preparation of substituted furans via olefin cross-metathesis6
包装
1, 5 g in glass bottle