tert-butyl 2-(dimethoxyphosphoryl)acetate

• ChemBase编号: 152135
• 分子式: C8H17O5P
• 平均质量: 224.191341
• 单一同位素质量: 224.08136027
• SMILES: CC(C)(C)OC(=O)CP(=O)(OC)OC
• Canonical SMILES: COP(=O)(CC(=O)OC(C)(C)C)OC
• InChI: InChI=1S/C8H17O5P/c1-8(2,3)13-7(9)6-14(10,11-4)12-5/h6H2,1-5H3
• InChIKey: SAZYDWOWLRDDRQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl 2-(dimethoxyphosphoryl)acetate
• IUPAC传统名: tert-butyl 2-(dimethoxyphosphoryl)acetate
• 别名: (叔丁氧羰基)甲基膦酸二甲酯; P,P-二甲基膦酰乙酸叔丁酯; tert-Butyl ((oxo)dimethoxyphosphino)acetate; tert-Butyl (dimethoxyphosphinyl)acetate; Dimethyl (tert-butoxycarbonyl)methylphosphonate; tert-Butyl P,P-dimethylphosphonoacetate

登记号

• CAS号: 62327-21-3
• MDL号: MFCD00042939
• Beilstein号: 4861886
• PubChem SID: 24887464; 162246280
• PubChem CID: 4564495

理论计算性质

• Acid pKa: 17.777706
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.4924598
• LogD (pH = 7.4): 0.4924598
• Log P: 0.4924598
• 摩尔折射率: 51.1733 cm^3
• 极化性: 21.043863 Å^3
• 极化表面积: 61.83 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 86-87 °C/0.02 mmHg(lit.)
• 闪点: 110 °C; 230 °F
• 密度: 1.131 g/mL at 20 °C(lit.)
• 折射率: n20/D 1.434

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
• 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: ≥97.0% (GC)
• 线性分子式: (CH3O)2P(O)CH2COOC(CH3)3

详细说明

Sigma Aldrich - 79522

Other Notes
Horner-Wittig 试剂，优先生成 (E)-α,β-不饱和酯，这种酯可与酸发生轻度皂化反应6,7,8。也可用于通过还原烷基化反应合成衍生物9
包装
25, 100 mL in glass bottle
Application
Reactant for:
• Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agents1
• Preparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclization2
• Preparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael addition3
• Preparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymerase4
• Allylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions5