diethyl (bromodifluoromethyl)phosphonate

• ChemBase编号: 10595
• 分子式: C5H10BrF2O3P
• 平均质量: 267.0056674
• 单一同位素质量: 265.95189925
• SMILES: O=P(OCC)(C(Br)(F)F)OCC
• Canonical SMILES: CCOP(=O)(C(Br)(F)F)OCC
• InChI: InChI=1S/C5H10BrF2O3P/c1-3-10-12(9,11-4-2)5(6,7)8/h3-4H2,1-2H3
• InChIKey: QRADKVYIJIAENZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl (bromodifluoromethyl)phosphonate
• IUPAC传统名: diethyl bromodifluoromethylphosphonate
• 别名: 二氟甲基膦酸二乙酯; 溴氟甲基膦酸二乙酯; Bromodifluoromethyl diethyl phosphonate; Diethyl bromodifluoromethanephosphonate; Diethyl (bromodifluoromethyl)phosphonate; Bromodifluoromethyl diethylphosphonate 97%; (Bromodifluoromethyl)phosphonic acid diethyl ester; Diethyl (bromodifluoromethyl)phosphonate

登记号

• CAS号: 65094-22-6
• MDL号: MFCD00069118
• Beilstein号: 1944045
• PubChem SID: 24865745; 160973902
• PubChem CID: 144101

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.7351935
• LogD (pH = 7.4): 2.7351935
• Log P: 2.7351935
• 摩尔折射率: 43.7335 cm^3
• 极化性: 17.617662 Å^3
• 极化表面积: 35.53 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: 40-41 °C/0.05 mmHg(lit.); 97-98°C/19mm; 99-102°C/16mm; 99-102°C/16mm
• 闪点: >110°C(230°F); >113 °C; >235.4 °F
• 密度: 1.503; 1.503 g/mL at 25 °C(lit.)
• 折射率: 1.4160; 1.4890; n20/D 1.417(lit.)
• 疏水性(logP): 1.515

安全信息

• 保存注意事项: Irritant; IRRITANT, IRRITANT-HARMFUL
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/38
• 安全公开号: 23-26-37-60
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319
• GHS警示性声明: P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• 个人保护装置: Eyeshields, Gloves

产品相关信息

• 纯度: 95%; 96%; 97%; 98%
• 线性分子式: BrCF2P(O)(OC2H5)2

详细说明

Sigma Aldrich - 411361

包装
5 g in glass bottle
Application
Reactant for:
• Preparation of phosphopeptide mimetic prodrugs targeted to Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat3)1
• Synthesis of Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory difluoromethylphosphonic acid derivatives via multi step synthesis with Suzuki coupling and resolution as key steps2
• P-C bond cleavage on basic hydrolysis3
• Preparation of a prodrug for intracellular delivery of protein tyrosine phosphatase 1B (PTP1B) inhibitor (nonhydrolyzable difluoromethylphosphonate moiety)4