[2-(tert-butoxy)-2-oxoethyl]triphenylphosphanium bromide

• ChemBase编号: 147998
• 分子式: C24H26BrO2P
• 平均质量: 457.339801
• 单一同位素质量: 456.0853787
• SMILES: CC(C)(C)OC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: O=C(C[P+](c1ccccc1)(c1ccccc1)c1ccccc1)OC(C)(C)C.[Br-]
• InChI: InChI=1S/C24H26O2P.BrH/c1-24(2,3)26-23(25)19-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,19H2,1-3H3;1H/q+1;/p-1
• InChIKey: ZGLFRTJDWWKIAK-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: [2-(tert-butoxy)-2-oxoethyl]triphenylphosphanium bromide
• IUPAC传统名: [2-(tert-butoxy)-2-oxoethyl]triphenylphosphanium bromide
• 别名: (叔丁氧基羰基甲基)溴化三苯基磷; NSC 82468; (tert-Butoxycarbonylmethyl)triphenylphosphonium bromide; Carbo-tert-butoxymethyl triphenylphosphonium bromide

登记号

• CAS号: 59159-39-6
• MDL号: MFCD00075527
• Beilstein号: 4631405
• PubChem SID: 24862950; 162242178
• PubChem CID: 2733853

理论计算性质

• Acid pKa: 19.997911
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 5.098072
• LogD (pH = 7.4): 5.098072
• Log P: 5.098072
• 摩尔折射率: 111.9789 cm^3
• 极化性: 44.324696 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 178 °C (dec.)(lit.); ca 178°C dec.

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: 26-37; 26-37/39
• TSCA收录: 否
• 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; P280G-P305+P351+P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 98%
• 线性分子式: (CH3)3CO2CCH2P(C6H5)3Br

详细说明

Sigma Aldrich - 369047

包装
10, 50 g in poly bottle
Application
Reactant for:
• Rhodium-catalyzed asymmetric hydrogenation reactions1
• Wittig reaction2
• Wittig methylenation3
• Preparation of N-(phenylmethyl)-cis-pyrrolidinediacetic acid esters via double aza-Michael addition reaction4
• Stereoselective preparation of of α-fluoro-α,β-unsaturated esters via deprotonation, followed by fluorination and stereoselective Wittig olefination with aldehydes5
• Wittig chain extension reactions6