4,4,5,5-tetramethyl-1,3,2λ5-dioxaphospholan-2-one

• ChemBase编号: 141589
• 分子式: C6H13O3P
• 平均质量: 164.139381
• 单一同位素质量: 164.06023091
• SMILES: CC1(C(OP(=O)O1)(C)C)C
• Canonical SMILES: CC1(C)OP(=O)OC1(C)C
• InChI: InChI=1S/C6H13O3P/c1-5(2)6(3,4)9-10(7)8-5/h10H,1-4H3
• InChIKey: QPONEGYFSLRCLJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4,4,5,5-tetramethyl-1,3,2λ^5-dioxaphospholan-2-one
• IUPAC传统名: 4,4,5,5-tetramethyl-1,3,2λ^5-dioxaphospholan-2-one
• 别名: 2-氧代-4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷; 4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷2-氧化物; 膦酸频哪醇酯; 频哪醇膦酸酯; 4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷-2-醇; HASPO-1; 2-Oxo-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane; 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol; Phosphonic acid pinacol ester; Pinacol phosphonate; 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholane 2-oxide

登记号

• CAS号: 16352-18-4
• MDL号: MFCD09836231
• PubChem SID: 162235823
• PubChem CID: 11309699

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.8108
• LogD (pH = 7.4): 0.8108
• Log P: 0.8108
• 摩尔折射率: 37.6817 cm^3
• 极化性: 15.796553 Å^3
• 极化表面积: 35.53 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 99-106 °C

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 21-36
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H312-H319
• GHS警示性声明: P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95%
• Empirical Formula (Hill Notation): C6H13O3P

详细说明

Sigma Aldrich - 686344

Application
在空气中稳定的前配体，用于钯催化的 Kumada 型交叉偶联反应。1

• Preligand in palladium-catalyzed Kumada cross-coupling reactions of aryl tosylates with Grignard reagents1
• Catalyst for reversible chain transfer polymerizations2Reactant for:
• Synthesis of oxapalladacycle as catalyst for Markovnikov-type addition3
• Preparation of palladium(II) complexes as catalysts for Heck cross-coupling reactions4
• Preparation of palladium catalysts for asymmetric hydrogenation of a-keto phosphonates 5
• Hydrophosphorylation of alkenes, dienes and enynes in the presence of rhodium catalysts6
包装
1 g in glass bottle