[bis(dimethylamino)phosphanyl]dimethylamine

• ChemBase编号: 74081
• 分子式: C6H18N3P
• 平均质量: 163.200981
• 单一同位素质量: 163.12383422
• SMILES: P(N(C)C)(N(C)C)N(C)C
• Canonical SMILES: CN(P(N(C)C)N(C)C)C
• InChI: InChI=1S/C6H18N3P/c1-7(2)10(8(3)4)9(5)6/h1-6H3
• InChIKey: XVDBWWRIXBMVJV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [bis(dimethylamino)phosphanyl]dimethylamine
• IUPAC传统名: [bis(dimethylamino)phosphanyl]dimethylamine
• 别名: 六甲基亚磷酰三胺; 三(二甲胺基)膦; 三(二甲氨基)膦; HMPT; Tris(dimethylamino)phosphine; (Me2N)3P; Hexamethyltriamidophosphite; Hexamethyltriaminophosphine; Hexamethylphosphorous triamide; Tris(dimethylamino)phosphine; Hexamethylphosphorous triamide; Hexamethyl-phosphorous Triamide; N,N,N',N',N'',N''-Hexamethyl-phosphorous Triamide; NSC 102707; Tris(dimethylamino)phosphine; Trisdimethylaminophosphorus; Hexamethylphosphorous Triamide

登记号

• CAS号: 1608-26-0
• EC号: 216-534-4
• MDL号: MFCD00008301
• Beilstein号: 906778
• PubChem SID: 162039000; 24889847; 24864511; 24848595
• PubChem CID: 15355

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -1.8339126
• LogD (pH = 7.4): -1.3347348
• Log P: -0.3046
• 摩尔折射率: 48.5162 cm^3
• 极化性: 19.082659 Å^3
• 极化表面积: 9.72 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -44°C; -44°C
• 沸点: 162-164°C; 48-50 °C/12 mmHg(lit.); 49-51°C/12mm
• 闪点: 22 °C; 27 °C; 27°C; 37°C(98°F); 71.6 °F; 80.6 °F
• 密度: 0.890; 0.898; 0.898 g/mL at 25 °C(lit.)
• 折射率: 1.4650; n20/D 1.463(lit.); n20/D 1.466
• 作为配体的用途: Reductions; Suzuki-Miyaura Coupling; Wittig Reaction

安全信息

• 保存注意事项: Air Sensitive; Flammable/Store under inert gas
• RTECS编号: TH3390000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 1993; UN1993
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 10; 45-46-10
• 安全公开号: 53-45
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS08
• GHS警示词: Danger
• GHS危险声明: H225; H225-H340-H350; H226-H340-H350; H340-H350-H226
• GHS警示性声明: P201-P210-P308 + P313; P201-P308 + P313; P210; P210-P241-P280-P303+P361+P353-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

产品相关信息

• 纯度: ≥97.0% (GC); 85%; 97%
• 级别: purum; technical grade
• 杂质: ≤0.1% hexamethylphosphoric acid triamide
• 线性分子式: P[N(CH3)2]3

详细说明

Sigma Aldrich - 143553

包装
10, 50 g in glass bottle

Sigma Aldrich - 393290

Application
Reagent combination with CCl4 for the conversion of hydroxyl groups to the corresponding chlorides; hydroxyl group activation; dehydrations.
包装
5, 25 mL in glass bottle

Sigma Aldrich - 93338

Caution
可能含有沉淀

Toronto Research Chemicals - H294225

A compound widely used in industry, with applications such as being a flame retardant for building materials to a phosphorylating agent in synthetic chemistry. It is a classified carcinogen.

参考文献

• Ryu, H., et al.: J. Mat. Sci., 41, 8265 (2006)
• Benaniba, M., et al.: Eur. J. Lip. Sci. Technol., 109, 1186 (2006)
• Reduces aromatic aldehydes to symmetrical epoxides in good yield: J. Am. Chem. Soc., 85, 1884 (1963). Both cis- and trans-isomers are formed. For list of examples, see: Org. Synth. Coll., 5, 358 (1973). Under suitable conditions, reaction of the intermediate with a second aldehyde can lead to mixed deoxybenzoins or diaryl enamines: Synthesis, 225 (1991).
• Has also been used for a variety of other reductions including that of ozonolysis intermediates: Helv. Chim. Acta, 50, 2387 (1967), and of primary alkyl nitro compounds to nitriles: Synthesis, 36 (1979). Bromohydrins can be converted to alkenes, by reductive elimination from their triflate esters: J. Am. Chem. Soc., 102, 1433 (1980):
  
• Reacts with BrCCl₃ to give dichloromethylenephosphorane Cl₂C=PPh₃, which undergoes Wittig reaction with aldehydes to give 1,1-dichloroalkenes, giving better results than the CCl₄/PPh₃ combination: Tetrahedron Lett., 1237, 1239 (1977);Synthesis, 554 (1980). Similarly, with Br₂CF₂, the CF₂ group can be transferred to both aldehydes and ketones: J. Fluorine Chem., 1, 123 (1971); Synth. Commun., 3, 197 (1973).