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六甲基磷酰三胺 [HMPA],Hexamethylphosphoramide;absolute, over molecular sieve (H2O ≤0.03%), ≥98.0% (GC)

别名:三(二甲氨基)氧膦;六甲基磷酸三胺;HMPA, Hexamethylphosphoric acid triamide, Tris(dimethylamino)phosphine oxide

CAS号 680-31-9 线性分子式 [(CH3)2N]3PO 分子量 179.20 Beilstein/REAXYS Number 1099903 EINECS 编号 211-653-8 MDL number MFCD00008303 PubChem Substance ID 329768110 NACRES NA.22
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): 779903
CAS号: 680-31-9
MDL号: MFCD00008303
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¥1,564.73

产品描述

Application

Hexamethylphosphoramide can be used:
•  As an additive to facilitate the enantioselective addition of alkyne to aldehydes to generate propargylic alcohols at room temperature.[5]
•  As a catalyst for the reversible-deactivation radical polymerization of methyl methacrylate with an alkyl iodide initiator to generate poly(methyl methacrylate)(PMMA).[2]
•  To facilitate the conversion of tetra-alkyl methanediphosphonates into (Z)-2-aryl-1-(2-cyanoethyl)ethenylphos-phonates.[3]

Hexamethylphosphoramide is a dipolar co-solvent and an effective additive used in reactions like reduction of halides, deoxygenation of sulfones, halide olefin couplings and cleavage of carbon-sulfur bond.[1]

可以使用六甲基磷酰胺:
•作为添加剂,有助于在室温下将炔烃对映选择性地加成醛以生成炔丙醇。
•作为甲基丙烯酸甲酯与烷基碘引发剂的可逆失活自由基聚合的催化剂,以生成聚甲基丙烯酸甲酯(PMMA)。
•促进甲烷二膦酸四烷基酯转化为(Z)-2-芳基-1-(2-氰基乙基)乙烯基膦酸酯[3]。
六甲基磷酰胺是一种偶极助溶剂,是一种有效的添加剂,可用于卤化物还原,砜类脱氧,卤代烯烃偶联以及碳硫键断裂等反应。

性质

Quality Level  100
vapor density  6.18 (vs air)
vapor pressure  0.07 mmHg ( 25 °C)
assay  ≥98.0% (GC)
quality  absolute, over molecular sieve (H2O ≤0.03%)
impurities  ≤0.03% H2O (coulometric)
refractive index  n20/D 1.459 (lit.)
bp  230-232 °C/740 mmHg (lit.)
mp  7 °C (lit.)
density  1.03 g/mL at 25 °C (lit.)
SMILES string  CN(C)P(=O)(N(C)C)N(C)C
InChI  1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
InChI key  GNOIPBMMFNIUFM-UHFFFAOYSA-N


安全信息

符号 
GHS08  GHS08
信号词 Danger
危害声明 H340 - H350
危害码 (欧洲) T
风险声明 (欧洲) 45-46
安全声明 (欧洲) 53-45
RIDADR UN 3082 9 / PGIII
WGK德国 WGK 3
RTECS TD0875000
闪点(华氏) 291.2 °F - closed cup
闪点(摄氏) 144 °C - closed cup
商品规格
属性名称属性值
储存温度 Storage temp.常温阴凉避光
全球实时库存 Availability √美国St. Louis ≥ 33 | 欧洲Eur. ≥ 27 | 東京Tokyo ≥ 9 | 香港与北京 ≥ 16
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