779903
六甲基磷酰三胺
absolute, over molecular sieve (H2O ≤0.03%), ≥98.0% (GC)
别名:
HMPA, 三(二甲氨基)氧膦, 六甲基磷酸三胺
蒸汽密度
6.18 (vs air)
质量水平
蒸汽压
0.07 mmHg ( 25 °C)
方案
≥98.0% (GC)
表单
liquid
质量
absolute, over molecular sieve (H2O ≤0.03%)
杂质
≤0.03% H2O (coulometric)
折射率
n20/D 1.459 (lit.)
沸点
230-232 °C/740 mmHg (lit.)
mp
7 °C (lit.)
密度
1.03 g/mL at 25 °C (lit.)
官能团
phosphoramide
SMILES字符串
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
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应用
六甲基磷酰胺可用于：
- 作为添加剂促进炔烃的对映选择性加成形成醛烃，从而在室温下生成炔丙基醇。
- 作为催化剂参与烷基碘引发剂引发的甲基丙烯酸甲酯的可逆失活自由基聚合，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。
六甲基磷酰胺是一种偶极助溶剂，同时也是一种有效的添加剂，用于卤化物的还原、砜脱氧、卤代烯烃偶联和碳硫键断裂等反应。
警示用语：
Danger
危险声明
危险分类
Carc. 1B - Eye Dam. 1 - Muta. 1B - Skin Corr. 1C
储存分类代码
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
闪点(°F)
291.2 °F - closed cup
闪点(°C)
144 °C - closed cup
Hexamethylphosphoramide as a highly reactive catalyst for the reversible-deactivation radical polymerization of MMA with an in situ formed alkyl iodide initiator
Wang Y, et al.
Polym. Chem., 8(39), 6073-6085 (2017)
Phenyl- Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide
Shiue J, et al.
The Journal of Organic Chemistry, 62(14), 4643-4649 (1997)
?One-pot? synthesis of (Z)-2-aryl-1-(2-cyanoethyl) ethenylphosphonates via hexamethylphosphoramide-promoted sequential transformation
Wang G and Shen Y
Heteroatom Chem., 13(2), 116-119 (2002)
Kristopher J Kolonko et al.
The Journal of organic chemistry, 75(18), 6163-6172 (2010-08-26)
A variety of multinuclear NMR techniques, in combination with X-ray diffraction methods, were used to probe the solution structure of α-aryl lithium enolates of bis(4-fluorobenzyl) ketone (1-H), phenyl 4-fluorobenzyl ketone (2-H), and N,N-dimethyl 4-fluorophenylacetamide (3-H) in ethereal solvents and in
Ge Gao et al.
Proceedings of the National Academy of Sciences of the United States of America, 101(15), 5417-5420 (2004-03-18)
It is found that the addition of hexamethylphosphoramide to the solution of an alkyne, Et(2)Zn, and (S)-1,1'-bi-2-naphthol in methylene chloride allows the generation of an alkynylzinc at room temperature and shows highly enantioselective additions to aldehydes. The mild condition for
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