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
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关于此项目
线性分子式:
[(CH3)2N]3PO
化学文摘社编号:
分子量:
179.20
UNSPSC Code:
12352111
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-653-8
Beilstein/REAXYS Number:
1099903
MDL number:
产品名称
六甲基磷酰三胺, absolute, over molecular sieve (H2O ≤0.03%), ≥98.0% (GC)
InChI
1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
InChI key
GNOIPBMMFNIUFM-UHFFFAOYSA-N
SMILES string
CN(C)P(=O)(N(C)C)N(C)C
vapor density
6.18 (vs air)
vapor pressure
0.07 mmHg ( 25 °C)
assay
≥98.0% (GC)
form
liquid
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.)
functional group
phosphoramide
Quality Level
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Application
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。
signalword
Danger
hcodes
Hazard Classifications
Carc. 1B - Eye Dam. 1 - Muta. 1B - Skin Corr. 1C
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
291.2 °F - closed cup
flash_point_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)
Bahar Zarabi et al.
Pharmaceutical research, 26(5), 1121-1129 (2009-01-23)
To evaluate the tumor targeting potential of N-(2-hydroxypropyl)methacrylamide (HPMA) copolymer-gadolinium(Gd)-RGDfK conjugates by magnetic resonance (MR) T1-mapping. HPMA copolymers with and without RGDfK were synthesized to incorporate side chains for Gd chelation. The conjugates were characterized by their side-chain contents and
Amanda C Jones et al.
Journal of the American Chemical Society, 130(19), 6060-6061 (2008-04-19)
Low-temperature rapid-injection NMR (RINMR) experiments were performed on tris(trimethylsilyl)methyllithium. In THF/Me2O solutions, the separated ion (1S) reacted faster than can be measured at -130 degrees C with MeI and substituted benzaldehydes (k >/= 2 s -1), whereas the contact ion
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