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重要文件

779903

Sigma-Aldrich

六甲基磷酰三胺

absolute, over molecular sieve (H2O ≤0.03%), ≥98.0% (GC)

同義詞:

HMPA, 三(二甲氨基)氧膦, 六甲基磷酸三胺

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About This Item

線性公式:
[(CH3)2N]3PO
CAS號碼:
分子量::
179.20
Beilstein:
1099903
EC號碼:
MDL號碼:
分類程式碼代碼:
12352111
PubChem物質ID:
NACRES:
NA.22
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蒸汽密度

6.18 (vs air)

品質等級

蒸汽壓力

0.07 mmHg ( 25 °C)

化驗

≥98.0% (GC)

形狀

liquid

品質

absolute, over molecular sieve (H2O ≤0.03%)

雜質

≤0.03% H2O (coulometric)

折射率

n20/D 1.459 (lit.)

bp

230-232 °C/740 mmHg (lit.)

mp

7 °C (lit.)

密度

1.03 g/mL at 25 °C (lit.)

官能基

phosphoramide

SMILES 字串

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 密鑰

GNOIPBMMFNIUFM-UHFFFAOYSA-N

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應用

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。[1]
  • 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)。[2]
  • 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,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。[4]

象形圖

Health hazardCorrosion

訊號詞

Danger

危險聲明

危險分類

Carc. 1B - Eye Dam. 1 - Muta. 1B - Skin Corr. 1C

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

291.2 °F - closed cup

閃點(°C)

144 °C - closed cup


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?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)
Phenyl- Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide
Shiue J, et al.
The Journal of Organic Chemistry, 62(14), 4643-4649 (1997)
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)
Knud Nairz et al.
Genome biology, 5(10), R83-R83 (2004-10-06)
We report the use of the cross-linking drug hexamethylphosphoramide (HMPA), which introduces small deletions, as a mutagen suitable for reverse genetics in the model organism Drosophila melanogaster. A compatible mutation-detection method based on resolution of PCR fragment-length polymorphisms on standard
Robert B Grossman et al.
The Journal of organic chemistry, 68(3), 871-874 (2003-02-01)
Hexamethylphosphorous triamide (HMPT) and other phosphoramidites and phosphites have been found to be efficient catalysts for the Michael reaction of alkenones and alkynones with malonates, alpha-cyano esters, beta-keto esters, and nitro compounds. The relatively nontoxic, easily hydrolyzed HMPT catalyzes the

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