CAS 7226-23-5|N,N'-Dimethylpropyleneurea|1,3-dimethyl-1,3-diazinan-2-one|N,N'-Dimethyl-N,N'-trimethyleneurea|DMPU|DMPU|1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone|DMPU|1,3-甲基-3,4,5,6-四氢-2...

基本信息

化学结构

分子式

C₆H₁₂N₂O

分子量

128.17228

精确质量

128.09496301

电荷

InChI

InChI=1S/C6H12N2O/c1-7-4-3-5-8(2)6(7)9/h3-5H2,1-2H3

InChIKey

GUVUOGQBMYCBQP-UHFFFAOYSA-N

Canonic Smiles

O=C1N(C)CCCN1C

Isomeric Smiles

N1(C(=O)N(CCC1)C)C

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

-0.58069485

LogD (pH = 7.4)

-0.5806948

Log P

-0.5806948

摩尔折射率

35.6258

极化性

13.415068

极化表面积

23.55

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

N,N'-DimethylpropyleneureaN,N'-Dimethyl-N,N'-trimethyleneureaDMPU1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinoneDMPU1,3-甲基-3,4,5,6-四氢-2(1H)-嘧啶酮N,N′-Dimethylpropylene urea1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinoneN,N-二甲基丙烯基脲1,3-Dimethyl-2-oxohexahydropyrimidineN,N'-Dimethylpropylene urea1,3-Dimethyltetrahydropyrimidin-2(1H)-one1,3-二甲基-3,4,5,6-四氢-2(1H)-嘧啶酮1,3-dimethyl-1,3-diazinan-2-one

IUPAC标准名

1,3-dimethyl-1,3-diazinan-2-one

IUPAC传统名

DMPU

名称和标识

数据登录号

PubChem SID

2486591524855140162041790

EC号

MDL号

CAS号

Beilstein号

PubChem CID

CHEMBL

维基百科标题

Chemspider ID

数据登录号

化合物性质

安全信息

Harmful/ Store under inert gas

Hygroscopic

R22 41 62

22-36-43

22-41-62

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Wikipedia

DMPU

Sigma Aldrich

251569

包装
25, 100, 500 g in glass bottle
Application
多功能溶剂，用于手性伯胺的 N-烷基化反应，1醛醣的 O-烷基化反应，2以及聚(芳醚)的合成。3

41661

Other Notes
偶极非质子溶剂，可有效替代致癌的 HMPA，作为高反应性亲核试剂和碱的助溶剂。在烯醇化物形成中具有高 Z-选择性；1,2DMPU 显示出非诱变性和安全性。3
包装
1 L in Sure/Seal™
250 mL in Sure/Seal™

描述信息

参考文献

PubChem文献

数据源提供

• Dipolar aprotic solvent recommended as a replacement for the carcinogenic hexamethylphosphoric triamide (HMPA) in many reactions: Helv. Chim. Acta, 65, 385 (1982). DMPU is non-mutagenic: Chimia, 39, 148 (1985). It is more useful than the lower homologue 1,3-Dimethyl-2-imidazolidinone, A16001 (mp 8^oC) for low-temperature reactions. Can be used as a general replacement for HMPA in organolithium reactions: J. Am. Chem. Soc., 107, 719 (1985).

• Has been found to be comparable to HMPA in promoting reductive coupling reactions with SmI₂: J. Am. Chem. Soc., 110, 5064 (1988); J. Chem. Soc., Chem. Commun., 1775 (1992), and also in other reductions with the same reagent: J. Org. Chem., 58, 5008 (1993).

参考文献

生物活性

PubChem BioAssay

生物活性