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Merck
CN

20025

Sigma-Aldrich

2-叔丁基亚氨基-2-二乙基氨基-1,3-二甲基全氢-1,3,2-二氮杂磷

purum, ≥98.0% (GC)

别名:

BEMP

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About This Item

经验公式(希尔记法):
C13H31N4P
CAS号:
分子量:
274.39
Beilstein:
5534901
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

等级

purum

质量水平

方案

≥98.0% (GC)

表单

liquid

折射率

n20/D 1.477 (lit.)
n20/D 1.477

沸点

74 °C/0.03 mmHg (lit.)

密度

0.948 g/mL at 25 °C (lit.)

官能团

amine

SMILES字符串

CCN(CC)P1(=NC(C)(C)C)N(C)CCCN1C

InChI

1S/C13H31N4P/c1-8-17(9-2)18(14-13(3,4)5)15(6)11-10-12-16(18)7/h8-12H2,1-7H3

InChI key

VSCBATMPTLKTOV-UHFFFAOYSA-N

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一般描述

2--丁亚胺-2-二乙氨基-1,3-二甲基二氢-1,3,2-二氮杂膦 (BEMP) 是一种磷腈碱。BEMP 参与温和的碱催化 N -磺酰基氮杂环丙烷的亲核开环。以聚苯乙烯为载体的 BEMP (PS-BEMP) 是一种高效的酚醛开环催化剂。BEMP 比 DBU(l,8-二氮杂双环 [5.4.0] 十一烯)的碱性强 2000 倍,空间位阻也大很多。

应用

2--丁亚胺-2-二乙氨基-1,3-二甲基二氢-1,3,2-二氮杂膦 (BEMP),有机磷碱可用于以下研究:
  • 2,3-二氢苯并 [1,4] 二氧杂萘-5-酮的合成。
  • 作为碳酸烷基化反应的催化剂。
  • 作为六元环碳酸盐可控“永生”开环聚合 (iROP) 中的有机催化剂。

象形图

Corrosion

警示用语:

Danger

危险声明

危险分类

Skin Corr. 1B

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

230.0 °F - closed cup

闪点(°C)

110 °C - closed cup

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

2-tert-Butylimino-2-diethylamino-1, 3-dimethylperhydro-1, 3, 2-diazaphosphorine Supported on Polystyrene (PS-BEMP) as an Efficient Recoverable and Reusable Catalyst for the Phenolysis of Epoxides under Solvent-Free Conditions.
Zvagulis A, et al.
Advanced Synthesis & Catalysis, 352(14-15), 2489-2496 (2010)
Ke Wen et al.
The Journal of organic chemistry, 67(22), 7887-7889 (2002-10-26)
A short and efficient synthesis of 2'-O-methoxyethylguanosine (8) is described. Central to this strategy is the development of a novel silicon-based protecting group (MDPSCl(2), 2) used to protect the 3',5'-hydroxyl groups of the ribose. Silylation of guanosine with 2 proceeded
Thomas A Moss et al.
Chemical communications (Cambridge, England), (21)(21), 2474-2476 (2008-05-21)
N-Mesitylene sulfonyl and N-tosyl aziridines have been identified as effective electrophiles in alkylation reactions of carbon acids catalyzed by the organic phosphorine base BEMP; yields of up to 99% for a range of pro-nucleophiles under mild reaction conditions are reported.
M.J. O'Donnell et al.
Tetrahedron Letters, 39, 8775-8775 (1998)
Sambasivarao Kotha et al.
Bioorganic & medicinal chemistry letters, 12(7), 1113-1115 (2002-03-23)
First synthesis of a macrocylic cyclophane-based unusual alpha-amino acid derivative 11 by coupling of ethyl isocyanoacetate with 1,2-bis(4-bromomethylphenyl)ethane under phase-transfer catalysis (PTC) conditions. Phosphazene base such as 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) is useful to improve the yield of cyclophane derivative without high

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