20025
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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关于此项目
经验公式（希尔记法）:
C13H31N4P
化学文摘社编号:
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- 叔 -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- 叔 -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。
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
Marion Helou et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(46), 13805-13813 (2010-10-15)
Six-membered cyclic carbonates, namely trimethylene carbonate (TMC), 3,3-dimethoxytrimethylene carbonate (DMTMC) and 3-benzyloxytrimethylene carbonate (BTMC), undergo controlled "immortal" ring-opening polymerization (iROP) under mild conditions (bulk, 60-150 °C), by using organocatalysts, including an amine [4-N,N-dimethylaminopyridine (DMAP)], a guanidine [1,5,7-triazabicyclo-[4.4.0]dec-5-ene (TBD)], or a
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
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.
Tommaso Angelini et al.
Organic & biomolecular chemistry, 11(30), 5042-5046 (2013-06-28)
An efficient protocol for the hydrophosphonylation of aromatic and aliphatic aldehydes catalyzed by PS-BEMP under solvent-free conditions (SolFC) has been reported. Addition reactions were performed by using equimolar amounts of reagents and the resulting α-hydroxyphosphonates were isolated with simple workup
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