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Merck
CN

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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5534901
Assay:
≥98.0% (GC)
Form:
liquid
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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

SMILES string

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

InChI key

VSCBATMPTLKTOV-UHFFFAOYSA-N

grade

purum

assay

≥98.0% (GC)

form

liquid

refractive index

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

bp

74 °C/0.03 mmHg (lit.)

density

0.948 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

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Application

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。

General description

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。

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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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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
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.
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
M.J. O'Donnell et al.
Tetrahedron Letters, 39, 8775-8775 (1998)

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