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107700

Sigma-Aldrich

4-(二甲氨基)吡啶

ReagentPlus®, ≥99%

别名:

N,N-二甲基-4-吡啶胺, DMAP

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About This Item

经验公式（希尔记法）:
C7H10N2
CAS号:
1122-58-3
分子量:
122.17
Beilstein:
110354
EC 号:
214-353-5
MDL编号:
MFCD00006418
UNSPSC代码:
12352302
PubChem化学物质编号:
24846774
NACRES:
NA.22

质量水平

200

产品线

ReagentPlus®

方案

≥99%

表单

chips
crystalline powder
flakes

mp

108-110 °C (lit.)

溶解性

H2O: 50 mg/mL

官能团

amine

储存温度

room temp

SMILES字符串

CN(C)c1ccncc1

InChI

1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3

InChI key

VHYFNPMBLIVWCW-UHFFFAOYSA-N

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相关类别

一般描述

4-二甲氨基吡啶（DMAP）是一种多功能亲核催化剂，用于酰化和酯化反应。它也可用于各种有机转化反应，如Baylis-Hillman反应、Dakin-West反应、胺的保护、C-酰化、硅烷化、天然产物化学中的应用。

应用

4-二甲氨基吡啶可用作以下反应的催化剂：
  • 通过与丙二腈、醛和β-硝基烯反应合成3,5 取代的2,6-二氰基苯胺。
  • 在无辅助碱和溶剂的条件下与酸酐进行醇的酰化反应合成相应的酯。
  • 通过活化烯和醛或酮的偶联进行Baylis-Hillman 反应生成碳碳键。
酰化反应的高效催化剂

法律信息

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

警示用语：

Danger

危险分类

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1

靶器官

Nervous system

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

255.2 °F

闪点(°C)

124 °C

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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分析证书(COA)

Lot/Batch Number
MKCW8784
MKCV7190
MKCV3906
MKCS0648
WXBD3608V

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Akira Iida et al.
Organic letters, 8(23), 5215-5218 (2006-11-03)
[Structure: see text] A powerful Ti-crossed Claisen condensation between ketene silyl acetals (KSAs) and acid chlorides was successfully performed to give alpha-monoalkylated esters and thermodynamically unfavorable (less accessible) alpha,alpha-dialkylated beta-keto esters in good yield (46 examples; 41-98% yield). A closely
A M van Wijk et al.
Analytical and bioanalytical chemistry, 400(5), 1375-1385 (2011-03-30)
A generic LC-MS/MS method was developed for the analysis of potentially genotoxic alkyl halides. A broad selection of alkyl halides were derivatized using 4-dimethylaminopyridine in acetonitrile. The reaction conditions for derivatization, i.e., solvent, reaction time, temperature and concentration of alkyl
Min Suk Shim et al.
Journal of controlled release : official journal of the Controlled Release Society, 133(3), 206-213 (2008-11-11)
To maximize therapeutic effects, targeted delivery of nucleic acids (e.g., DNA and RNA) in their appropriate intracellular targets is highly desirable. In this study, primary amines of a model polymeric nonviral carrier, polyethylenimine (PEI), at two molecular weights (0.8 and
Chenghu Yan et al.
Biomacromolecules, 10(8), 2013-2018 (2009-09-03)
An effective method for grafting L-lactide (LA) from unmodified cellulose by ring-opening polymerization (ROP) in homogeneous mild conditions is presented. By using 4-dimethylaminopyridine (DMAP) as an organic catalyst, cellulose-graft-poly(L-lactide) (cellulose-g-PLLA) copolymers with a molar substitution (MS(PLLA)) of PLLA in a
Hangxiang Wang et al.
Journal of the American Chemical Society, 133(31), 12220-12228 (2011-07-19)
Catalysts hold promise as tools for chemical protein modification. However, the application of catalysts or catalyst-mediated reactions to proteins has only recently begun to be addressed, mainly in in vitro systems. By radically improving the affinity-guided DMAP (4-dimethylaminopyridine) (AGD) catalysts
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