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Merck
CN

107700

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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关于此项目

经验公式(希尔记法):
C7H10N2
化学文摘社编号:
分子量:
122.17
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-353-5
Beilstein/REAXYS Number:
110354
MDL number:
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产品名称

4-(二甲氨基)吡啶, ReagentPlus®, ≥99%

InChI key

VHYFNPMBLIVWCW-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)c1ccncc1

grade

reagent grade

product line

ReagentPlus®

assay

≥99%

form

chips
crystalline powder
flakes

concentration

≤100%

pH

(10,23 at -0,1 g/l at 22  °C)

bp

162 °C

mp

108-110 °C (lit.)

solubility

H2O: 50 mg/mL

functional group

amine

storage temp.

room temp

Quality Level

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Application

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

General description

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。

Legal Information

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

signalword

Danger

Hazard Classifications

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

target_organs

Nervous system

存储类别

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

wgk

WGK 3

flash_point_f

255.2 °F

flash_point_c

124 °C

ppe

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
Capture and visualization of hydrogen sulfide by a fluorescent probe.
Chunrong Liu et al.
Angewandte Chemie (International ed. in English), 50(44), 10327-10329 (2011-09-08)

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