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Merck
모든 사진(1)

주요 문서

437786

Sigma-Aldrich

Diethyl chloromalonate

95%

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About This Item

Linear Formula:
ClCH(CO2C2H5)2
CAS Number:
Molecular Weight:
194.61
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

95%

양식

liquid

refractive index

n20/D 1.432 (lit.)

density

1.204 g/mL at 25 °C (lit.)

작용기

chloro
ester

SMILES string

CCOC(=O)C(Cl)C(=O)OCC

InChI

1S/C7H11ClO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4H2,1-2H3

InChI key

WLWCQKMQYZFTDR-UHFFFAOYSA-N

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관련 카테고리

일반 설명

Diethyl chloromalonate (Diethyl α-chloromalonate) is a 2-halo-1,3-dicarbonyl compound. It participates in K2CO3-catalyzed domino reactions (Michael alkylation, Mannich alkylation, and aldol alkylation) of salicylic aldehyde derivatives to afford functionalized 2,3-dihydrobenzofurans. It reacts with Cs2CO3 in the presence of elemental S8 or Sen to afford the corresponding diethyl thioxo- or selenoxomalonates, which can be trapped in situ with various 1,3-dienes.

픽토그램

CorrosionExclamation markEnvironment

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

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


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문서 라이브러리 방문

R N Henrie et al.
Journal of medicinal chemistry, 26(4), 559-563 (1983-04-01)
Reaction of diethyl chloromalonate with beta-mercapto amines, 9, gave 1,4-thiazin-3-ones, 10, which were alkylated exclusively at the lactam oxygen with triethyloxonium tetrafluoroborate and subsequently condensed with guanidine to give the first reported 5-thiapterins, 8. Oxidation of 8 with m-chloroperoxybenzoic acid
Preparation of cycloaddition chemistry of thio-and selenocarbonyls derived from reaction of elemental sulfur and selenium with stabilized a-halo anions.
Abelman MM.
Tetrahedron Letters, 32(50), 7389-7392 (1990)
Qu-Bo Li et al.
The Journal of organic chemistry, 76(17), 7222-7228 (2011-07-29)
The K(2)CO(3)-catalyzed domino reactions (Michael alkylation, Mannich alkylation, and aldol alkylation) of salicylic aldehyde derivatives (2-hydroxyaryl-α,β-unsaturated ketones, 2-hydroxyarylnitroalkenes, 2-hydroxyarylimines, and salicylic aldehydes) and 2-halo-1,3-dicarbonyl compounds (diethyl α-bromomalonate, diethyl α-chloromalonate, ethyl 2-chloroacetoacetate, and 3-chloropentane-2,4-dione) were carried out under mild conditions to

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