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Merck
CN

238198

Sigma-Aldrich

马来酸二甲酯

96%

别名:

(2Z)-2-丁烯二酸二甲酯, (Z)-2-丁烯二酸二甲酯

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About This Item

线性分子式:
CH3OCOCH=CHCOOCH3
CAS号:
分子量:
144.13
Beilstein:
471705
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

96%

表单

liquid

杂质

≤4% dimethyl fumarate

折射率

n20/D 1.441 (lit.)

沸点

204-205 °C (lit.)

溶解性

water: soluble 77.9 g/L at 20 °C

密度

1.152 g/mL at 25 °C (lit.)

官能团

ester

SMILES字符串

[H]\C(=C(/[H])C(=O)OC)C(=O)OC

InChI

1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3-

InChI key

LDCRTTXIJACKKU-ARJAWSKDSA-N

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一般描述

马来酸二甲酯是一种二烯亲和物,可用作合成二烯、塑料和共聚物的化学中间体。

马来酸二甲酯 (DMM) 是一种具有反应活性的二烯亲和物,可与取代呋喃进行超声波辅助Diels-Alder 反应。研究人员已经报道过,DMM 可通过介孔硅SBA-15-负载 Cu催化的气相氢解来合成1,4-丁二醇。据报道氯化铝可以加速DMM 和蒽的Diels-Alder反应。DMM 可通过马来酸酐、硫酸和甲醇的酯化反应合成。

应用

  • 通过与2,3-二甲基马来酸酐的可逆缩合实现的牛6S 羧肽酶原A的解离:亚基III部分表征的应用:该研究探索了采用2,3-二甲基马来酸酐实现牛6S 羧肽酶原A的解离,重点介绍了其在酶亚基部分表征中的应用。该研究显示了二甲基马来酯衍生物在蛋白质化学和酶结构研究中的潜力。(Puigserver and Desnuelle, 1975)。

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险分类

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1 - STOT RE 2 Dermal - STOT SE 3

靶器官

Respiratory system, Skin

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

闪点(°F)

203.0 °F - closed cup

闪点(°C)

95 °C - closed cup

个人防护装备

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


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Gaëtan Assemat et al.
Forensic science international, 279, 88-95 (2017-08-31)
Forty one samples of herbal spices intended to be introduced into the European market and seized by the French customs were analysed with high-field
Kinetics of Diels-Alder reactions in critical binary solutions
Yin H, et al.
Journal of Molecular Liquids, 216, 704-709 (2016)
Adam J Lowe et al.
Organic & biomolecular chemistry, 5(9), 1343-1346 (2007-04-28)
Based on (1)H NMR studies, subtle electronic factors rather than pre-organisation dictate the binding stoichiometry of the new, norbornene based, anion hosts 1 and 2 with acetate, however, the binding of dihydrogenphosphate appears to be based solely on steric constraints.
Bo Reum Lee et al.
Chemical communications (Cambridge, England), 47(13), 3852-3854 (2011-02-16)
We report charge-switching ionic nanocomplexes comprised of glycol chitosan grafted with 2,3-dimethylmaleic acid (DMA) (denoted as 'GCS-g-DMA' hereafter) and a proapoptotic peptide. This system allowed for improved peptide delivery to tumor sites via a mechanism of selective peptide release when
Preparation of Cu/SBA-15 catalysts by different methods for the hydrogenolysis of dimethyl maleate to 1, 4-butanediol.
Chen L-F, et al.
Applied Catalysis A: General, 356(2), 129-136 (2009)

商品

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

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