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顺丁烯二甲酸二乙酯

顺丁烯二甲酸二乙酯用途

马来酸二乙酯是马来酸的两个羧基与乙醇正式缩合形成的马来酸酯。马来酸二乙酯(DEM)是一种巯基反应性α,β-不饱和羰基化合物,可消耗暴露细胞中的谷胱甘肽(GSH)[1]。

顺丁烯二甲酸二乙酯名称

[ CAS 号 ]:
141-05-9

[ 中文名 ]:
马来酸二乙酯

[ 英文名 ]:
diethylmaleate

[中文别名 ]:

[英文别名 ]:

cis-Diethyl maleate
MFCD00009191
diethyl L-malic ester
Diethyl L-(-)-Malate
(S)-(-)-Aepfelsaeure-diethylester
cis-Propenoic acid diethyl ester
Maleic acid, diethyl ester
EINECS 205-451-9
(S)-malic acid diethyl ester
diethylmaleate

顺丁烯二甲酸二乙酯生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 其他

信号通路 >> 其他 >> 其他

[参考文献]

[1]. Andrea Gille, et al. Nuclear trapping of inactive FOXO1 by the Nrf2 activator diethyl maleate. Redox Biol. 2019 Jan;20:19-27.

顺丁烯二甲酸二乙酯物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
214.0±0.0 °C at 760 mmHg

[ 熔点 ]:
−10 °C(lit.)

[ 分子式 ]:
C₈H₁₂O₄

[ 分子量 ]:
172.178

[ 闪点 ]:
93.3±0.0 °C

[ 精确质量 ]:
172.073563

[ PSA ]:
52.60000

[ LogP ]:
1.68

[ 外观性状 ]:
无色液体

[ 蒸汽密度 ]:
5.93 (vs air)

[ 蒸汽压 ]:
0.2±0.4 mmHg at 25°C

[ 折射率 ]:
1.443

[ 储存条件 ]:
室温

[ 稳定性 ]:
Stable. Combustible. Incompatible with oxidizing agents, bases, acids, reducing agents.

[ 水溶解性 ]:
insoluble

顺丁烯二甲酸二乙酯MSDS

顺丁烯二甲酸二乙酯毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ON1225000

CHEMICAL NAME :: Maleic acid, diethyl ester

CAS REGISTRY NUMBER :: 141-05-9

BEILSTEIN REFERENCE NO. :: 1100825

LAST UPDATED :: 199806

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C8-H12-O4

MOLECULAR WEIGHT :: 172.20

WISWESSER LINE NOTATION :: 2OV1U1VO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Open irritation test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3070 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - hypermotility, diarrhea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 4 mL/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 8700 nmol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 182,135,1987 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3;Skin JAN 1993

顺丁烯二甲酸二乙酯安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H317-H319-H412

[ 警示性声明 ]:
P273-P280-P305 + P351 + P338

[ 个人防护装备 ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ 危害码 (欧洲) ]:
Xi:Irritant;

[ 风险声明 (欧洲) ]:
R43

[ 安全声明 (欧洲) ]:
S26-S36/37-S37-S24

[ 危险品运输编码 ]:
3334

[ WGK德国 ]:
2

[ RTECS号 ]:
ON1225000

[ 海关编码 ]:
29171990

顺丁烯二甲酸二乙酯合成路线

顺丁烯二甲酸二乙酯上下游产品

顺丁烯二甲酸二乙酯上游产品

顺丁烯二甲酸二乙酯下游产品

顺丁烯二甲酸二乙酯制备

1.由顺丁烯二酸酐和乙醇在硫酸存在下酯化制得；也可用阳离子交换树脂为催化剂进行交换转化而得。工业品顺丁烯二酸二乙酯含量≥98%，每吨产品消耗顺丁烯二酸酐（95%）585kg，乙醇（95%）604kg。

2.其制备方法主要由顺丁烯二酸酐和乙醇在硫酸存在下酯化制得。此工艺有常压有苯酯化和负压无苯酯化两种。
(1)常压有苯酯化
将一定量的苯和乙醇加入酯化反应锅，投入顺丁烯二酸酐，在搅拌下滴加浓硫酸，通夹套蒸汽加热，使反应物在75℃左右进行酯化反应。生成的水与苯、乙醇通过三元共沸蒸馏除去，上层的苯、乙醇液回流人反应锅中。约13～14h后，当蒸馏塔顶温度升至68.2℃，分离器下层水液位不再上升时，表明反应锅内水分已经全部蒸出，酯化反应完成。停止回流，继续蒸馏至95～100℃，蒸出苯和乙醇。冷却降温至50℃左右，用5％碳酸钠水溶液进行中和处理，水洗后再真空脱除残余的苯及乙醇，即得到产品顺丁烯二酸二乙酯。
(2)负压无苯酯化
顺丁烯二酸酐和乙醇在硫酸作用下酯化，在一定的真空和温度下将乙醇和反应生成的水呈气态带出，然后通过分馏塔分离出乙醇回流酯化，使反应趋向完全。这种方法能缩短反应周期，提高收率和产品质量，改善操作环境，国内生产厂大都采用此法。
此外，还可用阳离子交换树脂为催化剂进行交换转化，制得顺丁烯二酸二乙酯。

精制方法：用稀碳酸钾溶液洗涤，无水碳酸钾或硫酸钠干燥后减压蒸馏。

顺丁烯二甲酸二乙酯海关

[ 海关编码 ]: 2917190090

[ 中文概述 ]:
2917190090 其他无环多元羧酸. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 对苯二甲酸请注明4-CBA值, 对苯二甲酸请注明P-TL酸值, 对苯二甲酸请注明色度, 对苯二甲酸请注明水分

[ Summary ]:
2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

顺丁烯二甲酸二乙酯文献

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J. Econ. Entomol. 105(2) , 549-54, (2012)

The Colorado potato beetle (Leptinotarsa decemlineata (Say)) in the north Xinjiang Uygur autonomous region has evolved resistance to various types of insecticides. Chlorantraniliprole is a novel anthr...

Phenobarbital induction and chemical synergism demonstrate the role of UDP-glucuronosyltransferases in detoxification of naphthalophos by Haemonchus contortus larvae.

Antimicrob. Agents Chemother. 58(12) , 7475-83, (2014)

We used an enzyme induction approach to study the role of detoxification enzymes in the interaction of the anthelmintic compound naphthalophos with Haemonchus contortus larvae. Larvae were treated wit...

Designing greener plasticizers: Effects of alkyl chain length and branching on the biodegradation of maleate based plasticizers.

Chemosphere 134 , 106-12, (2015)

The ubiquitous presence of the plasticizer di (2-ethylhexyl) phthalate (DEHP) in the environment is of concern due to negative biological effects associated with it and its metabolites. In particular,...

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