顺丁烯二酸二甲酯

Dimethyl maleate

HCID 5271565CAS 23055-10-9

基本信息

标准SMILES: COC(=O)/C=C\C(=O)OC
InChIKey: LDCRTTXIJACKKU-ARJAWSKDSA-N
分子式: C6H8O4
平均分子量: 144.12 g/mol
单同位素质量: 144.04225874

概述

Dimethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol. It is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. It is a methyl ester, a maleate ester and a diester. It is functionally related to a methanol.

名称与标识

首选名称: Dimethyl maleate
IUPAC: dimethyl (Z)-but-2-enedioate
中文名: 马来酸二甲酯
英文名: Dimethyl maleate
分子式: C6H8O4
分子量: 144.13

名称与别名

Dimethyl maleate624-48-6METHYL MALEATESipomer DMMMaleic acid, dimethyl esterDimethyl cis-butenedioate2-Butenedioic acid (Z)-, dimethyl esterDimethyl cis-ethylenedicarboxylateDTXSID40407652-Butenedioic acid, dimethyl ester, (Z)-Dimethylester kyseliny maleinove2-Butenedioic acid (2Z)-, 1,4-dimethyl ester

展开更多名称

丁-2-烯二酸二甲酯(E/Z)-富马酸二甲酯(E/Z)-Dimethyl fumarateDimethyl 2-butenedioatedimethyl but-2-enedioate2-Butenedioic acid, 1,4-dimethyl esterdimethyl (2E)-but-2-enedioate (en)2-Butenedioic acid, dimethyl ester (en)

NSC-5161K39366X5N0DTXCID2020765CHEBI:35460RefChem:588282210-848-5dimethyl (Z)-but-2-enedioateMaleic Acid Dimethyl Ester

数据库标识

CAS: 23055-10-9、624-48-6
PubChem CID: 5271565
DTXSID: DTXSID4040765
ChEMBL: CHEMBL2259700
ChEBI: CHEBI:35460
UNII: K39366X5N0
EC Number: 210-848-5
Nikkaji: J45.018I

性质

结构计算性质

XLogP: 0.7
极性表面积: 52.6 Å²
氢键供体: 0
氢键受体: 4
可旋转键: 4
重原子: 10
形式电荷: 0
复杂度: 141

实验与物化性质

Chemical ClassesOther Classes -> Esters, Other

DrugsPharmaceuticals -> Listed in ZINC15

CosmeticsEmollient

SpringerMaterials PropertiesBoiling point

Vapor Pressure0.3 [mmHg]

Food Contact Substances · 2 条

FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications

物理化学性质

熔点: 101 · 101-102 °C (sublm)
沸点: 215 · 215-220 °C
密度: 1.124 · 1.124±0.06 g/cm3(Predicted)
化妆品成分功效: SKIN CONDITIONING - EMOLLIENTSOLVENT

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P333+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 175 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

危害信息

Regulatory Information · 4 条

Chemical: 2-Butenedioic acid, (Z)-, dimethyl ester

Chemical: 2-Butenedioic acid, dimethyl ester

Status: Active Update: 06-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/10938

2-Butenedioic acid (2Z)-, dimethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Maleic acid esters (short chain)

Hazards Summary · 1 条

A skin and eye irritant in rabbits; Skin sensitization observed in guinea pigs; [EPA ChAMP: Screening Level Hazard Characterization] A mild to severe eye irritant; Dermal LD50 (rabbit) = 530 uL/kg; [RTECS] Causes burns; May cause skin sensitization; Harmful by ingestion; ECHA REACH Registrations] A skin and strong eye irritant; May cause skin sensitization; Harmful by ingestion; Toxic by skin absorption; [Sigma-Aldrich MSDS] See Maleic acid.

Hazard Classes and Categories · 4 条

Acute Tox. 4 (100%)

Acute toxicity (ingestion) - category 4

Acute toxicity (Oral) - Category 4

Skin sensitization - Category 1A