2,3-ジメチルマレイン酸無水物
Dimethylmaleic anhydride
基本情報
- CAS
766-39-2- 標準SMILES
CC1=C(C)C(=O)OC1=O- InChIKey
MFGALGYVFGDXIX-UHFFFAOYSA-N- 分子式
- C6H6O3
- 平均分子量
- 126.11 g/mol
- 単同位体質量
- 126.03169405
概要
2,3-Dimethylmaleic anhydride is a butenolide.
名称と識別子
- 優先名称
- Dimethylmaleic anhydride
- IUPAC
- 3,4-dimethylfuran-2,5-dione
- 現地名
- 2,3-ジメチルマレイン酸無水物
- 英語名
- 2,3-Dimethylmaleic anhydride
- 分子式
- C6H6O3
- 分子量
- 126.11
名称と別名
2,3-DIMETHYLMALEIC ANHYDRIDE766-39-2Dimethylmaleic anhydride2,5-Furandione, 3,4-dimethyl-Pyrocinchonic anhydrideMaleic anhydride, dimethyl-Dimethylmaleic acid anhydridealpha,beta-Dimethylmaleic anhydride6PP3N541QADTXSID6061103NSC-92512RefChem:442539
名称をさらに表示
2,3-ジメチルマレイン酸無水物3,4-ジメチル-2,5-フランジオン3,4-ジメチルフラン-2,5-ジオンジメチル無水マレイン酸ピロシンコニン酸無水物3,4-ジメチル2,5-ジヒドロフラン-2,5-ジオン3,4-ジメチル-2,5-ジヒドロフラン-2,5-ジオンジメチルマレイン酸無水物無水2,3-ジメチルマレイン酸無水2,3‐ジメチルマレイン酸2,5-Furandione,3,4-dimethyl-2,2’-Dimethylmaleinsαureanhydrideic Anhydridepyrocinchonicanhydridedimethyl-maleicanhydrid3,4-dimethyl-5-furandioneTwoMethyl Maleic anhydride
2,3-dimethyl maleic anhydrideDTXCID5047902212-165-8DMMA3,4-dimethylfuran-2,5-dione3,4-Dimethyl-2,5-furandioneMFCD00005523HSDB 5517
データベース識別子
- CAS
766-39-2- PubChem CID
- 13010
- DTXSID
DTXSID6061103- ChEMBL
CHEMBL2270559- ChEBI
CHEBI:182178- UNII
- 6PP3N541QA
- EC Number
- 212-165-8
- Nikkaji
- J36.810E
物性
構造計算による物性
- XLogP
- 0.6
- 極性表面積
- 43.4 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 0
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 190
実験および物理化学的性質
PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesChemical shift
Density1.107 AT 100 °C/4 °C
SolubilityVERY SOL IN ALCOHOL, ETHER, BENZENE, CHLOROFORM; SLIGHTLY SOL IN WATER
Boiling Point223 °C
Melting Point96 °C
Physical DescriptionFine white plates; [MSDSonline]
物理化学的性質
- 融点
- 93 · 93-96 °C (lit.)
- 沸点
- 223 °C · 223 °C (lit.)
- 比重(密度)
- 1.107 g/cm3 · 1.107 g/cm3 (100℃)
- 屈折率
- 1.5627 · 1.5627 (estimate)
- 闪点
- 222 · 222-223°C
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- クロロホルム（微量）、酢酸エチル（微量）
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H302 (87.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazards SummaryMay decompose on exposure to moisture; May cause irritation; [MSDSonline] See ACID ANHYDRIDES.
Hazard Classes and CategoriesAcute Tox. 4 (87.8%)
毒性情報
Interactions
Modification with succinic anhydride of Clostridium perfringens epsilon prototoxin or toxin resulted in a loss of activation by trypsin or lethal activity, respectively. The prototoxin was more sensitive to succinylation than the toxin. On the other hand, the succinylated prototoxin was activated and cleaved by chymotrypsin, but not by trypsin. The lethal activity of the toxin was also lost after treatment with 2,3-dimethylmaleic anhydride or 2,4,6-trinitrobenzenesulfonic acid. When the 2,3-dimethylmaleic anhydride treated toxin treated with succinic anhydride or 2,4,6-trinitrobenzenesulfonic acid was incubated under acidic condition, it regained lethal activity. Thus modification of amino groups (lysine residues) prevented activation of the prototoxin by trypsin, and abolished lethal activity of the toxin.
Human Toxicity Excerpts
THE MALEIC ANHYDRIDES, A SERIES OF REVERSIBLE ACYLATING AGENTS, PRODUCED THE ASPIRIN-TYPE DEFECT IN PLATELET AGGREGATION. UNLIKE THE ANTIPLATELET EFFECT OF ASPIRIN WHICH WAS IRREVERSIBLE, THE ANTIPLATELET EFFECT OF 2,3-DIMETHYLMALEIC ANHYDRIDE DISAPPEARED IN APPROXIMATELY 80 MINUTES AT 25 DEG.
化学と産業
用途と製造
Uses
Used as a research chemical; No known commercial production in the US; [HSDB]
RESEARCH CHEM (CHEM INT FOR ORG SYNTH; PROTEIN REAGENT)
U.S. Production
(1979) NO EVIDENCE OF COMMERCIAL PRODN IN USA
(1981) NO EVIDENCE OF COMMERCIAL PRODN IN USA
Methods of ManufacturingDECARBOXYLATIVE DIMERIZATION OF MALEIC ANHYDRIDE IN THE PRESENCE OF 2-AMINOPYRIDINE
General Manufacturing Information2,5-Furandione, 3,4-dimethyl-: ACTIVE
応用分野
解説2,3-ジメチルマレイン酸無水物，ジメチルマレインサンムスイブツ，3,4-dimethyl-2,5-furandione．C6H6O3(126.11)．2,3-ジメチルマレイン酸と塩化アセチルとを加熱すると得られる．板状晶または葉状晶．融点93 ℃，沸点223 ℃．d1940.9092．エタノール，エーテル，クロロホルム，ベンゼンに可溶，冷水に難溶．水蒸気蒸留される．アルカリで処理すると2,3-ジメチルフマル酸を与える．殺菌剤，殺虫剤，除草剤，枯葉剤などの合成原料に用いられる．
用途有機合成原料。
使用2,3-Dimethylmaleic anhydride can be usually used in the synthesis of maleimides and as an amino group protecting agent for superoxide dismutase. It is also used in the preparation of dimethylmaleic acid dimethyl ester. Further, it serves as a reactant in the dissociation of ribosomal proteins. In addition to this, The isolated molecule 2, 3-dimethylmaleic anhydride showed potent insecticidal activity in fumigation bioassay against several insect species, viz., adults of houseflies, cockroaches and stored-product insects.
調製方法
純化方法Distil the anhydride from *benzene/ligroin and sublime in a vacuum. [Beilstein 17/11 V 69.]
上流・下流製品情報
上流原料
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