Citraconic Anhydrides (HCID 12012)

概要

Methylmaleic anhydrides.

名称と識別子

優先名称: Citraconic Anhydrides
IUPAC: 3-methylfuran-2,5-dione
現地名: シトラコン酸無水物
英語名: Citraconic anhydride
分子式: C5H4O3
分子量: 112.08

名称と別名

Citraconic AnhydridesAnhydride, CitraconicAnhydrides, CitraconicMethylmaleic AnhydridesAnhydrides, Methylmaleic2 Methylmaleic AnhydrideAnhydride, 2-MethylmaleicRefChem:388886Citraconic anhydride616-02-43-methylfuran-2,5-dione2-Methylmaleic anhydride

名称をさらに表示

シトラコン酸無水物メチルマレイン酸無水物2-メチルマレイン酸無水物無水シトラコン酸メチル無水マレイン酸cis-メチルブテン二酸無水物シトラコン酸水物無水シトコラン酸3-メチルフラン-2,5-ジオン無水シトラコン酸, 98%2-メチル-2-ブテン二酸無水物CTA3-methyl-furan-2,5-dionealpha-methylmaleicanhydridemethyl-maleicanhydrid3-methyl-5-furandioneIndobufen Impurity 53

2,5-Furandione, 3-methyl-METHYLMALEIC ANHYDRIDE3-Methylmaleic anhydrideCitraconic acid anhydrideMonomethylmaleic anhydrideMaleic anhydride, methyl-3-methyl-2,5-dihydrofuran-2,5-dione3-Methyl-2,5-furandione

データベース識別子

CAS: 616-02-4
PubChem CID: 12012
DTXSID: DTXSID8060660
ChEMBL: CHEMBL398893
UNII: 105NP7PMXX
EC Number: 210-459-0
Nikkaji: J55.438C、J679.309F

物性

構造計算による物性

XLogP: 0.2
極性表面積: 43.4 Å²
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: 8
形式電荷: 0
複雑度: 178

実験および物理化学的性質

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic

SpringerMaterials PropertiesBoiling point

Density1.2469 @ 16 °C/4 °C

Color/FormCOLORLESS LIQUID

SolubilitySOL IN ALCOHOL, ETHER, ACETONE

Boiling Point213-214 °C @ 760 MM HG

物理化学的性質

融点: 6 · 6-10 °C (lit.)
沸点: 213 · 213-214 °C (lit.)
比重(密度): 1.247 g/mL · 1.247 g/mL at 25 °C (lit.)
蒸気密度: 4 · 4 (vs air)
蒸気圧: 1.3 hPa · 1.3 hPa ( 47 °C)
屈折率: 20 · n20/D 1.471(lit.)
闪点: 215 °F · 215 °F
貯蔵温度: 2 · Inert atmosphere,2-8°C
溶解性: Chloroform (Slightly), Methanol (Slightly)
外見: 液体
色: 無色透明～ごくわずかに黄色
水溶解度: 分解する
BRN: 1835 · 1835
Dielectric constant: 40.3 · 40.3(20℃)
InChI: 1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
InChIKey: AYKYXWQEBUNJCN-UHFFFAOYSA-N
SMILES: CC1=CC(=O)OC1=O
LogP: -0.232 · -0.232 (est)
CAS データベース: 616 · 616-02-4(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2,5-Furandione, 3-methyl-(616-02-4)
EPAの化学物質情報: 2 · 2,5-Furandione, 3-methyl- (616-02-4)

化学的性質

化学的特性clear colorless to very slightly yellow liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H311 (23.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]

P233, P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P333+P317, P342+P316, P361+P364, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 222 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 24-02-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/16743

Hazards SummaryAn irritant; [MSDSonline] See Maleic anhydride. See ACID ANHYDRIDES.

Hazard Classes and CategoriesAcute Tox. 3 (23.9%)

毒性情報

Non-Human Toxicity Excerpts · 2 件

... CITRACONIC ACID ANHYDRIDE TESTED FULL STRENGTH BY DROP APPLICATION TO RABBITS EYES CAUSED SEVERE INJURY LIKE THAT CAUSED BY ACETIC ACID.

VARIOUS CHEMICAL GROUPS WERE EVALUATED FOR THEIR SKIN SENSITIZATION POTENTIAL IN THE GUINEA PIG. CITRACONIC ANHYDRIDE SENSITIZED 3 OF 10 GUINEA PIGS.

安全データ

F: 10-21
wgk: 3
tsca: TSCA listed
rtecs: GE6825000
ridadr: UN 2810 6.1/PG 3
hs_code: 29171990
risk_code: 23/24/25-36/37/38-42/43-34-24
化審法: (5)-6177
消防法: 危-4-3-III
hazard_code: T
safety_code: 26-36/37/39-45-28A-23-36/37
hazard_class: 6.1
packing_group: III
Hazard Classifications: Eye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1
ストレージクラス: 8A - Combustible corrosive hazardous materials
有毒物質データの: 616-02-4(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 4 件

Used as reagent for alkalies, alcohols, and amines; as monomer for specialty unsaturated polyester resins; [HSDB]

REAGENT FOR ALKALIES, ALCOHOLS, AND AMINES

MONOMER FOR SPECIALTY UNSATURATED POLYESTER RESINS

ANALYTICAL REAGENT FOR ALKALIES, ALCOHOLS & AMINES

U.S. Production(1979) AT LEAST 4.54X10+8 GRAMS

Methods of Manufacturing · 2 件

PRODUCTION OF CITRACONIC ANHYDRIDE FROM ITACONIC ACID.

VACUUM PYROLYSIS OF CITRIC OR ITACONIC ACID

Formulations/PreparationsGRADES: REAGENT.

General Manufacturing Information2,5-Furandione, 3-methyl-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

使用Citraconic anhydride is used as a monomer for specialty unsaturated polyester resins. It is used to prepare bicyclic pyrrolidines, maleimides and co- and terpolymers. It is also used for the protection of N-terminal amino acids. Further, it is involved in the preparation of clothing ping acid and its amide. In addition to this, it is selectively used for the isolation of histidyl peptides.

一般的な説明Citraconic anhydride is a reversible blocking agent for the lysine side chain. A major advantage of the citraconic anhydride reaction is that the blocking group can be readily removed without causing protein denaturation[1].

調製方法 · 1 件

純化方法Possible contamination is from the acid formed by hydrolysis. If the IR has OH bands, then reflux with Ac2O for 30minutes, evaporate, then distil the residue in a vacuum, otherwise distil in a vacuum. Store in a dry atmosphere. [Vaughan & Andersen J Am Chem Soc 77 6702 1955, Vaughan & Andersen J Org Chem 21 680 1956, Beilstein 17 H 440, 17 I 234, 17 II 448, 17 III/IV 5912, 17/11 V 65.]

上流・下流製品情報

上流原料

下流製品

2-メチルブタン二酸ジメチルシトラコン酸 3,6-ジクロロ-4-メチルピリダジンブタン二酸1-メチルこはく酸無水物 5-ヒドロキシ-3-メチル-2(5H)-フラノン 3-メチル-2(5H)-フラノン 4-メチル-2(5H)-フラノン 2-(3-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 2,5-Furandione,3-(broMoMethyl)

サプライヤー50 社

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韶关高科祥高新材料有限公司15089879907

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

シトラコン酸無水物

基本情報

概要