基本情報
- CAS
3238-40-2- 標準SMILES
O=C(O)c1ccc(C(=O)O)o1- InChIKey
CHTHALBTIRVDBM-UHFFFAOYSA-N- 分子式
- C6H4O5
- 平均分子量
- 156.09 g/mol
- 単同位体質量
- 156.00587322
概要
Furan-2,5-dicarboxylic acid is a member of the class of furans carrying two carboxy substituents at positions 2 and 5. It has a role as a human urinary metabolite. It is a member of furans and a dicarboxylic acid. It is a conjugate acid of a furan-2,5-dicarboxylate.
名称と識別子
- 優先名称
- 2,5-Furandicarboxylic acid
- IUPAC
- furan-2,5-dicarboxylic acid
- 現地名
- フラン-2,5-ジカルボン酸
- 英語名
- 2,5-Furandicarboxylic acid
- 分子式
- C6H4O5
- 分子量
- 156.09
名称と別名
2,5-Furandicarboxylic acid3238-40-2Furan-2,5-dicarboxylic acidDehydromucic acidFDCA cpdFurane-alpha,alpha'-dicarboxylic acid73C4JJ695CNSC-40740DTXSID0062927CHEBI:84212RefChem:444679DTXCID4038500
名称をさらに表示
フラン-2,5-ジカルボン酸デヒドロムチン酸2,5-フランジカルボン酸デヒドロ粘液酸2,5-フランンジカルボン酸2,3-furandicarboxylic acid2,5-Furandicarboxylic2,5-Furandicarboxylic acid (FDCA)NSC 407405-Furandic5-Furandicar
221-800-8MFCD00016582furan-2,5-dicarbonsaeureFuran-2,5-Dicarboxylicacid2,5-furandicarboxylateDehydromucateDehydroschleimsaeureFDCA
データベース識別子
- CAS
3238-40-2- PubChem CID
- 76720
- DTXSID
DTXSID0062927- ChEBI
CHEBI:84212
物性
構造計算による物性
- XLogP
- 0.7
- 極性表面積
- 87.7 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 5
- 回転可能結合数
- 2
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 167
実験および物理化学的性質
SpringerMaterials PropertiesBoiling point
Solubility1 mg/mL at 18 °C
Melting Point342 °C
Physical DescriptionSolid
物理化学的性質
- 融点
- 300 °C · >300 °C
- 沸点
- 240.29 °C · 240.29°C (rough estimate)
- 比重(密度)
- 1.74 · 1.7400
- 屈折率
- 1.64 · 1.6400 (estimate)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- DMSO（わずかに）、メタノール（わずかに超音波処理）
- 外見
- 個体
- 酸解離定数(Pka)
- 2.28 · 2.28±0.10(Predicted)
- 色
- ホワイトからダークブラウン
- 水溶解度
- 1 g/L · 1g/L(18℃)
- 安定性
- 光に敏感、非常に吸湿性
- InChI
- 1S/C6H4O5/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)(H,9,10)
- InChIKey
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
H315 (27.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 169 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
Regulatory Information
Regulation (EC) No 1935/2004 (amended)
REACH registered substance: Furan-2,5-dicarboxylic acid (EC: 221-800-8)
Hazard Classes and CategoriesSkin Irrit. 2 (27.8%)
安全データ
- wgk
- 1
- tsca
- TSCA listed
- hs_code
- 29321900
- risk_code
- 36/37/38-36
- hazard_code
- Xi
- safety_code
- 26-36/37/39-36/37
- hazard_class
- IRRITANT
- Hazard Classifications
- Eye Irrit. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
General Manufacturing Information2,5-Furandicarboxylic acid: ACTIVE
応用分野
説明2,5-Furandicarboxylic acid (FDCA) is an organic chemical compound consisting of two carboxylic acid groups attached to a central furan ring. It was first reported as dehydromucic acid by Rudolph Fittig and Heinzelmann in 1876, who produced it via the action of concentrated hydrobromic acid upon mucic acid. It can be produced from certain carbohydrates and as such is a renewable resource, it was identified by the US Department of Energy as one of 12 priority chemicals for establishing the “green” chemistry industry of the future.Furan-2,5-dicarboxylic acid (FDCA) has been suggested as an important renewable building block because it can substitute for terephthalic acid (PTA) in the production of polyesters and other current polymers containing an aromatic moiety.wikipedia
来歴2,5-Furandicarboxylic acid, also known as dehydromucic acid, is a furan derivative. This organic compound was first obtained by Fittig and Heinzelmann in 1876. More than 125 years later, FDCA was identified by the US Department of Energy as one of 12 priority chemicals for establishing the "green" chemistry industry of the future. On a laboratory scale, it is often synthesized from 5- hydroxymethylfurfural (HMF), which in turn can be obtained from carbohydrate-containing sources such as glucose, fructose, sucrose, and starch. From fructose and glucose, HMF is obtained by acidic eliminating three moles of water.
使用Interest in renewable based polymers has led to 2,5-furandicarboxylic acid being proposed as a green, sustainable alternative to the widely used petroleum-based terephthalic acid in the synthesis of polyesters. 2,5-Furandicarboxylic acid is produced from oxidation of 5-hydroxymethylfurfural (HMF) which is obtained from the dehydration of bio-based sugars such as fructose.
調製方法
製造方法2,5-Furandicarboxylic acid (FDCA) can be produced from biomass or its derived sugars or platform chemicals, and has demonstrated to be a very promising substitute for petroleum-derived polymer products.Chapter 5 - Advances in the synthesis and application of 2,5-furandicarboxylic acid
関連反応
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化合物ノート
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