2,6-ピリジンジカルボン酸
2,6-ピリジンジカルボン酸 · ジピコリン酸 · ピリジン-2,6-ジカルボン酸 · ピリジン-2,6-ビスカルボン酸 · 2,6-ジカルボキシピリジン · 2，6ピリジンジカルボン酸 · ピリジン２，６ジカルボン酸 · 2,6‐ピリジンジカルボン酸
識別子と物理属性
| CAS No. | 499-83-2 |
|---|---|
| 分子式 | C7H5NO4 |
| 平均分子量 | 167.12 g/mol |
| 単同位体質量 | 167.02185764 g/mol |
| SMILES | O=C(O)c1cccc(C(=O)O)n1 |
| InChIKey | WJJMNDUMQPNECX-UHFFFAOYSA-N |
| PubChem CID | 10367 |
| ChEMBL | CHEMBL284104 |
| ChEBI | CHEBI:46837 |
| EC No. | 207-894-3 |
| DTXSID | DTXSID7022043 |
| 現地名 | 2,6-ピリジンジカルボン酸 |
化学・物理的性質
| XLogP | 0.6 |
|---|---|
| 極性表面積 | 87.5 |
| 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 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 184 |
| 溶解度 | 5 mg/mL at 25 °CH2O: 1%、クリア5g/L(20℃) |
| 融点 | 252 °C248-250 °C (dec.)(lit.) |
| 蒸気圧 | 0.0000061 [mmHg]<0.01 hPa (20 °C) |
| Physical Description | White crystalline powder[Alfa Aesar MSDS]Solid |
| 沸点 | 295.67°C (rough estimate) |
| 密度 | 1.5216 (rough estimate) |
| 屈折率 | 1.6280 (estimate) |
| 引火点 | 188 °C |
| 貯蔵条件 | Store below +30°C. |
| pKa（酸解離定数） | 2.16(at 25℃) |
| 外観・状態 | 結晶性粉末 |
| 色 | 白い |
| pH | 2.0 (5g/l, H2O, 20℃) |
| BRN | 131629 |
| 化粧品成分の機能 | キレート化 |
| InChI | 1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12) |
| InChIKey | WJJMNDUMQPNECX-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cccc(n1)C(O)=O |
| LogP（分配係数） | 0.3 at 25℃ and pH1.8 |
| CAS データベース | 499-83-2(CAS DataBase Reference) |
| NISTの化学物質情報 | 2,6-Pyridinedicarboxylic acid(499-83-2) |
| EPAの化学物質情報 | 2,6-Pyridinedicarboxylic acid (499-83-2) |
化学的特性
White crystalline powder. Insoluble in ethanol.
安全性と法規制
| GHS 分類 | DangerH314 (42.9%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H315 (57.1%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (48.4%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (52.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (99.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 273 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: 2,6-Pyridinedicarboxylic acidStatus: Active Update: 02-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/24614Dipicolinic acid: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin and strong eye irritant[Alfa Aesar MSDS] See Pyridine and Picolinic acid. |
| Hazard Classes and Categories | Skin Corr. 1B (42.9%)Skin Irrit. 2 (57.1%)Eye Dam. 1 (48.4%)Eye Irrit. 2A (52.4%)STOT SE 3 (99.6%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
用途
説明
2,6-Pyridinedicarboxylic acid (PDCA) contains two carboxylic groups on each side of the pyridine ring. Both groups form rigid 120° angles with the pyridine. Carboxylic functionality could be complex and bind with metals under certain conditions. Numerous metalorganic frameworks, metal complexes, drugs, and CPs based on PDCA were developed for applications related to gas storage, separation, catalysis, magnetism, and sensing[1]. Shao et al. researched the solubility of PDCA in methanol, ethanol, n-propanol, isopropanol, THF, 1,4-dioxane, acetic acid, formic acid, acetonitrile, ethyl acetate, and toluene. They found that PDCA solubility was the highest in methanol but the lowest in acetonitrile.
一般的な説明
This certified eluent concentrate for ion chromatography is traceable by potentiometric titration to NIST Standard Reference Material. It is certified in accordance with ISO Guide 31. All details about exact content, uncertainty, traceability and expiry date are described in the certificate.
製法・合成法
製造方法
pyridine-2,6-dicarboxylic acid was synthesized by hydrolyzing of ester prepared by coupling of diethyl 4-hydroxypyridine-2,6-dicarboxylate to bis-halohydrocarbon or bis-halide.Synthesis of Novel Derivatives of Pyridine‐2,6‐dicarboxylic Acid