ピメリン酸
ピメリン酸 · ピレル酸 · ヘプタン二酸 · 1,5-ペンタンジカルボン酸 · 6-カルボキシヘキサノアート · (ヘプタン二酸)ジアニオン · ピメラート · ヘプタン-1,7- 二酸
識別子と物理属性
| CAS No. | 111-16-0 |
|---|---|
| 分子式 | C7H12O4 |
| 平均分子量 | 160.17 g/mol |
| 単同位体質量 | 160.07355886 g/mol |
| SMILES | O=C(O)CCCCCC(=O)O |
| InChIKey | WLJVNTCWHIRURA-UHFFFAOYSA-N |
| PubChem CID | 385 |
| ChEMBL | CHEMBL1235351 |
| ChEBI | CHEBI:30531 |
| EC No. | 203-840-8 |
| DTXSID | DTXSID5021598 |
| 現地名 | ピメリン酸 |
化学・物理的性質
| XLogP | 0.5 |
|---|---|
| 極性表面積 | 74.6 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 6 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 125 |
| 物質分類 | Other Classes -> Organic Acids |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 脂質 | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117] |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 0.61 |
| Plasticizers | Plasticizer |
| 溶解度 | 50.0 mg/mLエタノール: 0.1 g/mL、透明から非常にかすかにかすんだ25g/L（13℃） |
| 沸点 | 342.00 °C. @ 760.00 mm Hg212 °C10 mm Hg(lit.) |
| 融点 | 103 - 106 °C103-105 °C(lit.) |
| Physical Description | Other Solid[Merck Index] White powder[Alfa Aesar MSDS] |
| Dissociation Constants | 4.51 (at 25 °C) |
| Collision Cross Section | 129.29 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]130.9 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]134.7 Ų [M-2H+Na]- |
| 密度 | 1,329 g/cm3 |
| 屈折率 | 1.4352 (estimate) |
| 引火点 | 212°C/10mm |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 4.71(at 25℃) |
| 色 | 白～ややベージュ |
| pH | 3.77(1 mM solution)3.25(10 mM solution)2.74(100 mM solution) |
| Merck | 14,7431 |
| BRN | 1210024 |
| ヘンリー定数 | 2.6×107 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 安定性 | 安定。酸化剤、塩基と相容れない。可燃性。 |
| 化粧品成分の機能 | 可塑剤 |
| InChI | 1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11) |
| InChIKey | WLJVNTCWHIRURA-UHFFFAOYSA-N |
| SMILES | OC(=O)CCCCCC(O)=O |
| LogP（分配係数） | 0.610 |
| CAS データベース | 111-16-0(CAS DataBase Reference) |
| NISTの化学物質情報 | Heptanedioic acid(111-16-0) |
| EPAの化学物質情報 | Heptanedioic acid (111-16-0) |
化学的特性
white solid
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 3.9% (7 of 179) of reports.WarningH315 (27.9%): 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 179 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Heptanedioic acidHeptanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Heptanedioic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 27-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23725Pimelic acid: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 有害性の概要 | A skin and strong eye irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (27.9%) |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | TK3677000 |
| 毒性 | LD50 orally in Rabbit: 7000 mg/kg |
| 税関コード | 29171990 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (2)-3795 |
| 危険表示 | Xi |
| hazard_note | Irritant |
| 安全措置（S） | 26-36 |
| 危険等級 | Eye Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
解説
ピメリン酸,角柱状結晶．融点105 ℃，沸点212 ℃(1.3 kPa)．水，エタノール，エーテル，熱ベンゼンに可溶．昇華性がある．ポリエステルやポリアミド樹脂の製造に使用される．森北出版「化学辞典（第2版）
説明
Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H which has been synthesized from cyclohexanone and from salicylic acid. In the former route, the additional carbon is supplied by dimethyloxalate, which reacts with the enolate.This acid (heptanedioic acid), from the Greek pimelh (pimele fat), as adipic acid, was isolated from oxidized fats. It was obtained in 1884 by Ganttner F et al. as a product of ricinoleic acid (hydroxylated oleic acid) from castor oil.
使用
The major uses of pimelic acid are in plasticizers and polymers.
製法・合成法
純化方法
Crystallise the acid from water or from *benzene containing 5% diethyl ether. [Beilstein 1 IV 2003.]