펜트-2-엔-1,5-이산
펜트-2-엔-1,5-이산 · GLUTACONIC ACID · pentene diacid · pentenedioic acid · (E)-glutaconic acid · 2-PENTENEDIOIC ACID · TRANS-GLUTACONIC ACID · pent-2-ene-1,5-dioic acid
식별자 및 물리적 특성
| CAS No. | 1724-02-3 |
|---|---|
| 분자식 | C5H6O4 |
| 평균 분자량 | 130.1 g/mol |
| 단동위원소 질량 | 130.02660867 g/mol |
| SMILES | O=C(O)C=CCC(=O)O |
| InChIKey | XVOUMQNXTGKGMA-UHFFFAOYSA-N |
| PubChem CID | 74406 |
| DTXSID | DTXSID40862740 |
| 현지명 | 펜트-2-엔-1,5-이산 |
화학 및 물리적 성질
| XLogP | -0.3 |
|---|---|
| 극성 표면적 | 74.6 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 147 |
| 녹는점 | 137-139 °C(lit.) |
| 끓는 점 | 413.8±28.0 °C(Predicted) |
| 밀도 | 1.384±0.06 g/cm3(Predicted) |
| 저장 조건 | Amber Vial, Refrigerator |
| 용해도 | DMSO(약간 용해됨), 메탄올(약간 용해됨) |
| pKa(산도 계수) | 4.21±0.10(Predicted) |
| 물리적 상태 | 고체 |
| 색상 | 흰색에서 베이지색 |
| BRN | 1759560 |
| 안정성 | 감광성 |
| InChI | InChI=1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9) |
| InChIKey | XVOUMQNXTGKGMA-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C=CCC(O)=O |
| LogP(분배 계수) | 0.040 (est) |
안전 및 규제
| 건강 영향 | Chronically high levels of glutaconic acid are associated with Glutaric Aciduria Type I. |
|---|---|
| 독성 요약 | Accumulating trans-glutaconic (TG) acids has been proposed to be involved in the development of the striatal degeneration seen in children with glutaric acidemia type 1 (GA1) via an excitotoxic mechanism. TG is neurotoxic and neurotoxicity is thought to be caused by an excitotoxic mechanism in which TG overactivates N-methyl-D-aspartate (NMDA) receptors. (A15451) In glutaric aciduria type 1, glutaconic acid accumulates, resulting in brain damage. (Wikipedia) |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 수질 위해 등급(WGK) | 3 |
| 관세 코드 | 2917198090 |
| 안전 문구(S) | 22-24/25 |
| 기존화학 물질 | KE-28031 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Glutaconic acid has been used in the preparation of CoA-substrate glutaconyl-CoA by reacting with acetyl-CoA. It may be used in the preparation of 6-chloro-2(2H)-pyranone by reacting with phosphorus pentachloride (PCl5).
일반 설명
Glutaconic acid, also known as 2-pentenedioic acid, is an unsaturated dicarboxylic acid. It is formed as one of the degradation products during the partial wet oxidation (PWO) of alkali lignin. The analysis of its crystal structure indicates that the compound exists predominantly in the trans-conformation. The geometric bond lengths and bond angles of glutaconic acid have been obtained using Hartree–Fock (HF), density functional calculations and IR spectral data.