2-클로로니코틴산
2-클로로니코틴산 · 2-CHLOROPYRIDINE-3-CARBOXYLIC ACID · CHLORONICOTINIC ACID · 2-CHLORO-3-PYRIDINECARBOXYLIC ACID · 2CLNA · 2-Chloronicoti · AKOS BBS-00004231 · 2 - chloro niacin
식별자 및 물리적 특성
| CAS No. | 2942-59-8 |
|---|---|
| 분자식 | C6H4ClNO2 |
| 평균 분자량 | 157.55 g/mol |
| 단동위원소 질량 | 156.99305605 g/mol |
| SMILES | O=C(O)c1cccnc1Cl |
| InChIKey | IBRSSZOHCGUTHI-UHFFFAOYSA-N |
| PubChem CID | 76258 |
| ChEMBL | CHEMBL1505789 |
| ChEBI | CHEBI:194658 |
| EC No. | 220-937-0 |
| DTXSID | DTXSID9062726 |
| 현지명 | 2-클로로니코틴산 |
화학 및 물리적 성질
| XLogP | 1.3 |
|---|---|
| 극성 표면적 | 50.2 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 140 |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| 농약 | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| 녹는점 | 176-178 °C (dec.)(lit.) |
| 끓는 점 | 316.8±22.0 °C(Predicted) |
| 밀도 | 1.470±0.06 g/cm3(Predicted) |
| 저장 조건 | 2-8°C |
| 용해도 | DMSO, 에틸아세테이트(약간 용해됨) |
| pKa(산도 계수) | 2.07±0.25(Predicted) |
| 물리적 상태 | 가루 |
| 색상 | 흰색에서 크림색으로 |
| 냄새 | Pungent odor |
| BRN | 119023 |
| InChI | InChI=1S/C6H4ClNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10) |
| InChIKey | IBRSSZOHCGUTHI-UHFFFAOYSA-N |
| SMILES | C1(Cl)=NC=CC=C1C(O)=O |
| LogP(분배 계수) | 0.988 |
| EPA | 2-Chloronicotinic acid (2942-59-8) |
화학적 성질
white to cream powder. MP>175°C (decomposition), insoluble in water, soluble in organic solvents such as benzene and toluene.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 8.1% (11 of 136) of reports.WarningH315 (14.7%): 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 136 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 13-04-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/7352 |
| Hazard Classes and Categories | Skin Irrit. 2 (14.7%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| 관세 코드 | 29333999 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 22-24/25-37/39-26-36 |
| 위험 등급 | IRRITANTEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 기존화학 물질 | KE-05892 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
2-Chloronicotinic Acid is used in the preparation of 4-thiazolidinone derivatives and Schiff bases displaying antimicrobial activity.
제조 및 합성 방법
제조 방법
Chloronicotinic acid was synthesized from nicotinic acid by oxidation by H2O2 and then chlorinationby POCl3 and PCl5 in a yield of 87.5%.Synthesis of 2-chloronicotinic acid: Pour chlorine gas into the mixed solution of phosphorus oxychloride and phosphorus trichloride, control the temperature at about 60°C, until the remaining chlorine gas escapes, cool and add nicotinic acid N-oxide in batches, and heat the mixed solution. The reaction was carried out at 100-105°C for 1-1.5 h, and the reaction mixture was stirred for 30 min after the reaction mixture was transparent, and phosphorus oxychloride was removed under reduced pressure. The obtained residue was cooled to room temperature, and water was added to obtain the finished product of 2-chloronicotinic acid.