Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2,6-Dichlorobenzoic acid
AI3-33337 · NSC 76599 · CCRIS 8610 · BRN 0973858 · 2,6-Dichlorobe · 2,6-dichlorobenzoic · RARECHEM AL BO 0023 · TIMTEC-BB SBB007694
식별자 및 물리적 특성
| CAS No. | 50-30-6 |
|---|---|
| 분자식 | C7H4Cl2O2 |
| 평균 분자량 | 191.01 g/mol |
| 단동위원소 질량 | 189.95883473 g/mol |
| SMILES | O=C(O)c1c(Cl)cccc1Cl |
| InChIKey | MRUDNSFOFOQZDA-UHFFFAOYSA-N |
| PubChem CID | 5758 |
| ChEMBL | CHEMBL114828 |
| ChEBI | CHEBI:48623 |
| EC No. | 200-025-9 |
| DTXSID | DTXSID0024979 |
화학 및 물리적 성질
| XLogP | 2.2 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 151 |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| 용해도 | 1 to 10 mg/mL at 66 °F (NTP, 1992)14g/L |
| 끓는 점 | Sublimes (NTP, 1992)273.68°C (rough estimate) |
| 녹는점 | 291 °F (NTP, 1992)139-142 °C (lit.) |
| Physical Description | 2,6-dichlorobenzoic acid appears as needles (from ethanol) or white solid. (NTP, 1992) |
| 밀도 | 1.4410 (rough estimate) |
| 굴절률 | 1.4590 (estimate) |
| 저장 조건 | Sealed in dry,Room Temperature |
| pKa(산도 계수) | 1.69±0.10(Predicted) |
| 물리적 상태 | 미세 결정성 분말 |
| 색상 | 흰색에서 베이지색 |
| 용해도 | 19 ºC에서 0.1-1g/100mL |
| BRN | 973858 |
| 안정성 | 안정적인. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C7H4Cl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11) |
| InChIKey | MRUDNSFOFOQZDA-UHFFFAOYSA-N |
| SMILES | OC(=O)c1c(Cl)cccc1Cl |
| NIST | Benzoic acid, 2,6-dichloro-(50-30-6) |
| EPA | Benzoic acid, 2,6-dichloro- (50-30-6) |
화학적 성질
white to off-white crystalline powder
안전 및 규제
| GHS 분류 | WarningH315 (98.1%): 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 53 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzoic acid, 2,6-dichloro-PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.2,6-Dichlorobenzoic acid: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include irritation. |
| 반응성 그룹 | Acids, Carboxylic |
| Reactivity Profile | 2,6-DICHLOROBENZOIC ACID is a halogenated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in waterthose with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions |
용도
용도
2,6-Dichlorobenzoic Acid is an di-halogenated benzoic acid derivative and is used in the synthesis of Lux-S enzyme inhibitor.
제조 및 합성 방법
제조 방법
2,6-Dichlorobenzoic Acid can be prepared through several synthetic routes. One common method is the chlorination of benzoic acid in the presence of a catalyst such as phosphorus pentachloride or thionyl chloride. The reaction takes place under reflux in anhydrous conditions, resulting in the substitution of two chlorine atoms at positions 2 and 6 of the benzene ring. The resulting product is then isolated and purified through recrystallization from a suitable solvent. Another method involves the chlorination of the methyl ester of 2,6-dichlorobenzoic acid, followed by hydrolysis to yield the desired compound. Alternatively, it can also be synthesized through the oxidation of 2,6-dichlorotoluene using potassium permanganate or other oxidizing agents.