티오살리실산
티오살리실산 · 티오살리실릭애씨드 · 2-MERCAPTOBENZOIC ACID · Thiosalicylic · O-MERCAPTOBENZOIC ACID · 2-Thiobenzoic acid · THIOSALYCYLIC ACID · 2-Sulfanylbenzoic acid
식별자 및 물리적 특성
| CAS No. | 147-93-3 |
|---|---|
| 분자식 | C7H6O2S |
| 평균 분자량 | 154.19 g/mol |
| 단동위원소 질량 | 154.00885043 g/mol |
| SMILES | O=C(O)c1ccccc1S |
| InChIKey | NBOMNTLFRHMDEZ-UHFFFAOYSA-N |
| PubChem CID | 5443 |
| ChEMBL | CHEMBL119888 |
| ChEBI | CHEBI:59124 |
| EC No. | 205-704-3 |
| DTXSID | DTXSID4049032 |
| 현지명 | 티오살리실산 |
화학 및 물리적 성질
| XLogP | 2.4 |
|---|---|
| 극성 표면적 | 38.3 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 136 |
| 물질 분류 | Other Classes -> Benzoic Acid Derivatives |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 화장품 | AntioxidantKeratolyticReducing |
| SpringerMaterials Properties | Chemical shift |
| Color/Form | SULFUR-YELLOW FLAKES, PLATES, NEEDLES FROM GLACIAL ACETIC ACID OR ALCOHOLLEAVES OR NEEDLES FROM WATERCRYSTALS /SODIUM SALT/ |
| 용해도 | SOL IN WATER /SODIUM SALT/SOL IN HOT WATER, ALCOHOL, ETHER, ACETIC ACIDSLIGHTLY SOLUBLE IN PETROLEUM ETHERDMSO(약간 용해됨), 메탄올(약간 용해됨) |
| 녹는점 | 168-169 °C162-165 °C (lit.) |
| Physical Description | Sulfur-yellow solidSlightly soluble in hot water[Merck Index] Yellow powder, soluble in water[MSDSonline] |
| Stability/Shelf Life | EXPOSURE TO AIR YIELDS DITHIOSALICYLIC ACID |
| Other Experimental Properties | WHEN AN ALCOHOLIC SOLN OF THIOSALICYLIC ACID COMES IN CONTACT WITH FERRIC CHLORIDE, DITHIOSALICYLIC ACID IS PRODUCEDSOFTENS AT 158 °CSUBLIMES |
| 끓는 점 | 247.55°C (rough estimate) |
| 밀도 | 1.49 |
| 굴절률 | 1.5100 (estimate) |
| 인화점 | 150 °C |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | pK1:4.05(0) (20°C) |
| 물리적 상태 | 미세 결정성 분말 |
| 색상 | 흰색에서 노란색으로 |
| 용해도 | 뜨거운 물에 용해됨 |
| Merck | 14,9360 |
| BRN | 508507 |
| 화장품 원료 기능 | 피부의 산화 스트레스를 줄이세요항산화제각질용해제 |
| InChI | 1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9) |
| InChIKey | NBOMNTLFRHMDEZ-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccccc1S |
| LogP(분배 계수) | 2.390 |
| NIST | Benzoic acid, 2-mercapto-(147-93-3) |
| EPA | Benzoic acid, 2-mercapto- (147-93-3) |
화학적 성질
Thiosalicylic acid, (o-mercapto benzoic acid), a sulfur-yellow solid that softens at 158 °C (316 °F), has a melting point of 164 °C (327 °F). It sublimes, is slightly soluble in hot water but freely soluble in glacial acetic acid and alcohol, and yields dithiosalicylic acid, upon exposure to air.
안전 및 규제
| GHS 분류 | WarningH315 (100%): 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 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzoic acid, 2-mercapto-Thiosalicylic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Protective Action Criteria (PAC) | 0.16 [mg/m3]1.8 [mg/m3]11 [mg/m3] |
| Non-Human Toxicity Excerpts | UNCOUPLING OF OXIDATIVE PHOSPHORYLATION IN RAT LIVER MITOCHONDRIA WAS INVESTIGATED WITH THIO ANALOGS OF SALICYLIC ACID. SIGNIFICANT ACTIVITY WAS OBSERVED. |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DH3325000 |
| 독성 | mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689, |
| 관세 코드 | 29309070 |
| 위험 문구(R) | 36/37/38-20/21/22 |
| 위험 표시 | Xi,Xn,N |
| 안전 문구(S) | 26-36/37/39-36 |
| 기존화학 물질 | KE-23092 |
| F 고인화성물질 | 9-23 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
| 유해 물질 데이터 | 147-93-3(Hazardous Substances Data) |
용도
용도
Thiosalicylic acid acts as a trapping agent, which is useful in the desulfenylation of 3-indolyl sulfides. It is used to prepare macrocyclic diamides by condensation with diamines. Further, it is used as a precursor to drug, which finds application for the treatment of atherosclerosis and melanoma. In addition to this, it is involved in the preparation of vaccine preservative thiomersal and thioindigo dyestuff.
제조 및 합성 방법
제조 방법
Thiosalicylic acid can be prepared from anthranilic acid via diazotization followed by the addition of sodium sulfide and then reduction with zinc. It can also prepared by heating o-halogenated benzoic acids with alkaline hydrosulfide in presence of copper.