2-요오드벤조 산
2-요오드벤조산 · O-IODOBENZOIC ACID · 2-IODO BENZONIC ACID · BENZOIC ACID, 2-IODO- · NSC 3772 · usafek-572 · USAF ek-572 · 'LGC' (4009)
식별자 및 물리적 특성
| CAS No. | 1321-07-9 |
|---|---|
| 분자식 | C7H5IO2 |
| 평균 분자량 | 248.02 g/mol |
| 단동위원소 질량 | 247.9334274 g/mol |
| SMILES | O=C(O)c1ccccc1I |
| InChIKey | CJNZAXGUTKBIHP-UHFFFAOYSA-N |
| PubChem CID | 6941 |
| ChEMBL | CHEMBL112424 |
| ChEBI | CHEBI:287979 |
| EC No. | 201-850-7 |
| DTXSID | DTXSID6058976 |
| 현지명 | 2-요오드벤조 산 |
화학 및 물리적 성질
| XLogP | 2.4 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 136 |
| 물질 분류 | Other Classes -> Benzoic Acid Derivatives |
| SpringerMaterials Properties | Crystal structure |
| LogP(분배 계수) | 2.45 |
| 증기압 | 0.000198 [mmHg] |
| Physical Description | White solid[Merck Index] Light brown powder[Sigma-Aldrich MSDS] |
| 녹는점 | 160-162 °C(lit.) |
| 끓는 점 | 313.9±25.0 °C(Predicted) |
| 밀도 | 2.25 |
| 저장 조건 | Keep in dark place,Inert atmosphere,Room temperature |
| 용해도 | 디메틸 설폭사이드 및 메탄올에 용해됨 |
| pKa(산도 계수) | 2.85(at 25℃) |
| 물리적 상태 | 분말, 결정 또는 플레이크 |
| 색상 | 연한 노란색에서 주황색 갈색까지 |
| 용해도 | 난용성 |
| Merck | 14,5030 |
| BRN | 1861406 |
| 안정성 | 안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다. |
| InChI | 1S/C7H5IO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10) |
| InChIKey | CJNZAXGUTKBIHP-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccccc1I |
| NIST | Benzoic acid, 2-iodo-(88-67-5) |
| EPA | Benzoic acid, 2-iodo- (88-67-5) |
화학적 성질
white crystal powder. Soluble in alcohol and ether, insoluble in water.
안전 및 규제
| GHS 분류 | DangerH302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 123 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 규제 정보 | Chemical: Benzoic acid, 2-iodo-Status: No longer Valid Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24645Benzoic acid, 2-iodo-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A skin and strong eye irritantHarmful by ingestionTargets the thyroid[Sigma-Aldrich MSDS] See Benzoic acid. |
| Hazard Classes and Categories | Acute Tox. 4 (99.2%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DH2975000 |
| 관세 코드 | 29163900 |
| 위험 문구(R) | 22-37/38-41-36/37/38-20/21/22 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 26-39-24/25-22-36 |
| 위험 등급 | IRRITANT, LIGHT SENSITIVEAcute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3 |
| 기존화학 물질 | KE-21035 |
| 위험 참고 사항 | Irritant |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
2-iodobenzoic acid and its derivatives are important pharmaceutical and chemical raw materials, which are necessary for the synthesis of various high-iodine reagents. It is commonly used as a precursor for the synthesis of 2-Iodoxybenzoic acid (IBX) and Dess-Martin peridinane, which are used as mild oxidants. It is also used in Suziki reaction.
용도
Reagent for detection of sulfhydryl groups in proteins. 2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction.
제조 및 합성 방법
제조 방법
2-Iodobenzoic acid is obtained from Anthranilic acid by diazotization and substitution. Diazotization of Anthranilic acid with sodium nitrite in the presence of sulfuric acid, control the temperature below 10℃, filter the diazotization solution, add the mixture of potassium iodide and sulfuric acid, stir for 10min after addition, and boil. Filter, wash with sodium thiosulfate solution, 2-Iodobenzoic acid can be recrystallized from water.