3,3'-다이아미노벤지딘
3,3′-디아미노벤지딘 · 3,3'-다이아미노벤지딘 · 3,3'-디아미노벤지딘 · DAB · DIAMINOBENZIDINE · [1,1'-biphenyl]-3,3',4,4'-tetraaMine · TETRAAMINOBIPHENYL · 3,3'
식별자 및 물리적 특성
| CAS No. | 91-95-2 |
|---|---|
| 분자식 | C12H14N4 |
| 평균 분자량 | 214.27 g/mol |
| 단동위원소 질량 | 214.12184645 g/mol |
| SMILES | Nc1ccc(-c2ccc(N)c(N)c2)cc1N |
| InChIKey | HSTOKWSFWGCZMH-UHFFFAOYSA-N |
| PubChem CID | 7071 |
| ChEMBL | CHEMBL1396955 |
| ChEBI | CHEBI:90994 |
| EC No. | 202-110-6 |
| DTXSID | DTXSID2036827 |
| 현지명 | 3,3'-다이아미노벤지딘 |
화학 및 물리적 성질
| XLogP | 0.9 |
|---|---|
| 극성 표면적 | 104 |
| 수소 결합 공여자 수 | 4 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 16 |
| 형식 전하 | 0 |
| 복잡도 | 209 |
| 물질 분류 | Nitrogen Compounds -> Benzidine and Derivatives |
| LogP(분배 계수) | 0.09 |
| 용해도 | Solubility in water: very poor0.55g/L |
| 인화점 | >200 °C12 °C |
| 녹는점 | 176 °C175-177 °C(lit.) |
| Physical Description | Dry PowderRed to brown hygroscopic solid[ICSC]RED-TO-BROWN HYGROSCOPIC SOLID IN VARIOUS FORMS. |
| 자연 발화 온도 | 560 °C |
| 끓는 점 | 344.41°C (rough estimate) |
| 밀도 | 1.1726 (rough estimate) |
| 굴절률 | 1.5000 (estimate) |
| 저장 조건 | room temp |
| 물리적 상태 | 태블릿 형태 |
| pKa(산도 계수) | 4.39±0.10(Predicted) |
| 색상 | 메탄올에서 결정의 형성 |
| pH | 7 (1g/l, H2O, 20℃) |
| 용해도 | 0.55g/L(20℃) |
| BRN | 1212988 |
| 안정성 | 수분과 빛에 민감합니다. 강한 산화제와 호환되지 않습니다. |
| 주요 응용 | 진단 검사 제조혈액학조직학 |
| InChI | 1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2 |
| InChIKey | HSTOKWSFWGCZMH-UHFFFAOYSA-N |
| SMILES | NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1 |
| NIST | 3,3'-Diaminobenzidine(91-95-2) |
| EPA | 3,3'-Diaminobenzidine (91-95-2) |
화학적 성질
Off-white to brown solid.
안전 및 규제
| GHS 분류 | DangerH341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity] |
|---|---|
| 규제 정보 | Hazard Traits - Carcinogenicity[1,1'-Biphenyl]-3,3',4,4'-tetramine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of [1,1'-Biphenyl]-3,3',4,4'-tetramine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711) |
| 화재 위험 | Combustible. |
| 유해성 요약 | Causes muscle weakness, cyanosis, and urine changes in inhalation lethal-dose study of rats[RTECS] May cause eye irritationA possible human carcinogen[ICSC] May cause irritationPossible teratogen and carcinogen[Aldrich MSDS] See Benzidine. |
| Chemical Dangers | Decomposes on burning. This produces nitrogen oxides. Reacts with strong oxidants. |
| Hazard Classes and Categories | Muta. 2 (100%)Carcinogenicity - category 1BCarc. 1B |
| 소화 | Use water spray, powder, alcohol-resistant foam, carbon dioxide. |
| 응급 조치 | Fresh air, rest.Remove contaminated clothes. Rinse and then wash skin with water and soap.Rinse with plenty of water for several minutes (remove contact lenses if easily possible).Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention . |
| 안전 보관 | Dry. Well closed. Separated from food and feedstuffs and strong oxidants. Store in an area without drain or sewer access. |
| 누출 처리 | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. |
용도
개요
3,3'-Diaminobenzidine (DAB) is a precursor to polybenzimidazole. DAB is frequently used in the immunohistochemical staining of nucleic acids and proteins. It can also be used to detect fingerprints in blood because that it can be oxidized by hydrogen peroxide in the presence of hemoglobin to give a dark-brown color.
용도
3,3'-Diaminobenzidine is used as peroxidase substrate and a reagent for spectrophotometric determination of selenium. DAB is used for the immunohistochemical staining of nucleic acids and proteins. As a dark brown dye, was used as an antibody-specific stain to identify the paired antibodies in breast tissue. It may be used for the synthesis of a useful, linear, Schiff-base coordination polymer.
제조 및 합성 방법
제조 방법
15 kg of 98.5% pure 3,3'-dinitro-4,4'-diaminobiphenyl tide product and 45 kg of methanol,0.075 kg of palladium carbon is mixed, and hydrogen gas of 0.85-0.9 MPa is introduced at 55-60 ° C, and stirred for 3 hours.At the end of the reaction, the catalyst was recovered, methanol was recovered, 30 kg of water was added, and the mixture was centrifuged and dried to obtain 9.3 kg of 3,3'-Diaminobenzidine having a purity of 99.3%.The yield was 90.6% (based on 3,3'-dinitro-4,4'-diacetylaminobiphenyl).