아조벤젠
아조벤젠 · (E)-1,2-Diphenyldiazene · 1,2-DIPHENYLDIAZENE · Diazobenzene · AZOBENZOL · DIPHENYLDIAZENE · TRANS-AZOBENZENE · AZOBENZENE PESTANAL
식별자 및 물리적 특성
| CAS No. | 103-33-3 |
|---|---|
| 분자식 | C12H10N2 |
| 평균 분자량 | 182.22 g/mol |
| 단동위원소 질량 | 182.08439833 g/mol |
| SMILES | c1ccc(N=Nc2ccccc2)cc1 |
| InChIKey | DMLAVOWQYNRWNQ-UHFFFAOYSA-N |
| PubChem CID | 2272 |
| ChEMBL | CHEMBL3039456 |
| ChEBI | CHEBI:190358 |
| DTXSID | DTXSID8020123 |
| 현지명 | 아조벤젠 |
화학 및 물리적 성질
| XLogP | 3.8 |
|---|---|
| 극성 표면적 | 24.7 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 157 |
| Kovats Retention Index | 1556159115661597.21606.8278 |
| Collision Cross Section | 139.5 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID8020123]141.92 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]135.82 Ų [M+H]+ [CCS Type: TW |
| 녹는점 | 65-68 °C (lit.) |
| 끓는 점 | 293 °C (lit.) |
| 밀도 | 1.09 g/mL at 25 °C (lit.) |
| 증기압 | 1 mm Hg ( 104 °C) |
| 굴절률 | 1.62662 (78.1℃) |
| 인화점 | 100 °C |
| 저장 조건 | room temp |
| 용해도 | 6.4mg/L |
| 물리적 상태 | 결정성 분말 |
| 색상 | 오렌지 레드 |
| 용해도 | 알코올, 에테르, 벤젠 및 빙초산에 용해됩니다. 물에 불용성. |
| Merck | 14,917 |
| BRN | 1819138 |
| 헨리 상수 | 7.3×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다. 공기와 빛에 민감합니다. |
| 주요 응용 | 진단 검사 제조혈액학조직학 |
| InChI | 1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H/b14-13+ |
| InChIKey | DMLAVOWQYNRWNQ-BUHFOSPRSA-N |
| SMILES | c1ccc(cc1)\N=N\c2ccccc2 |
| EPA | Azobenzene (103-33-3) |
화학적 성질
Azobenzene is a Orange-red crystals or dark brown chunky solid. It is soluble in alcohol, ether, benzene and glacial acetic acid, but insoluble in water.
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | CN1400000 |
| 운송 번호(UN) | UN 3077 9/PG 3 |
| 독성 | LD50 orally in Rabbit: 1000 mg/kg |
| 관세 코드 | 29270000 |
| 위험 문구(R) | 45-20/22-48/22-50/53-68-67-65-62-51/53-38-11-48/20-39/23/24/25-23/24/25-52/53 |
| 위험 표시 | T,N,Xn,F |
| 안전 문구(S) | 53-45-60-61-62-36/37-33-29-16-9-7 |
| 포장분류 | III |
| 위험 등급 | 6.1(b)Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 1BMuta. 2STOT RE 2 |
| 자연 발화 온도 | 890 °F |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 유해 물질 데이터 | 103-33-3(Hazardous Substances Data) |
용도
개요
Azobenzene is a well-known derivative of stimulus-responsive molecular switches and has shown superior performance as a functional material in biomedical applications.Azobenzene is a typical photo-responsive molecule that isomerizes from its planar trans-form to the non-planar cis-form after UV-light irradiation with a wavelength between 300 nm and 400 nm (lmax is around 330 nm). Interestingly, the system reverts from the cis-form to the trans-form after further irradiation with visible light (wavelength over 400 nm). This process is completely reversible, and the azobenzene group does not decompose or induce undesirable side reactions even on repeated trans-cis isomerization. By introducing azobenzenes into DNA through D-threoninol as a linker, Asanuma and co-workers succeeded in achieving photo-regulation of:Formation and dissociation of a DNA duplexTranscription by T7-RNA polymerase reaction
용도
Azobenzene is used as an acaricide and insecticide, as a precursor for dyes and polymers, and as an optical trigger for the design and synthesis of a wide variety of photoresponsive systems. It may also occur as an impurity in the production of phenylbutazone (P319570).
일반 설명
Azobenzene is a chromogen and an azo compound that exhibits trans/cis isomerism yielding isomers that differ in color. It is a simple azoarene compound that shows cis-trans isomerization around the azo bond in response to light.