(E)-1,2-디페닐디아젠

Azobenzene

HCID 2272CAS 103-33-3

기본 정보

표준 SMILES
c1ccc(N=Nc2ccccc2)cc1
InChIKey
DMLAVOWQYNRWNQ-UHFFFAOYSA-N
분자식
C12H10N2
평균 분자량
182.22 g/mol
단동위원소 질량
182.08439833

이름 및 식별자

우선 이름
Azobenzene
IUPAC
diphenyldiazene
현지명
아조벤젠
영어명
Azobenzene
분자식
C12H10N2
분자량
182.22

이름 및 동의어

azobenzene103-33-3Diphenyldiazene1,2-Diphenyldiazene(E)-1,2-DiphenyldiazeneDiazene, diphenyl-AzobenzolDiphenyldiimideAzobenzideAzobisbenzeneAzofume(E)-Diphenyldiazene
이름 더 보기
아조벤젠TRANS-AZOBENZENEAZOBENZENE PESTANALtrans-diphenyl-diazeneA 15073
DiazobenzeneBenzofumeBenzeneazobenzeneAzodibenzeneazofume(Z)-Azobenzenecis-AzobenzeneBenzene, azobis-Diazene, 1,2-diphenyl-

데이터베이스 식별자

CAS
103-33-3、1080-16-6、17082-12-1
PubChem CID
2272
DTXSID
DTXSID8020123
ChEMBL
CHEMBL3039456、CHEMBL3184266
ChEBI
CHEBI:190358
UNII
F0U1H6UG5C
Nikkaji
J37.407E、J37.408C、J4.020G

물성

구조 계산 물성

XLogP
3.8
극성 표면적
24.7 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
14

실험 및 물리화학적 성질

Kovats Retention Index · 2건

1556;1591;1566;1597.2;1556

1606.8;278

Collision Cross Section · 2건

139.5 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID8020123]

141.92 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];135.82 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
65 · 65-68 °C (lit.)
끓는 점
293 °C · 293 °C (lit.)
밀도
1.09 g/mL · 1.09 g/mL at 25 °C (lit.)
증기압
1 mm · 1 mm Hg ( 104 °C)
굴절률
1.62662 · 1.62662 (78.1℃)
인화점
100 °C · 100 °C

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

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
CN1400000
ridadr
UN 3077 9/PG 3
독성
LD50 orally in Rabbit: 1000 mg/kg
HS 번호
29270000

화학 및 산업

용도 및 제조

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
응용 분야 · 3건

개요Azobenzene 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

용도Azobenzene 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 설명Azobenzene 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.

공급사2 곳

深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
安徽宏瀚研新药业有限公司0551-62626652 19334025048
추가 설명 · 1건

정의ChEBI: Azobenzene is A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds. Under alkaline conditions, it is reduced to azobenzene hydride; under zinc/acetic acid conditions, it is reduced to aniline.

관련 반응

45건

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