Azobenzene

HCID 2272CAS 103-33-3

Grundinformationen

Standard-SMILES
c1ccc(N=Nc2ccccc2)cc1
InChIKey
DMLAVOWQYNRWNQ-UHFFFAOYSA-N
Summenformel
C12H10N2
Durchschnittliche Molmasse
182,22 g/mol
Monoisotopische Masse
182,08439833

Namen und Bezeichner

Bevorzugter Name
Azobenzene
IUPAC
diphenyldiazene
Lokaler Name
Azobenzol
Englischer Name
Azobenzene
Summenformel
C12H10N2
Molmasse
182.22

Namen und Synonyme

azobenzene103-33-3Diphenyldiazene1,2-Diphenyldiazene(E)-1,2-DiphenyldiazeneDiazene, diphenyl-AzobenzolDiphenyldiimideAzobenzideAzobisbenzeneAzofume(E)-Diphenyldiazene
Weitere Namen anzeigen
TRANS-AZOBENZENEAZOBENZENE PESTANALtrans-diphenyl-diazeneA 15073
DiazobenzeneBenzofumeBenzeneazobenzeneAzodibenzeneazofume(Z)-Azobenzenecis-AzobenzeneBenzene, azobis-Diazene, 1,2-diphenyl-

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,8
Polarare Oberfläche (TPSA)
24,7 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
2
Schwere Atome
14

Experimentelle und physikochemische Eigenschaften

Kovats Retention Index · 2 Einträge

1556;1591;1566;1597.2;1556

1606.8;278

Collision Cross Section · 2 Einträge

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]

Physikochemische Eigenschaften

Schmelzpunkt
65 · 65-68 °C (lit.)
Siedepunkt
293 °C · 293 °C (lit.)
Dichte
1.09 g/mL · 1.09 g/mL at 25 °C (lit.)
Dampfdruck
1 mm · 1 mm Hg ( 104 °C)
Brechungsindex
1.62662 · 1.62662 (78.1℃)
Flammpunkt
100 °C · 100 °C

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3077 9/PG 3
hs_code
29270000
RTECS-Nr.
CN1400000
risk_code
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

Chemie und Industrie

Verwendung und Herstellung

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Anwendungen · 2 Einträge

BeschreibungAzobenzene 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

VerwendenAzobenzene 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).

Anbieter2 Anbieter

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
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.

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