CAS Number103-33-3
SynonymsAzobenzeen; Benzofume; 1,2-Diphenyldiazene; AZOBENZOL; Azofume; Diphenyldiazene; Azobenzen; (E)-Diphenyldiazene; EINECS 203-102-5; MFCD00003022; (E)-1,2-diphenyldiazene; ENT 14,611; Azobenzene
Molecular FormulaC12H10N2
Molecular Weight182.221
Density1.0±0.1 g/cm3
Boiling Point293.0±9.0 °C at 760 mmHg
Melting Point66 °C
AppearanceOrange to red crystals
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 103-33-3 |
| Catalog No. | 2A-1169244 |
| Chinese Name | 偶氮苯 |
| Synonyms | Azobenzeen; Benzofume; 1,2-Diphenyldiazene; AZOBENZOL; Azofume; Diphenyldiazene; Azobenzen; (E)-Diphenyldiazene; EINECS 203-102-5; MFCD00003022; (E)-1,2-diphenyldiazene; ENT 14,611; Azobenzene |
| Molecular Formula | C12H10N2 |
| Molecular Weight | 182.221 |
| Density | 1.0±0.1 g/cm3 |
| Boiling Point | 293.0±9.0 °C at 760 mmHg |
| Melting Point | 66 °C |
| Appearance | Orange to red crystals |
| Water Solubility | Water solubility: insoluble; water solubility: 6.4 |
| Storage Condition | Store in a cool, ventilated warehouse. Keep away f |
| Packaging | III |
| Application | Azobenzene can be used as a light trigger for the design and synthesis of various light-responsive systems. |
| HTC | 2927000090 |
| PubChem ID | 68793 |
| SMILES | c1ccc(N=Nc2ccccc2)cc1 |
| InChI | InChI=1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H |
| InChI Key | DMLAVOWQYNRWNQ-UHFFFAOYSA-N |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/169338_2_103_33_3.pdf |
| Bioactivity | Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Others In Vitro Photochromic compounds that undergo large conformational changes when exposed to light of appropriate wavelength are particularly attractive as molecular switch elements. Azobenzene is a popular choice among the chromophores. The thermodynamically favored trans isomer is rapidly converted to the cis isomer by irradiation at the wavelength of the π-π* transition, whereas the reverse process is achieved either (slowly) by thermal relaxation in the dark or (quickly) by irradiation at the wavelength of the n-π* transition. The azobenzene amino acid (aa) can be used as a photo-inducible conformational switch in polypeptides. A reversible conformational change of the peptide backbone is induced by switching between the cis and trans configurations of the azobenzene moiety by irradiation with light of suitable wavelength[1]. Azobenzene has been the most widely used optical trigger for the synthesis of photoresponsive systems ranging from poly-a-amino acids to innovative materials with light-controlled mechanical and optical properties. Its use in form of appropriate derivatives allow to generate cyclic peptide structures of constraint conformational space and thus to exploit its reversible photoisomerization to induce well defined transitions between different conformational states[2]. Azobenzene photoswitches can be used to drive functional changes in peptides, proteins, nucleic acids, lipids, and carbohydrates[3]. References [1]. Aemissegger A, et al. Synthesis and application of an azobenzene amino acid as a light-switchable turn element in polypeptides. Nat Protoc. 2007;2(1):161-7. [2]. Renner C, et al. Azobenzene as photoresponsive conformational switch in cyclic peptides. J Pept Res. 2005 Jan;65(1):4-14. [3]. Beharry AA, et al. Azobenzene photoswitches for biomolecules. Chem Soc Rev. 2011 Aug;40(8):4422-37. Chemical & Physical Properties Density 1.0±0.1 g/cm3 Boiling Point 293.0±9.0 °C at 760 mmHg Melting Point 66 °C Molecular Formula C12H10N2 Molecular Weight 182.221 Flash Point 122.9±19.6 °C Exact Mass 182.084396 PSA 24.72000 LogP 3.82 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.575 InChIKey DMLAVOWQYNRWNQ-UHFFFAOYSA-N SMILES c1ccc(N=Nc2ccccc2)cc1 Stability Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sensitive. |
| Use of | Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems. Properties Articles48 Name azobenzene Synonym More Synonyms Azobenzene Biological Activity Description Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Others References [1]. Aemissegger A, et al. Synthesis and application of an azobenzene amino acid as a light-switchable turn element in polypeptides. Nat Protoc. 2007;2(1):161-7. [2]. Renner C, et al. Azobenzene as photoresponsive conformational switch in cyclic peptides. J Pept Res. 2005 Jan;65(1):4-14. [3]. Beharry AA, et al. Azobenzene photoswitches for biomolecules. Chem Soc Rev. 2011 Aug;40(8):4422-37. Chemical & Physical Properties Molecular Formula C12H10N2 Exact Mass 182.084396 PSA 24.72000 Index of Refraction 1.575 InChIKey DMLAVOWQYNRWNQ-UHFFFAOYSA-N Stability Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sensitive. |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 30.0% |
| Transport Info | Product name: Chemical name |
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