Azobenzene
- CAS No.
- 103-33-3
- Chemical Name:
- Azobenzene
- Synonyms
- (E)-1,2-Diphenyldiazene;1,2-DIPHENYLDIAZENE;Diazobenzene;AZOBENZOL;DIPHENYLDIAZENE;AZOBENZENE PESTANAL;Azofume;A 15073;NSC 2102;Azobenze
- CBNumber:
- CB4383484
- Molecular Formula:
- C12H10N2
- Molecular Weight:
- 182.22
- MOL File:
- 103-33-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/1/6 13:21:43
| Melting point | 65-68 °C (lit.) |
|---|---|
| Boiling point | 293 °C (lit.) |
| Density | 1.09 g/mL at 25 °C (lit.) |
| vapor pressure | 1 mm Hg ( 104 °C) |
| refractive index | 1.62662 (78.1℃) |
| Flash point | 100 °C |
| storage temp. | room temp |
| solubility | 6.4mg/l |
| form | Crystalline Powder |
| color | Orange |
| Water Solubility | Soluble in alcohol, ether, benzene and glacial acetic acid. Insoluble in water. |
| Merck | 14,917 |
| BRN | 1819138 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sensitive. |
| CAS DataBase Reference | 103-33-3(CAS DataBase Reference) |
| IARC | 3 (Vol. 8, Sup 7) 1987 |
| EPA Substance Registry System | Azobenzene (103-33-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS07,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302+H332-H341-H350-H373-H410 | |||||||||
| Precautionary statements | P202-P260-P273-P301+P312-P304+P340+P312-P308+P313 | |||||||||
| Hazard Codes | T,N,Xn,F | |||||||||
| Risk Statements | 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 | |||||||||
| Safety Statements | 53-45-60-61-62-36/37-33-29-16-9-7 | |||||||||
| RIDADR | UN 3077 9/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | CN1400000 | |||||||||
| Autoignition Temperature | 890 °F | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29270000 | |||||||||
| Hazardous Substances Data | 103-33-3(Hazardous Substances Data) | |||||||||
| Toxicity | LD50 orally in Rabbit: 1000 mg/kg | |||||||||
| NFPA 704 |
|
Azobenzene price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 424633 | Azobenzene 98% | 103-33-3 | 5G | ₹2901.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 424633 | Azobenzene 98% | 103-33-3 | 25G | ₹9374.45 | 2022-06-14 | Buy |
| ALFA India | ALF-A10425-36 | Azobenzene, 97+% | 103-33-3 | 500g | ₹38813 | 2022-05-26 | Buy |
| TCI Chemicals (India) | A0565 | Azobenzene min. 98.0 % | 103-33-3 | 25G | ₹4000 | 2022-05-26 | Buy |
| ALFA India | ALF-A10425-22 | Azobenzene, 97+% | 103-33-3 | 100g | ₹10989 | 2022-05-26 | Buy |
Azobenzene Chemical Properties,Uses,Production
Description
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 duplex
Transcription by T7-RNA polymerase reaction
Chemical Properties
Azobenzene is a combustible, orange-red crystalline solid.
Uses
acaricide, insecticide.
Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems.
Definition
ChEBI: A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds.
General Description
Orange-red crystals or dark brown chunky solid.
Air & Water Reactions
AZOBENZENE is sensitive to air and light. Dust may form an explosive mixture in air. Insoluble in water.
Reactivity Profile
AZOBENZENE is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. AZOBENZENE is incompatible with strong oxidizing agents.
Hazard
Toxic; may cause liver injury. Questionable carcinogen.
Fire Hazard
Flash point data for AZOBENZENE are not available. AZOBENZENE is probably combustible.
Safety Profile
Moderately toxic by ingestion and possibly other routes. Questionable carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.
Potential Exposure
An azo compound. Those engaged in azobenzene use in dye, rubber, chemical, and pesticide manufacturing.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Purification Methods
Ordinary azobenzene is nearly all in the trans-form. It is partly converted into the cis-form on exposure to light [for isolation see Hartley J Chem Soc 633 1938, and for spectra of cis-and trans-azobenzenes, see Winkel & Siebert Chem Ber 74B 6701941]. trans-Azobenzene is obtained by chromatography on alumina using 1:4 *C6H6/heptane or pet ether, and it crystallises from EtOH (after refluxing for several hours) or hexane. All operations should be carried out in diffuse red light or in the dark. [Beilstein 16 IV 8.]
Incompatibilities
Azo compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. This chemical is sensitive to prolonged exposure to heat. This chemical is incompatible with strong oxidizing agents.
Azobenzene Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4535 | 58 | Inquiry |
| SynthoCascade Research Laboratories | +91-9440962500 +91-9440962500 | Telangana, India | 284 | 58 | Inquiry |
| SYNOVA CHEMICALS | +91-9920741772 +91-9920741772 | Mumbai, India | 428 | 58 | Inquiry |
| ARRKEM LIFE SCIENCES PRIVATE LIMITED | +91-8148739767 +91-8148739767 | Telangana, India | 347 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6257 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6100 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5870 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6905 | 58 | Inquiry |
| Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6157 | 58 | Inquiry |
| A. B. Enterprises | +91-8048077585 | Mumbai, India | 1394 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| SynthoCascade Research Laboratories | 58 |
| SYNOVA CHEMICALS | 58 |
| ARRKEM LIFE SCIENCES PRIVATE LIMITED | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Central Drug House(P) Ltd. | 58 |
| A. B. Enterprises | 58 |
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