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Azobenzene

Azobenzene Structure
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:
2024/3/14 15:18:26

Azobenzene Properties

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
Toxicity LD50 orally in Rabbit: 1000 mg/kg
NFPA 704
1
2 0

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
Product number Packaging Price Buy
424633 5G ₹2901.1 Buy
424633 25G ₹9374.45 Buy
ALF-A10425-36 500g ₹38813 Buy
A0565 25G ₹4000 Buy
ALF-A10425-22 100g ₹10989 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

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trans-diphenyl-diazene USAF ek-704 usafek-704 trans-Azobenzene for synthesis Azobenzene, SV Mix TRANS-AZOBENZENE AZOBENZENE, 1GM, NEAT AZOBENZENE 1X1ML MEOH 2000UG/ML AZOBENZENE, 500MG, NEAT Azobenzeen Azobenzen azobis-benzen Azobisbenzene Azodibenzeneazofume Azofume Benzene, azobis- Benzene, azodi- benzene,azodi benzeneazobenzene,trans- Benzofume Diazene, diphenyl- Diazene,diphenyl- diphenyl-diazen ENT 14,611 'LGC' (1604) azobenzeen (dutch) azobenzene solution AZOBENZENE,REAGENT azobenzole Azobenzene,98% Azobenzene,95% Azobenzene, 97+% Azobenzene, synthesis grade A 15073 NSC 2102 Azobenze Azobenzene 1 AZOBENZIDE AZOBENZIDE(R) AZOBENZENE AZOFUME(R) Azodibenzene BENSOFUME(R) BENZENEAZOBENZENE DIPHENYL DIIMIDE Phenylazobenzene ent14,611 NCI-C02926 trans-diphenyldiazene Azobenzene @2.0 mg/mL in CH2Cl2 AzobenzeneSolution,1,000mg/L,1ml AzobenzeneSolution,200mg/L,1ml Azobenzene, 98%, for synthesis Phenylbutazone Impurity D Diazene, 1,2-diphenyl- AZOBENZENE ISO 9001:2015 REACH Azobenzene, 99%+ 103-33-3 AZOBENZENE