Azobenzene

Modify Date: 2024-01-02 14:38:58

Azobenzene structure	Common Name	Azobenzene
	CAS Number	103-33-3	Molecular Weight	182.221
	Density	1.0±0.1 g/cm3	Boiling Point	293.0±9.0 °C at 760 mmHg
	Molecular Formula	C₁₂H₁₀N₂	Melting Point	66 °C
	MSDS	Chinese USA	Flash Point	122.9±19.6 °C
	Symbol	GHS07, GHS08, GHS09	Signal Word	Danger

Use of Azobenzene

Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems.

Name	azobenzene
Synonym	More Synonyms

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
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.

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
Stability	Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sensitive.

Azobenzene MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CN1400000

CHEMICAL NAME :: Azobenzene

CAS REGISTRY NUMBER :: 103-33-3

BEILSTEIN REFERENCE NO. :: 0742609

LAST UPDATED :: 199710

DATA ITEMS CITED :: 25

MOLECULAR FORMULA :: C12-H10-N2

MOLECULAR WEIGHT :: 182.24

WISWESSER LINE NOTATION :: RNUNR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7350 mg/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Blood - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 17 gm/kg/2Y-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Sense Organs and Special Senses (Ear) - effect, not otherwise specified

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 300 mg/kg/8W-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 15 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Blood - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7280 mg/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Blood - tumors

TYPE OF TEST :: Micronucleus test

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 250 ug/L

REFERENCE :: ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 7,1,1985 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 8,75,1975 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 8,75,1975 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987

Symbol	GHS07, GHS08, GHS09
Signal Word	Danger
Hazard Statements	H302 + H332-H341-H350-H373-H410
Precautionary Statements	P201-P273-P281-P308 + P313-P501
Personal Protective Equipment	Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes	T,N,Xn,F
Risk Phrases	R45
Safety Phrases	S53-S45-S60-S61-S62-S36/37-S33-S29-S16-S9-S7
RIDADR	UN 3077 9/PG 3
WGK Germany	3
RTECS	CN1400000
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2927000090

phenylnitrene a...

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Azobenzene

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Literature: Journal of the American Chemical Society, , vol. 103, # 22 p. 6599 - 6603

HS Code	2927000090
Summary	2927000090 other diazo-, azo- or azoxy-compounds。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

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Azobenzeen

Benzofume

1,2-Diphenyldiazene

Azobenzene, (E)-

AZOBENZOL

Diazene, 1,2-diphenyl-, (E)-

Azofume

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Azobenzen

(E)-Diphenyldiazene

EINECS 203-102-5

MFCD00003022

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ENT 14,611

Azobenzene

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China
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China
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Purity: 99.0%
Stocking Period: Inquiry
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Azobenzene

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