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偶氮苯

偶氮苯用途

【用途一】
用于联苯染料的制造，也用作橡胶促进剂
【用途二】
有机合成。杀螨剂。制造联苯染料。橡胶促进剂。

偶氮苯名称

[ CAS 号 ]:
103-33-3

[ 中文名 ]:
偶氮苯

[ 英文名 ]:
Azobenzene

[中文别名 ]:

[英文别名 ]:

Azobenzeen
Benzofume
1,2-Diphenyldiazene
Azobenzene, (E)-
AZOBENZOL
Diazene, 1,2-diphenyl-, (E)-
Azofume
Diphenyldiazene
Azobenzen
(E)-Diphenyldiazene

偶氮苯生物活性

[ 描述 ]:

Azobenzene可以用作光触发器,用于设计和合成各种光响应系统。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 其他

[体外研究]

当暴露于适当波长的光时经历大的构象变化的光致变色化合物作为分子开关元件特别有吸引力。偶氮苯是发色团中的热门选择。热力学上有利的反式异构体通过在π-π*跃迁的波长下照射而快速转化为顺式异构体,而反向过程通过在黑暗中的热弛豫(缓慢)或通过波长照射(快速)实现。 n-π*过渡的偶氮苯氨基酸(aa)可用作多肽中的光诱导构象转换。通过用合适波长的光照射[1],通过在偶氮苯部分的顺式和反式构型之间切换,诱导肽骨架的可逆构象变化。偶氮苯是用于合成光响应系统的最广泛使用的光学触发剂,从聚α-氨基酸到具有光控机械和光学性质的创新材料。其以适当衍生物的形式使用允许产生约束构象空间的环肽结构,并因此利用其可逆的光异构化来诱导不同构象状态之间明确定义的转换[2]。偶氮苯光电开关可用于驱动肽,蛋白质,核酸,脂类和碳水化合物的功能变化[3]。

[参考文献]

[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.

[相关活性小分子]

偶氮苯物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
293.0±9.0 °C at 760 mmHg

[ 熔点 ]:
66 °C

[ 分子式 ]:
C₁₂H₁₀N₂

[ 分子量 ]:
182.221

[ 闪点 ]:
122.9±19.6 °C

[ 精确质量 ]:
182.084396

[ PSA ]:
24.72000

[ LogP ]:
3.82

[ 外观性状 ]:
橙色至红色晶体

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.575

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

[ 稳定性 ]:
Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sensitive.

[ 水溶解性 ]:
水溶性：不溶；水溶解度：6.4 mg/l 25 °C；可溶于：苯,乙醚,醇

偶氮苯MSDS

详细MSDS(安全技术说明书)

偶氮苯毒性和生态

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

偶氮苯安全信息

[ 符号 ]:

GHS07, GHS08, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H302 + H332-H341-H350-H373-H410

[ 警示性声明 ]:
P201-P273-P281-P308 + P313-P501

[ 个人防护装备 ]:
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

[ 危害码 (欧洲) ]:
T,N,Xn,F

[ 风险声明 (欧洲) ]:
R45

[ 安全声明 (欧洲) ]:
S53-S45-S60-S61-S62-S36/37-S33-S29-S16-S9-S7

[ 危险品运输编码 ]:
UN 3077 9/PG 3

[ WGK德国 ]:
3

[ RTECS号 ]:
CN1400000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2927000090

偶氮苯合成路线

详细合成路线

偶氮苯制备

由硝基苯按下面反应而得。将硝基苯、甲醇及氢氧化钠溶液加热保持76℃，在搅拌下慢慢加锌粉，保温搅拌16h；再加入锌粉，保温反应48h。趁热过滤，冷却，在粗品中加入20%盐酸在70℃下溶化后，冷却过滤，将结晶物在水浴中加热70-80℃，放冷过滤，最后经用乙醇重结晶、干燥而得。

偶氮苯海关

[ 海关编码 ]: 2927000090

[ 中文概述 ]:
2927000090 其他重氮化合物、偶氮化合物等（包括氧化偶氮化合物）. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ 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%

偶氮苯文献

Photoswitching a molecular catalyst to regulate CO2 hydrogenation.

Dalton Trans. 44 , 14854-64, (2015)

Inspired by nature's ability to regulate catalysis using physiological stimuli, azobenzene was incorporated into Rh(bis)diphosphine CO2 hydrogenation catalysts to photoinitiate structural changes to m...

A charged aerosol detector/chemiluminescent nitrogen detector/liquid chromatography/mass spectrometry system for regular and fragment compound analysis in drug discovery.

J. Chromatogr. A. 1411 , 63-8, (2015)

In this paper, we introduce a high throughput LCMS/UV/CAD/CLND system that improves upon previously reported systems by increasing both the quantitation accuracy and the range of compounds amenable to...

Rheological profiling of organogels prepared at critical gelling concentrations of natural waxes in a triacylglycerol solvent.

J. Agric. Food Chem. 63 , 4862-9, (2015)

The aim of this study was to use a detailed rheological characterization to gain new insights into the gelation behavior of natural waxes. To make a comprehensive case, six natural waxes (differing in...

更多文献

偶氮苯