4-Ethylnitrobenzene

Base Information

• Chemical Name: 4-Ethylnitrobenzene
• CAS No.: 100-12-9
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29049090
• European Community (EC) Number: 202-821-1
• NSC Number: 858
• UNII: PF7XXJ3RM4
• DSSTox Substance ID: DTXSID9059206
• Nikkaji Number: J47.815F
• Wikidata: Q63399212
• Mol file: 100-12-9.mol

Synonyms:4-ETHYLNITROBENZENE;100-12-9;1-Ethyl-4-nitrobenzene;p-Ethylnitrobenzene;Benzene, 1-ethyl-4-nitro-;p-Nitroethylbenzene;p-Nitrophenylethane;4-ethyl-1-nitrobenzene;1-ethyl-4-nitro-benzene;PF7XXJ3RM4;CCRIS 3100;NSC 858;NSC-858;EINECS 202-821-1;Benzene,1-ethyl-4-nitro-;NSC858;4-ethyl nitrobenzene;4'-Nitroethylbenzene;p-Ethyl nitro benzene;1-ethyl-4-nitrobenzen;UNII-PF7XXJ3RM4;SCHEMBL128402;DTXSID9059206;SCHEMBL12640633;MFCD00007385;AKOS000120517;E0154;EN300-20894;E78798;J-513472;Q63399212;94234-68-1

Chemical Property of 4-Ethylnitrobenzene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0431mmHg at 25°C
• Melting Point: 55-59 °C(lit.)
• Refractive Index: 1.5445-1.5465
• Boiling Point: 246.2 °C at 760 mmHg
• Flash Point: 107.7 °C
• PSA: 45.82000
• Density: 1.127 g/cm³
• LogP: 2.68040
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99.90% ^*data from raw suppliers

4-Ethylnitrobenzene >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; Xi
• Hazard Codes: T,Xi
• Statements: 52-36/37/38-33-23/24/25
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: CCC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 4-Ethylnitrobenzene

There total 47 articles about 4-Ethylnitrobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

4-aminoethylbenzene (589-16-2) → 4-ethylnitrobenzene (100-12-9,94234-68-1,34527-20-3)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2019.151076

Reference yield: 85.0%

para-dinitrobenzene (100-25-4) + triethyl borane (97-94-9) → 4-ethylnitrobenzene (100-12-9,94234-68-1,34527-20-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1002/(SICI)1521-3773(20000303)39:5<944::AID-ANIE944>3.0.CO;2-I

Reference yield: 83.0%

ethylbenzene (100-41-4,27536-89-6) → 4-ethylnitrobenzene (100-12-9,94234-68-1,34527-20-3) + 2-nitro(ethylbenzene) (612-22-6)

Guidance literature:

With ammonium molybdate; water; nitric acid; In chloroform; for 6h; Heating;

DOI:10.1246/cl.2000.48

upstream raw materials:

ethyl nitrate

ethylbenzene

nitro acetate

4-aminoethylbenzene

Downstream raw materials:

p-nitroacetophenone oxime

4-nitro-benzoic acid

4-nitro-(1-bromoethyl)benzene

(4-nitrophenyl)ethanone

Refernces

• 1、 Carrus, Marco,Fantauzzi, Marzia,Riboni, Francesca,Makosch, Martin,Rossi, Antonella,Selli, Elena,Van Bokhoven, Jeroen A.. "Increased conversion and selectivity of 4-nitrostyrene hydrogenation to 4-aminostyrene on Pt nanoparticles supported on titanium-tungsten mixed oxides". . p. 130 - 138. Retrieved 2016.
• 2、 Laszlo, Pierre,Vandormael, Joseph. "REGIOSELECTIVE NITRATION OF AROMATIC HYDROCARBONS BY METALLIC NITRATES ON THE K10 MONTMORILLONITE UNDER MENKE CONDITIONS". . p. 1843 - 1846. Retrieved 1988.
• 3、 Hudson, Reuben,Hamasaka, Go,Osako, Takao,Yamada, Yoichi M. A.,Li, Chao-Jun,Uozumi, Yasuhiro,Moores, Audrey. "Highly efficient iron(0) nanoparticle-catalyzed hydrogenation in water in flow". . p. 2141 - 2148. Retrieved 2013.
• 4、 Mao, Junjie,Chen, Wenxing,Sun, Wenming,Chen, Zheng,Pei, Jiajing,He, Dongsheng,Lv, Chunlin,Wang, Dingsheng,Li, Yadong. "Rational Control of the Selectivity of a Ruthenium Catalyst for Hydrogenation of 4-Nitrostyrene by Strain Regulation". . p. 11971 - 11975. Retrieved 2017.
• 5、 Fry et al.. "-". . p. 374. Retrieved 1978.
• 6、 Augusto,Rodrigues,Pedro Oliveira Filho,Moran, Paulo J. S.. "Regioselectivity of the mononitration of alkylbenzenes by immobilized acyl nitrates". . p. 2169 - 2174. Retrieved 1999.
• 7、 Barbero, Margherita,Cadamuro, Silvano,Dughera, Stefano. "Palladium-catalyzed cross-coupling alkylation of arenediazonium o-benzenedisulfonimides". . p. 474 - 478. Retrieved 2008.
• 8、 Ren, Mengrui,Li, Changming,Chen, Jiale,Wei, Min,Shi, Shuxian. "Preparation of a ternary Pd-Rh-P amorphous alloy and its catalytic performance in selective hydrogenation of alkynes". . p. 1920 - 1924. Retrieved 2014.
• 9、 Fu, Junhong,Dong, Jinhu,Si, Rui,Sun, Keju,Zhang, Junying,Li, Mingrun,Yu, Nana,Zhang, Bingsen,Humphrey, Mark G.,Fu, Qiang,Huang, Jiahui. "Synergistic effects for enhanced catalysis in a dual single-atom catalyst". . p. 1952 - 1961. Retrieved 2021.
• 10、 Dong, Hailin,Berke, Heinz. "A mild and efficient rhenium-catalyzed transfer hydrogenation of terminal olefins using alcoholysis of amine-borane adducts as a reducing system". . p. 1803 - 1808. Retrieved 2011.