4-Nitrostyrene

Base Information

• Chemical Name: 4-Nitrostyrene
• CAS No.: 100-13-0
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 29042090
• European Community (EC) Number: 677-496-6
• DSSTox Substance ID: DTXSID70142845
• Nikkaji Number: J95.086F
• Wikidata: Q83006415
• ChEMBL ID: CHEMBL164351
• Mol file: 100-13-0.mol

Synonyms:4-Nitrostyrene;1-Nitro-4-vinylbenzene;100-13-0;1-Ethenyl-4-nitrobenzene;p-Nitrostyrene;Benzene, 1-ethenyl-4-nitro-;CCRIS 1674;STYRENE, p-NITRO-;MFCD00041254;Benzene, 1-ethenyl-4-nitro- (9CI);1-Nitro-4-vinyl-benzene;4-nitro-styrene;p-nitrophenylethylene;SCHEMBL125083;CHEMBL164351;AMY9692;DTXSID70142845;4-Nitrostyrene(stabilizedwithTBC);AKOS004906720;AKOS015967330;CS-W004451;SY059044;4-Nitrostyrene (stab. by t-Butylcatechol);LS-147228;FT-0619301;N0503;EN300-246905;F16038;9T-0616;A897591;J-505029;J-640226;J-800227

Chemical Property of 4-Nitrostyrene

Chemical Property:

• Vapor Pressure: 0.218mmHg at 25°C
• Melting Point: 20 °C
• Refractive Index: 1.603
• Boiling Point: 215.2 °C at 760 mmHg
• Flash Point: 85.3 °C
• PSA: 45.82000
• Density: 1.172 g/cm³
• LogP: 2.76100
• Storage Temp.: Freezer
• Sensitive.: Light Sensitive
• Solubility.: soluble in Ether,Methanol,Chloroform,Ethanol
• Water Solubility.: Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

97% ^*data from raw suppliers

1-Nitro-4-vinylbenzene ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Can be used to introduce amino groups into polymers. The thermal degradation of styrene-4-nitrostyrene copolymers (SNS) has been studied using differential thermal analysis (DTA) and thermogravimetry (TGA) under isothermal and dynamic conditions in dynamic nitrogen. 4?Nitrostyrene gives isomeric (4-nitropheny1)-propiona1dehydes in a 96% yield.

Technology Process of 4-Nitrostyrene

There total 164 articles about 4-Nitrostyrene 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: 79.0%

4-nitrobenzaldehdye (555-16-8) + 4-methoxy-benzaldehyde (123-11-5) + bis(iodozinc)methane (31729-70-1) → 4-Methoxystyrene (637-69-4,24936-44-5) + 4-nitrostyrene (100-13-0)

Guidance literature:

at 25 ℃; for 0.0833333h;

DOI:10.1246/cl.2011.364

Reference yield:

3-Bromo-3-(p-nitrophenyl)propionic acid (57999-52-7) + water (7732-18-5) → 4-nitrostyrene (100-13-0) + carbon dioxide (124-38-9,18923-20-1) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

DOI:10.1007/BF02681926

Reference yield:

3-Bromo-3-(p-nitrophenyl)propionic acid (57999-52-7) → 4-nitrostyrene (100-13-0) + carbon dioxide (124-38-9,18923-20-1) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

DOI:10.1007/BF02681926

upstream raw materials:

4-(4-nitrophenyl)oxetan-2-one

acetic acid

(4-nitrophenyl)ethyl bromide

4-nitro-trans-cinnamic acid

Downstream raw materials:

4-(2-(1-pyrrolidinyl)ethyl)nitrobenzene

ethyl 2-(4-nitrophenyl)cyclopropanecarboxylate

1,5-bis-(4-nitro-phenyl)-4,5-dihydro-1H-[1,2,3]triazole

α-chloro-4,4'-dinitro-bibenzyl

Refernces

• 1、 Li, Jin-Heng,Liang, Yun,Wang, De-Ping,Liu, Wen-Jie,Xie, Ye-Xiang,Yin, Du-Lin. "Efficient Stille cross-coupling reaction catalyzed by the Pd(OAc) 2/Dabco catalytic system". . p. 2832 - 2834. Retrieved 2005.
• 2、 Chistovalova, N.M.,Akhrem, I.S.,Reshetova, E.V.,Vol'pin, M.E.. "REACTION OF COMBINATION OF TRIMETHYLVINYLSILANE WITH ORGANIC HALIDES CATALYZED BY PALLADIUM DERIVATIVES". . p. 2139 - 2140. Retrieved 1984.
• 3、 Smith, Craig R.,RajanBabu. "Low pressure vinylation of aryl and vinyl halides via Heck-Mizoroki reactions using ethylene". . p. 1102 - 1110. Retrieved 2010.
• 4、 Thibblin, Alf. "Electrostatic Stabilization of the Transition State in Proton Transfer from Carbon". . p. 183 - 186. Retrieved 1984.
• 5、 Demidoff, Felipe C.,De Souza, Fabrícia P.,Netto, Chaquip D.. "Synthesis of Stilbene-Quinone Hybrids through Heck Reactions in PEG-400". . p. 5217 - 5223. Retrieved 2017.
• 6、 Tejeda-Serrano, María,Cabrero-Antonino, Jose R.,Mainar-Ruiz, Virginia,López-Haro, Miguel,Hernández-Garrido, Juan C.,Calvino, José J.,Leyva-Pérez, Antonio,Corma, Avelino. "Synthesis of Supported Planar Iron Oxide Nanoparticles and Their Chemo- and Stereoselectivity for Hydrogenation of Alkynes". . p. 3721 - 3729. Retrieved 2017.
• 7、 Payra, Soumen,Saha, Arijit,Banerjee, Subhash. "Nano-NiFe2O4 as an efficient catalyst for regio- and chemoselective transfer hydrogenation of olefins/alkynes and dehydrogenation of alcohols under Pd-/Ru-free conditions". . p. 52495 - 52499. Retrieved 2016.
• 8、 Sugimoto, Akira,Maruyama, Hideyuki,Takahashi, Wataru,Mizuno, Kazuhiko,Uehara, Kaku,Adachi, Tomohiro. "Successive electron transfer reaction of the lithium salt of 5-methyl-5,10-dihydrophenazine anion with 4-nitrophenethyl bromide via 4-nitrostyrene". . p. 849 - 856. Retrieved 1999.
• 9、 Imai, Toshiro,Nishida, Shinya. "Thermolysis of 3-Alkyl-4-phenyl-2-oxetanones and Related Compounds". . p. 2354 - 2359. Retrieved 1980.
• 10、 Strassburg,Gregg,Walling. "-". . p. 2141. Retrieved 1947.