3-Nitrostyrene

Base Information

• Chemical Name: 3-Nitrostyrene
• CAS No.: 586-39-0
• Molecular Formula: C8H7 N O2
• Molecular Weight: 149.149
• Hs Code.: 29042090
• European Community (EC) Number: 209-575-4
• NSC Number: 66550
• DSSTox Substance ID: DTXSID70207322
• Nikkaji Number: J95.085H
• Wikidata: Q72496259
• Mol file: 586-39-0.mol

Synonyms:3-Nitrostyrene;1-Nitro-3-vinylbenzene;586-39-0;1-ethenyl-3-nitrobenzene;m-Nitrostyrene;Benzene, 1-ethenyl-3-nitro-;1-nitro-3-vinyl-benzene;Styrene, m-nitro-;EINECS 209-575-4;m-Vinylnitrobenzene;NSC66550;3-ethenylnitrobenzene;3-Nitrostyrene, 96%;1-Nitro-3-vinylbenzene #;SCHEMBL123416;SCHEMBL17347331;DTXSID70207322;MFCD00007276;NSC 66550;NSC-66550;AKOS015917545;AS-57672;CS-0158026;FT-0616267;D71225;A831961;51209-60-0

Chemical Property of 3-Nitrostyrene

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0638mmHg at 25°C
• Melting Point: -5 ºC
• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 81-83°C 1mm
• Flash Point: 107 ºC
• PSA: 45.82000
• Density: 1.07
• LogP: 2.76100
• Storage Temp.: 0-6°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

3-Nitrostyrene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1=CC(=CC=C1)[N+](=O)[O-]

Technology Process of 3-Nitrostyrene

There total 33 articles about 3-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: 100.0%

(E)-3-Nitrocinnamic acid (555-68-0,1772-76-5) → 1-nitro-3-vinyl-benzene (586-39-0,51209-60-0)

Guidance literature:

With phosphate buffer; Camellia sinensis; for 240h; pH=6.4;

DOI:10.1248/cpb.49.639

Reference yield: 96.0%

m-iodonitrobenzene (645-00-1) + vinyl magnesium bromide (1826-67-1) → 1-nitro-3-vinyl-benzene (586-39-0,51209-60-0)

Guidance literature:

vinyl magnesium bromide; With indium(III) chloride; In tetrahydrofuran;

m-iodonitrobenzene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1021/ol035883o

Reference yield: 92.0%

m-iodonitrobenzene (645-00-1) + 1-Methyl-1-ethenylsilacyclobutane (3514-67-8) → 1-nitro-3-vinyl-benzene (586-39-0,51209-60-0)

Guidance literature:

With tetrabutyl ammonium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1055/s-2000-6292

upstream raw materials:

4-(3-nitro-phenyl)-oxetan-2-one

(E)-3-Nitrocinnamic acid

acetic anhydride

3-nitro-benzaldehyde

Downstream raw materials:

1,1,1,3-tetrachloro-3-(m-nitrophenyl)propane

C₉H₁₀⁽²⁾HNO₃

2-chloro-2-(m-nitrophenyl)ethyl vinyl sulfone

5-(3-nitro-styryl)-2'-deoxy-uridine

Refernces

• 1、 Zhao, Linmin,Qin, Xuetao,Zhang, Xirui,Cai, Xiangbin,Huang, Fei,Jia, Zhimin,Diao, Jiangyong,Xiao, Dequan,Jiang, Zheng,Lu, Ruifeng,Wang, Ning,Liu, Hongyang,Ma, Ding. "A Magnetically Separable Pd Single-Atom Catalyst for Efficient Selective Hydrogenation of Phenylacetylene". . . Retrieved 2022/04/19.
• 2、 Sch?fberger, Wolfgang,Timelthaler, Daniel,Topf, Christoph. "Selective and Additive-Free Hydrogenation of Nitroarenes Mediated by a DMSO-Tagged Molecular Cobalt Corrole Catalyst". . p. 2114 - 2120. Retrieved 2021/07/22.