1-Methyl-4-(2-nitrovinyl)benzene

Base Information

• Chemical Name: 1-Methyl-4-(2-nitrovinyl)benzene
• CAS No.: 5153-68-4
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.17300
• Hs Code.: 2904209090
• European Community (EC) Number: 626-807-3,830-499-8
• NSC Number: 145880
• DSSTox Substance ID: DTXSID20879770
• Nikkaji Number: J450.245K,J316.179J
• Wikidata: Q82861889
• Pharos Ligand ID: AAGMX4BCHFA1
• ChEMBL ID: CHEMBL230086
• Mol file: 5153-68-4.mol

Synonyms:4-methoxy-beta-nitrostyrene;4-methyl-beta-nitrostyrene;T4MeN compound;T4MN compound;trans-4-methoxy-beta-nitrostyrene;trans-4-methyl-beta-nitrostyrene

Chemical Property of 1-Methyl-4-(2-nitrovinyl)benzene

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 102-104oC
• Boiling Point: 275.017oC at 760mmHg
• Flash Point: 124.924oC
• PSA: 45.82000
• Density: 1.141 g/cm3
• LogP: 2.76560
• Storage Temp.: 2-8°C
• Water Solubility.: Sparingly Soluble in water (0.070 g/L) (25°C).
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E)-1-Methyl-4-(2-nitrovinyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C[N+](=O)[O-]
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C/[N+](=O)[O-]
• Uses: trans-4-Methyl-β-nitrostyrene may be used as a reagent in the synthesis of N-benzylpyrrolomorphinans. It is also used as an organic intermediate for pharmaceutical.

Technology Process of 1-Methyl-4-(2-nitrovinyl)benzene

There total 61 articles about 1-Methyl-4-(2-nitrovinyl)benzene 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%

nitromethane (75-52-5) + 4-methyl-benzaldehyde (104-87-0) → 4-methyl-β-nitrostyrene (7559-36-6,5153-68-4)

Guidance literature:

With C₆₂H₅₄N₂O₂; copper diacetate; In ethanol; at 10 ℃; for 48h; enantioselective reaction;

DOI:10.1039/c4ra06056c

Reference yield: 98.0%

trans-p-methylcinnamic acid (1866-39-3,940-61-4) → (E)-2-(4-methylphenyl)-1-nitroethene (101671-00-5,5153-68-4)

Guidance literature:

With copper(II) nitrate; In acetonitrile; at 110 ℃; for 8h; regioselective reaction; Sealed tube; Green chemistry;

DOI:10.1007/s11164-016-2446-6

Reference yield: 98.0%

nitromethane (75-52-5) + 4-methyl-benzaldehyde (104-87-0) → (E)-2-(4-methylphenyl)-1-nitroethene (101671-00-5,5153-68-4)

Guidance literature:

With (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(dimethylamino)butanoic acid; In ethanol; at 30 ℃; for 72h;

DOI:10.1007/s11164-012-0853-x

upstream raw materials:

nitromethane

4-methyl-benzaldehyde

Butyl-(2-nitro-1-p-tolyl-ethyl)-amine

1-bromo-1-nitro-2-(4-tolyl)ethene

Downstream raw materials:

bis-(4-methyl-benzylidene)-p-phenylenediamine

1-((Z)-4-Benzenesulfonyl-3-methyl-1-nitromethyl-but-3-enyl)-4-methyl-benzene

1-((E)-4-Benzenesulfonyl-3-methyl-1-nitromethyl-but-3-enyl)-4-methyl-benzene

Diethyl-[(1S,4R,5S,6S)-3-methyl-4-(3-methyl-but-2-enyl)-6-nitro-5-p-tolyl-cyclohex-2-enyl]-amine

Refernces

• 1、 Llopis, Sebastián,Velty, Alexandra,Díaz, Urbano. "Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production". . p. 5012 - 5024. Retrieved 2021/10/19.
• 2、 Dill, Maximilian,Grau, Benedikt W.,Hampel, Frank,Jux, Norbert,Kahnt, Axel,Tsogoeva, Svetlana B.. "Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups**". supporting information. p. 22307 - 22314. Retrieved 2021/08/25.