1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]benzene

Base Information

• Chemical Name: 1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]benzene
• CAS No.: 4668-08-0
• Molecular Formula: C11H13 N O5
• Molecular Weight: 239.228
• NSC Number: 201429
• DSSTox Substance ID: DTXSID70419448
• Nikkaji Number: J1.881.329G
• Wikidata: Q82230450
• Mol file: 4668-08-0.mol

Synonyms:1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]benzene;4668-08-0;NSC201429;118474-94-5;1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]benzene, E;SCHEMBL4501431;DTXSID70419448;ANM102877;AKOS006022006;NSC-201429;CS-0236358;1,2,3-trimethoxy-4-(2-nitroethenyl)benzene;(e)-1,2,3-trimethoxy-4-(2-nitrovinyl)benzene;EN300-1704542;EN300-1840925

Chemical Property of 1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]benzene

Chemical Property:

• Vapor Pressure: 2.38E-05mmHg at 25°C
• Boiling Point: 370.3°Cat760mmHg
• Flash Point: 163.9°C
• PSA: 73.51000
• Density: 1.203g/cm³
• LogP: 2.48300
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 239.07937252
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

2,3,4-TRIMETHOXY-BETA-NITROSTYRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C=C[N+](=O)[O-])OC)OC
• Isomeric SMILES: COC1=C(C(=C(C=C1)/C=C/[N+](=O)[O-])OC)OC

Technology Process of 1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]benzene

There total 1 articles about 1,2,3-trimethoxy-4-[(E)-2-nitroethenyl]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: 91.1%

nitromethane (75-52-5) + 2,3,4-trimethoxybenzaldehyde (2103-57-3) → 1,2,3-trimethoxy-4-(2-nitro-vinyl)benzene (4668-08-0)

Guidance literature:

With ammonium acetate; acetic acid; at 90 ℃; for 10h;

DOI:10.1016/j.ejmech.2020.112906

Reference yield: 96.0%

1-(azidomethyl)-4-methoxybenzene (70978-37-9) + 1,2,3-trimethoxy-4-(2-nitro-vinyl)benzene (4668-08-0) → 1-(4-methoxybenzyl)-4-(2,3,4-trimethoxyphenyl)-1H-1,2,3-triazole

Guidance literature:

With zirconium(IV) chloride; In nitromethane; at 20 ℃; for 24h;

DOI:10.1080/00397911.2016.1270324

Reference yield: 84.0%

1,2,3-trimethoxy-4-(2-nitro-vinyl)benzene (4668-08-0) → 2-(2,3,4-trimethoxyphenyl)ethylamine (3937-16-4)

Guidance literature:

1,2,3-trimethoxy-4-(2-nitro-vinyl)benzene; With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; water; ethyl acetate;

With ammonia; tartaric acid; more than 3 stages;

upstream raw materials:

nitromethane

2,3,4-trimethoxybenzaldehyde

Downstream raw materials:

2-(2,3,4-trimethoxyphenyl)ethylamine

Refernces

• 1、 Fan, Tian-Yun,Yang, Yu-Xin,Zeng, Qing-Xuan,Wang, Xue-Lei,Wei, Wei,Guo, Xi-Xi,Zhao, Li-Ping,Song, Dan-Qing,Wang, Yan-Xiang,Wang, Li,Hong, Bin. "Structure–activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents". . . Retrieved 2021/06/01.
• 2、 Yang, Su Hui,Song, Chin-Hee,Van, Hue Thi My,Park, Eunsook,Khadka, Daulat Bikram,Gong, Eun-Yeung,Lee, Keesook,Cho, Won-Jea. "SAR based design of nicotinamides as a novel class of androgen receptor antagonists for prostate cancer". supporting information. p. 3414 - 3418. Retrieved 2013/06/05.