α-Nitrostilbene

Base Information

• Chemical Name: α-Nitrostilbene
• CAS No.: 1215-07-2
• Molecular Formula: C14H11 N O2
• Molecular Weight: 225.247
• Hs Code.: 2904209090
• NSC Number: 385
• Nikkaji Number: J145.992I
• Mol file: 1215-07-2.mol

Synonyms:Stilbene, a-nitro- (6CI,7CI,8CI);1-Nitro-1,2-diphenylethene; NSC 385; a-Nitrostilbene; a'-Nitrostilbene

Chemical Property of α-Nitrostilbene

Chemical Property:

• Boiling Point: 339.3oC at 760 mmHg
• Flash Point: 151oC
• PSA: 45.82000
• Density: 1.193g/cm3
• LogP: 3.98460
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

99%min ^*data from raw suppliers

α-Nitrostilbene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C2=CC=CC=C2)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(\C2=CC=CC=C2)/[N+](=O)[O-]
• Uses: α-Nitrostilbene acts is an analog of 4-Nitrostilbene and has recently been studied to show inhibitory effects towards arginine methyltransferase-1 (PRMT1).

Technology Process of α-Nitrostilbene

There total 74 articles about α-Nitrostilbene 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: 70.0%

1-nitro-1-phenylmethane (622-42-4) + benzaldehyde (100-52-7) → (E)-(1-nitroethene-1,2-diyl)dibenzene (1215-07-2)

Guidance literature:

With methylamine hydrochloride; sodium hydrogencarbonate; In methanol; at 18 - 20 ℃; for 72h;

DOI:10.1134/S1070363212050192

Reference yield: 58.0%

(E)-1,2-diphenyl-ethene (103-30-0) + Nitrogen dioxide (10102-44-0) → α-nitro-stilbene (15341-31-8,18315-83-8,82864-83-3,1215-07-2) + benzaldehyde (100-52-7) + benzil (134-81-6) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

In tetrachloromethane; react. at 25°C; products identified by g.c./m.s.;

DOI:10.1039/c39890001027

Reference yield: 58.0%

(E)-2,3-diphenylpropenoic acid (91-48-5) → (E)-(1-nitroethene-1,2-diyl)dibenzene (1215-07-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); nitric acid; In acetonitrile; at 50 ℃; for 12h;

DOI:10.1021/ol0262901

upstream raw materials:

pyridine

ethanol

1-nitro-1-phenylmethane

benzaldehyde

Downstream raw materials:

(2R,3R)-1-Oxy-3,4-diphenyl-2-((Z)-propenyl)-2,3-dihydro-azete-2-carboxylic acid diethylamide

(2R,3R)-1-Oxy-3,4-diphenyl-2-((E)-propenyl)-2,3-dihydro-azete-2-carboxylic acid diethylamide

N-(α'-nitro-bibenzyl-α-yl)-aniline

(cis)-N,N-diethyl-2,3-dihydro-2,3,4-triphenyl-2-azetecarboxamide 1-oxide

Refernces

• 1、 Bordwell,F.G.,Garbisch,E.W.. "-". . p. 2322 - 2325. Retrieved 1962.
• 2、 Chong, Xiaodan,Liu, Cuibo,Wang, Changhong,Yang, Rong,Zhang, Bin. "Integrating Hydrogen Production and Transfer Hydrogenation with Selenite Promoted Electrooxidation of α-Nitrotoluenes to E-Nitroethenes". supporting information. p. 22010 - 22016. Retrieved 2021/09/02.
• 3、 Jana, Sourav,Chakraborty, Amrita,Shirinian, Valerii Z.,Hajra, Alakananda. "Synthesis of Benzo[4,5]imidazo[2,1-b]thiazole by Copper(II)-Catalyzed Thioamination of Nitroalkene with 1H-Benzo[d]imidazole-2-thiol". supporting information. p. 2402 - 2408. Retrieved 2018/05/08.