4-BENZYLOXY-TRANS-BETA-NITROSTYRENE 97

Base Information

• Chemical Name: 4-BENZYLOXY-TRANS-BETA-NITROSTYRENE 97
• CAS No.: 2982-55-0
• Molecular Formula: C15H13 N O3
• Molecular Weight: 255.273
• European Community (EC) Number: 626-278-9
• DSSTox Substance ID: DTXSID80420686
• Nikkaji Number: J2.959.358B,J305.340G
• Wikidata: Q76310556
• Mol file: 2982-55-0.mol

Synonyms:Ether,benzyl p-(2-nitrovinyl)phenyl (6CI,7CI,8CI); 4-Benzyloxy-b-nitrostyrene

Chemical Property of 4-BENZYLOXY-TRANS-BETA-NITROSTYRENE 97

Chemical Property:

• Vapor Pressure: 3.93E-07mmHg at 25°C
• Melting Point: 121-125 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 427.9°C at 760 mmHg
• Flash Point: 188.7°C
• PSA: 55.05000
• Density: 1.207g/cm³
• LogP: 4.03620
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.08954328
• Heavy Atom Count: 19
• Complexity: 297

Purity/Quality:

97% ^*data from raw suppliers

4-Benzyloxy-trans-β-nitrostyrene 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 41-51/53
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C=C[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)/C=C/[N+](=O)[O-]

Technology Process of 4-BENZYLOXY-TRANS-BETA-NITROSTYRENE 97

There total 9 articles about 4-BENZYLOXY-TRANS-BETA-NITROSTYRENE 97 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%

p-benzyloxybenzaldehyde (4397-53-9) + nitromethane (75-52-5) → (E)-1-(benzyloxy)-4-(2-nitrovinyl)benzene (2982-55-0,169394-83-6)

Guidance literature:

p-benzyloxybenzaldehyde; nitromethane; With sodium methylate; In methanol; at 0 - 20 ℃; for 0.166667h;

With hydrogenchloride; water; In methanol; at 0 - 20 ℃; for 0.25h;

Reference yield: 84.0%

p-benzyloxybenzaldehyde (4397-53-9) + nitromethane (75-52-5) → 1-benzyloxy-4-(2-nitroethenyl)benzene (2982-55-0,169394-83-6)

Guidance literature:

p-benzyloxybenzaldehyde; nitromethane; With sodium hydroxide; In methanol; water; for 5h; Cooling with ice;

With hydrogenchloride; In methanol; water;

DOI:10.2298/JSC091016128X

Reference yield: 66.0%

nitromethane (75-52-5) + 3-Benzyloxybenzaldehyde (1700-37-4) → (E)-1-(benzyloxy)-4-(2-nitrovinyl)benzene (2982-55-0,169394-83-6)

Guidance literature:

With ammonium acetate; for 1h; Reflux; Inert atmosphere;

upstream raw materials:

p-benzyloxybenzaldehyde

nitromethane

3-Benzyloxybenzaldehyde

benzyl bromide

Downstream raw materials:

2-(4-Benzyloxy-phenyl)-3-nitro-2H-chromene

C₁₈H₁₉NO₄

4,4',4'',4'''-tetrabenzyloxy-cannabisin G

3-(1-(4-benzyloxyphenyl)-2-nitroethyl)-1H-indole

Refernces

• 1、 Fadeeva, Anastasia A.,Ioffe, Sema L.,Tabolin, Andrey A.. "Chlorination of Conjugated Nitroalkenes with PhICl 2and so 2Cl 2for the Synthesis of α-Chloronitroalkenes". supporting information. p. 2679 - 2688. Retrieved 2020/11/02.
• 2、 Byrne, Andrew J.,Bright, Sandra A.,Fayne, Darren,McKeown, James P.,McCabe, Thomas,Twamley, Brendan,Williams, Clive,Meegan, Mary J.. "Synthesis, antiproliferative and pro-apoptotic effects of nitrostyrenes and related compounds in Burkitt’s lymphoma". . p. 181 - 199. Retrieved 2018/03/13.