1-(4-Methoxyphenyl)-2-nitropropene

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)-2-nitropropene
• CAS No.: 17354-63-1
• Molecular Formula: C10H11 N O3
• Molecular Weight: 193.202
• Hs Code.: 2909309090
• European Community (EC) Number: 241-381-5
• Nikkaji Number: J501.770J
• ChEMBL ID: CHEMBL5207846
• Mol file: 17354-63-1.mol

Synonyms:17354-63-1;Benzene, 1-methoxy-4-(2-nitro-1-propen-1-yl)-;1-methoxy-4-[(1E)-2-nitroprop-1-en-1-yl]benzene;1-(4-METHOXYPHENYL)-2-NITROPROPENE;37629-51-9;2-NITRO-1-(4-METHOXYPHENYL)-1-PROPENE;CHEMBL5207846;STK368777;1-(4-methoxy-phenyl)-2-nitropropene;AKOS003237486;(E)-1-(4-Methoxyphenyl)-2-nitropropene;(E)-1-Methoxy-4-(2-nitro-propenyl)-benzene;Methyl 4-[(1E)-2-nitro-1-propenyl]phenyl ether

Chemical Property of 1-(4-Methoxyphenyl)-2-nitropropene

Chemical Property:

• Vapor Pressure: 0.000551mmHg at 25°C
• Boiling Point: 321.7°Cat760mmHg
• Flash Point: 147.4°C
• PSA: 55.05000
• Density: 1.156g/cm³
• LogP: 2.85590
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

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

1-(p-Methoxyphenyl)-2-nitro-1-propene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC=C(C=C1)OC)[N+](=O)[O-]
• Isomeric SMILES: C/C(=C\C1=CC=C(C=C1)OC)/[N+](=O)[O-]
• Uses: 1-(p-Methoxyphenyl)-2-nitro-1-propene is an intermediate in the synthesis of 4-Methoxyamphetamine Hydrochloride (M261015), the HCl salt of 4-Methoxyamphetamine which is a designer drug belonging to the amphetamine class and releases 5-hydroxytryptamine in brain tissue.

Technology Process of 1-(4-Methoxyphenyl)-2-nitropropene

There total 15 articles about 1-(4-Methoxyphenyl)-2-nitropropene 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%

Nitroethane (79-24-3) + 4-methoxy-benzaldehyde (123-11-5) → 4-(2-nitro-propenyl)-anisole (17354-63-1)

Guidance literature:

With ammonium acetate; at 110 ℃; for 72h;

DOI:10.1002/anie.201610816

Reference yield: 88.0%

1-(4-methoxyphenyl)-2-nitropropyl acetate (148527-35-9) → 4-(2-nitro-propenyl)-anisole (17354-63-1)

Guidance literature:

With dmap; In dichloromethane; for 0.5h;

DOI:10.1021/jo00044a029

Reference yield: 86.0%

Nitroethane (79-24-3) + 4-methoxy-benzylamine (2393-23-9) → 4-(2-nitro-propenyl)-anisole (17354-63-1)

Guidance literature:

With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen; at 80 ℃; for 12h;

DOI:10.1021/acscatal.9b03442

upstream raw materials:

pyridine

tetranitromethane

acetone

anethole

Downstream raw materials:

Butyl-[1-(4-methoxy-phenyl)-2-nitro-propyl]-amine

(E)-1-(4-methoxyphenyl)propan-2-one oxime

3-(4-methoxyphenyl)-2,6,6-trimethyl-6,7-dihydro-5H-benzofuran-4-one

3-[1-(4-methoxyphenyl)-2-nitropropyl]-1H-indole

Refernces

• 1、 Ansari, Arshad J.,Pathare, Ramdas S.,Kumawat, Anita,Maurya, Antim K.,Verma, Sarika,Agnihotri, Vijai K.,Joshi, Rahul,Metre, Ramesh K.,Sharon, Ashoke,Pardasani,Sawant, Devesh M.. "A diversity-oriented synthesis of polyheterocycles: Via the cyclocondensation of azomethine imine". supporting information. p. 13721 - 13724. Retrieved 2019/09/16.
• 2、 Moustakim, Moses,Clark, Peter G. K.,Trulli, Laura,Fuentes de Arriba, Angel L.,Ehebauer, Matthias T.,Chaikuad, Apirat,Murphy, Emma J.,Mendez-Johnson, Jacqui,Daniels, Danette,Hou, Chun-Feng D.,Lin, Yu-Hui,Walker, John R.,Hui, Raymond,Yang, Hongbing,Dorrell, Lucy,Rogers, Catherine M.,Monteiro, Octovia P.,Fedorov, Oleg,Huber, Kilian V. M.,Knapp, Stefan,Heer, Jag,Dixon, Darren J.,Brennan, Paul E.. "Discovery of a PCAF Bromodomain Chemical Probe". supporting information. p. 827 - 831. Retrieved 2017/01/14.