Allyl p-nitrophenyl ether

Base Information

• Chemical Name: Allyl p-nitrophenyl ether
• CAS No.: 1568-66-7
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• NSC Number: 2375
• DSSTox Substance ID: DTXSID50277447
• Nikkaji Number: J257.958H
• Wikidata: Q82008612
• Mol file: 1568-66-7.mol

Synonyms:Allyl p-nitrophenyl ether;1568-66-7;1-(Allyloxy)-4-nitrobenzene;1-nitro-4-prop-2-enoxybenzene;1-nitro-4-(prop-2-en-1-yloxy)benzene;Benzene, 1-nitro-4-(2-propen-1-yloxy)-;Ether, allyl p-nitrophenyl;Benzene, 1-nitro-4-(2-propenyloxy)-;Allyl (4-nitrophenyl) ether;SCHEMBL2052557;ALLYL 4-NITROPHENYL ETHER;DTXSID50277447;NSC2375;3-[(4-nitro)phenoxy]-1-propene;NSC 2375;NSC-2375;AKOS024364662;Benzene,1-nitro-4-(2-propen-1-yloxy)-;AM20030060;FT-0716054

Chemical Property of Allyl p-nitrophenyl ether

Chemical Property:

• Vapor Pressure: 0.0021mmHg at 25°C
• Boiling Point: 299.6°C at 760 mmHg
• Flash Point: 141.6°C
• Density: 1.168g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of Allyl p-nitrophenyl ether

There total 28 articles about Allyl p-nitrophenyl ether 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%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + allyl methyl carbonate (35466-83-2) → 1-allyloxy-4-nitrobenzene (1568-66-7)

Guidance literature:

With triphenylphosphine; palladium incarcerated copolymer; In tetrahydrofuran; Heating;

DOI:10.1021/ja029146j

Reference yield: 98.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + allyl bromide (106-95-6) → 1-allyloxy-4-nitrobenzene (1568-66-7)

Guidance literature:

With caesium carbonate; In acetonitrile; for 5h; Heating;

DOI:10.1080/00397919508013838

Reference yield: 95.0%

4-chlorobenzonitrile (100-00-5) + allyl alcohol (107-18-6) → 1-allyloxy-4-nitrobenzene (1568-66-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01250

upstream raw materials:

4-nitro-phenol

allyl bromide

allyl mesylate

3-chloroprop-1-ene

Downstream raw materials:

4-nitrophenyl 2-oxiranylmethyl ether

1-(3-acetylsulfanyl-propoxy)-4-nitro-benzene

2-allyl-4-nitrophenol

1-nitro-4-propoxybenzene

Refernces

• 1、 Chen, Po-Kai,Rosana, Michael R.,Dudley, Gregory B.,Stiegman. "Parameters affecting the microwave-specific acceleration of a chemical reaction". . p. 7425 - 7436. Retrieved 2014.
• 2、 Li, Xinhao,Xu, Jiaxi. "Determination on temperature gradient of different polar reactants in reaction mixture under microwave irradiation with molecular probe". . p. 5515 - 5520. Retrieved 2016.
• 3、 Li, Gang,Yang, Liu,Liu, Jian-Jun,Zhang, Wei,Cao, Rui,Wang, Chao,Zhang, Zunting,Xiao, Jianliang,Xue, Dong. "Light-Promoted C–N Coupling of Aryl Halides with Nitroarenes". supporting information. p. 5230 - 5234. Retrieved 2021/02/05.
• 4、 Alavi, Seyed Jamal,Seyedi, Seyed Mohammad,Saberi, Satar,Safdari, Hadi,Eshghi, Hossein,Sadeghian, Hamid. "Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors". . p. 259 - 266. Retrieved 2020/10/12.