Benzene, 1-nitro-4-(phenylmethoxy)-

Base Information

• Chemical Name: Benzene, 1-nitro-4-(phenylmethoxy)-
• CAS No.: 1145-76-2
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Hs Code.: 2909309090
• European Community (EC) Number: 214-545-9
• NSC Number: 24667
• DSSTox Substance ID: DTXSID1074462
• Nikkaji Number: J203.402F
• Wikidata: Q72442442
• Mol file: 1145-76-2.mol

Synonyms:1-Benzyloxy-4-nitrobenzene;1145-76-2;1-(Benzyloxy)-4-nitrobenzene;Benzene, 1-nitro-4-(phenylmethoxy)-;4-Benzyloxynitrobenzene;Benzyl 4-nitrophenyl ether;1-nitro-4-phenylmethoxybenzene;Benzyl p-nitrophenyl ether;Ether, benzyl p-nitrophenyl;1-benzyloxy-4-nitro-benzene;p-(Benzyloxy)nitrobenzene;EINECS 214-545-9;1-nitro-4-(phenylmethoxy)benzene;4-benzyloxy-nitrobenzene;4-Nitrophenylbenzyl ether;4-benzyloxy-1-nitrobenzene;Cambridge id 5107528;SCHEMBL2081746;DTXSID1074462;1-(Benzyloxy)-4-nitrobenzene #;Nitrobenzene, 4-(phenylmethoxy)-;NSC24667;AB8252;BBL000322;MFCD00024672;NSC 24667;NSC-24667;STK260826;AKOS002246073;AS-62183;B4706;CS-0086361;EU-0034316;FT-0617648;EN300-15495;A852057;AE-641/00642061;J-003105;Z19730175

Chemical Property of Benzene, 1-nitro-4-(phenylmethoxy)-

Chemical Property:

• Vapor Pressure: 7.99E-06mmHg at 25°C
• Melting Point: 105.0 to 109.0 °C
• Refractive Index: 1.603
• Boiling Point: 386.2°C at 760 mmHg
• Flash Point: 176°C
• PSA: 55.05000
• Density: 1.232g/cm³
• LogP: 3.69700
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

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

1-(Benzyloxy)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Benzene, 1-nitro-4-(phenylmethoxy)-

There total 42 articles about Benzene, 1-nitro-4-(phenylmethoxy)- 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: 99.0%

4-chlorobenzonitrile (100-00-5) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4-nitrophenyl ether (1145-76-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 12h;

DOI:10.1002/adsc.201000977

Reference yield: 96.0%

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4-nitrophenyl ether (1145-76-2)

Guidance literature:

benzyl alcohol; With sodium t-butanolate; In toluene; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]; In toluene; at 0 - 20 ℃; Reagent/catalyst; Solvent; Time; Temperature; chemoselective reaction; Inert atmosphere;

DOI:10.1002/open.201402006

Reference yield: 93.0%

p-nitrobenzene iodide (636-98-6) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4-nitrophenyl ether (1145-76-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1055/s-0028-1083304

upstream raw materials:

4-nitro-phenol

benzyldimethylphenylammonium chloride

(benzyloxy)benzene

benzyl bromide

Downstream raw materials:

(2,4-dinitro-phenyl)-(4-nitro-benzyl)-ether

(2,4-dinitro-phenyl)-(2-nitro-benzyl)-ether

p-benzyloxyaniline

4,4-bis(phenylmethoxy)azoxybenzene

Refernces

• 1、 Catalano, Alessia,Carocci, Alessia,Defrenza, Ivana,Muraglia, Marilena,Carrieri, Antonio,Van Bambeke, Fran?oise,Rosato, Antonio,Corbo, Filomena,Franchini, Carlo. "2-Aminobenzothiazole derivatives: Search for new antifungal agents". . p. 357 - 364. Retrieved 2013.
• 2、 Hossam, Monia,Lasheen, Deena S.,Ismail, Nasser S.M.,Esmat, Ahmed,Mansour, Ahmed M.,Singab, Abdel Nasser B.,Abouzid, Khaled A.M.. "Discovery of anilino-furo[2,3-d]pyrimidine derivatives as dual inhibitors of EGFR/HER2 tyrosine kinase and their anticancer activity". . p. 330 - 348. Retrieved 2018.
• 3、 Yang, Hua-Li,Cai, Pei,Liu, Qiao-Hong,Yang, Xue-Lian,Fang, Si-Qiang,Tang, Yan-Wei,Wang, Cheng,Wang, Xiao-Bing,Kong, Ling-Yi. "Design, synthesis, and evaluation of salicyladimine derivatives as multitarget-directed ligands against Alzheimer's disease". . p. 5917 - 5928. Retrieved 2017.
• 4、 Selvaraj, Varathan,Abimannan, Pachaiyappan,Rajendran, Venugopal. "Ultrasound assisted arylation of benzyl alcohol with 4-nitrochlorobenzene under a new multi-site phase-transfer catalyst in solid-liquid condition". . p. 1805 - 1814. Retrieved 2014.
• 5、 -. "Application of iron (III) complex containing 1,3-di-tert-butyl imidazole cations in synthesis of aryl benzyl ether compounds". Paragraph 0020-0022. . Retrieved 2021/04/26.
• 6、 Zubar, Viktoriia,Dewanji, Abhishek,Rueping, Magnus. "Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst". supporting information. p. 2742 - 2747. Retrieved 2021/05/05.