1-(Benzyloxy)-2-nitrobenzene

Base Information

• Chemical Name: 1-(Benzyloxy)-2-nitrobenzene
• CAS No.: 4560-41-2
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID30352983
• Nikkaji Number: J996.561K
• Wikidata: Q82130429
• Mol file: 4560-41-2.mol

Synonyms:4560-41-2;1-(Benzyloxy)-2-nitrobenzene;Benzyl 2-nitrophenyl ether;1-Benzyloxy-2-nitrobenzene;1-benzyloxy-2-nitro-benzene;1-nitro-2-phenylmethoxybenzene;o-Nitrophenyl Benzyl Ether;Benzene, 1-nitro-2-(phenylmethoxy)-;MFCD00143680;BENZYL2-NITROPHENYLETHER;1-nitro-2-(phenylmethoxy)benzene;2-benzyloxynitrobenzene;benzyl nitrophenyl ether;2-benzyloxy nitrobenzene;2-(Benzyloxy)nitrobenzene;SCHEMBL2305236;DTXSID30352983;ZYWSXGRMDPBISP-UHFFFAOYSA-N;BBL101568;STL555364;AKOS007930053;FT-0672848;EN300-263356;A872354;Benzyl 2-nitrophenyl ether, Selectophore(TM), >=99.0%

Chemical Property of 1-(Benzyloxy)-2-nitrobenzene

Chemical Property:

• Appearance/Colour: Light Red Oil
• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 29 °C
• Refractive Index: n20/D 1.598
• Boiling Point: 377.8 °C at 760 mmHg
• Flash Point: 170.6 °C
• PSA: 55.05000
• Density: 1.232 g/cm³
• LogP: 3.69700
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

98%min ^*data from raw suppliers

o-Nitrophenyl benzyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2[N+](=O)[O-]
• Uses: A benzyl phenyl ethers as new HIV-1 inhibitors in vitro.

Technology Process of 1-(Benzyloxy)-2-nitrobenzene

There total 21 articles about 1-(Benzyloxy)-2-nitrobenzene 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: 97.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzyloxynitrobenzene (4560-41-2)

Guidance literature:

With 4 A molecular sieve; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 24h;

DOI:10.1055/s-1998-1762

Reference yield: 95.0%

benzyl bromide (100-39-0) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2-benzyloxynitrobenzene (4560-41-2)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201700515

Reference yield: 89.0%

→ 2-benzyloxynitrobenzene (4560-41-2) + 3-amino-4-[1-[4-[N'-(2-hydroxyphenyl)ureido]-3-methoxyphenylacetamido]-2-pyrrolidinyl methoxy]benzoic Acid

Guidance literature:

upstream raw materials:

benzyl tosylate

sodium o-nitrophenate

potassium 2-nitrophenoxide

benzyl chloride

Downstream raw materials:

(2-benzyloxy-phenyl)-phenyl-diazene

N-(2-benzyloxy-phenyl)-N'-phenyl-hydrazine

Mesoxalsaeure-2-benzyloxyphenylhydrazon

Mesoxalylchlorid-2-benzyloxyphenylhydrazon

Refernces

• 1、 Li, Yan,Fan, Wenjie,Gong, Qineng,Tian, Jie,Zhou, Mi,Li, Qing,Uwituze, Laura B.,Zhang, Zhichao,Hong, Ran,Wang, Renxiao. "Structure-Based Optimization of 3-Phenyl-N-(2-(3-phenylureido)ethyl)thiophene-2-sulfonamide Derivatives as Selective Mcl-1 Inhibitors". . p. 10260 - 10285. Retrieved 2021/07/26.
• 2、 Mayer, Robert J.,Breugst, Martin,Hampel, Nathalie,Ofial, Armin R.,Mayr, Herbert. "Ambident Reactivity of Phenolate Anions Revisited: A Quantitative Approach to Phenolate Reactivities". supporting information. p. 8837 - 8858. Retrieved 2019/07/08.