1-(Benzyloxy)-2,4-dichloro-5-nitrobenzene

Base Information

• Chemical Name: 1-(Benzyloxy)-2,4-dichloro-5-nitrobenzene
• CAS No.: 114109-50-1
• Molecular Formula: C13H9Cl2NO3
• Molecular Weight: 298.125
• DSSTox Substance ID: DTXSID00594712
• Wikidata: Q82489617
• Mol file: 114109-50-1.mol

Synonyms:1-(benzyloxy)-2,4-dichloro-5-nitrobenzene;114109-50-1;benzyl 2,4-dichloro-5-nitrophenyl ether;1,5-dichloro-2-nitro-4-phenylmethoxybenzene;Benzene, 1,5-dichloro-2-nitro-4-(phenylmethoxy)-;SCHEMBL2568216;DTXSID00594712;IEKKEZUAADAJGO-UHFFFAOYSA-N;MFCD08056626;AKOS005070500;4L-377S;1-Benzyloxy-2,4-dichloro-5-nitro-benzene;CS-0363680

Chemical Property of 1-(Benzyloxy)-2,4-dichloro-5-nitrobenzene

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 296.9959485
• Heavy Atom Count: 19
• Complexity: 305

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-(Benzyloxy)-2,4-dichloro-5-nitrobenzene

There total 1 articles about 1-(Benzyloxy)-2,4-dichloro-5-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: 96.0%

2,4-dichloro-5-nitrophenol? (39489-77-5) + benzyl bromide (100-39-0) → 1-benzyloxy-2,4-dichloro-5-nitrobenzene (114109-50-1)

Guidance literature:

With potassium carbonate; In acetone; at 75 ℃; for 3h;

Reference yield: 96.0%

1-benzyloxy-2,4-dichloro-5-nitrobenzene (114109-50-1) → 1-benzyloxy-2,4-dichlorophenylamine (338960-25-1)

Guidance literature:

With water; iron; acetic acid; at 85 ℃; for 1.5h;

Reference yield:

1-benzyloxy-2,4-dichloro-5-nitrobenzene (114109-50-1) → C26H33Cl2N5O2SSi

Guidance literature:

Multi-step reaction with 6 steps

1.1: iron / water; acetic acid / 1.5 h / 85 °C

2.1: hydrogenchloride; sodium nitrite / water; acetic acid / 0.5 h / 5 °C

2.2: 1.5 h

3.1: boron trichloride / dichloromethane / 0 - 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

5.1: n-butyllithium; Triisopropyl borate / hexane; tetrahydrofuran / -78 °C / Inert atmosphere

6.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; Triisopropyl borate; boron trichloride; iron; sodium hydrogencarbonate; caesium carbonate; sodium nitrite; In tetrahydrofuran; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.08.050

upstream raw materials:

2,4-dichloro-5-nitrophenol?

benzyl bromide

Downstream raw materials:

1-benzyloxy-2,4-dichlorophenylamine

1-[2-(2,4-dichloro-5-iodophenoxy)ethyl]pyrrolidine

1-benzyloxy-2,4-dichloro-5-iodobenzene

2,4-dichloro-5-iodophenol