(1-Methylcyclohexanyl)methyl-4-nitrophenyl Ether

Base Information

• Chemical Name: (1-Methylcyclohexanyl)methyl-4-nitrophenyl Ether
• CAS No.: 85002-76-2
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID90391116
• Wikidata: Q82188358
• Mol file: 85002-76-2.mol

Synonyms:(1-Methylcyclohexanyl)methyl-4-nitrophenyl Ether;85002-76-2;1-[(1-methylcyclohexyl)methoxy]-4-nitrobenzene;DTXSID90391116;AKOS030253185;FT-0671636

Chemical Property of (1-Methylcyclohexanyl)methyl-4-nitrophenyl Ether

Chemical Property:

• Melting Point: 59-60°C
• Boiling Point: 372.1±15.0 °C(Predicted)
• PSA: 55.05000
• Density: 1.102±0.06 g/cm3(Predicted)
• LogP: 4.46720
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 273

Purity/Quality:

97% ^*data from raw suppliers

(1-Methylcyclohexanyl)methyl-4-nitrophenylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CCCCC1)COC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: (1-Methylcyclohexanyl)methyl-4-nitrophenyl Ether (cas# 85002-76-2) is a compound useful in organic synthesis.

Technology Process of (1-Methylcyclohexanyl)methyl-4-nitrophenyl Ether

There total 1 articles about (1-Methylcyclohexanyl)methyl-4-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: 86.9%

(1-methylcyclohexyl)methanol (14064-13-2) + 4-chlorobenzonitrile (100-00-5) → 4-(1-methylcyclohexylmethoxy)nitrobenzene (85002-76-2)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 70 ℃; for 0.5h;

DOI:10.1248/cpb.30.3580

Reference yield:

4-(1-methylcyclohexylmethoxy)nitrobenzene (85002-76-2) → 4-(1-Methyl-cyclohexylmethoxy)-phenylamine (887406-96-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Ambient temperature;

DOI:10.1248/cpb.30.3580

Reference yield:

4-(1-methylcyclohexylmethoxy)nitrobenzene (85002-76-2) → Ciglitazone (96207-23-7,96207-25-9,74772-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 10percent Pd-C / methanol / 760 Torr / Ambient temperature

2: 1.) NaNO₂, 47percent HBr, 2.) Cu₂O / 1.) acetone, water, 5 deg C, 30 min, 2.) acetone, water, 35 deg C

3: 2.) 2N HCl / 1.) sulfolane, 110 deg C, 2 h; 2.) sulfolane, reflux, 8 h

With copper(I) oxide; hydrogenchloride; hydrogen bromide; hydrogen; sodium nitrite; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.30.3580

upstream raw materials:

(1-methylcyclohexyl)methanol

4-chlorobenzonitrile

Downstream raw materials:

4-(1-Methyl-cyclohexylmethoxy)-phenylamine

Ciglitazone

2-bromo-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionitrile

2-imino-5-<4-(1-methylcyclohexylmethoxy)benzyl>thiazolidin-4-one