1-sec-Butyl-4-nitrobenzene

Base Information

• Chemical Name: 1-sec-Butyl-4-nitrobenzene
• CAS No.: 4237-40-5
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2904209090
• European Community (EC) Number: 224-196-4
• DSSTox Substance ID: DTXSID30884052
• Nikkaji Number: J205.661E
• Mol file: 4237-40-5.mol

Synonyms:1-sec-Butyl-4-nitrobenzene;4237-40-5;1-(sec-Butyl)-4-nitrobenzene;4-sec-Butylnitrobenzene;1-butan-2-yl-4-nitrobenzene;Benzene, 1-(1-methylpropyl)-4-nitro-;1-(butan-2-yl)-4-nitrobenzene;4-Nitro-sec-butylbenzene;EINECS 224-196-4;MFCD00130025;SCHEMBL173199;IQRMCUYGEZOTSV-UHFFFAOYSA-;DTXSID30884052;1-(1-Methylpropyl)-4-nitrobenzene;AS-59444;B2428;CS-0317849;FT-0691172;A872900

Chemical Property of 1-sec-Butyl-4-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.0172mmHg at 25°C
• Refractive Index: 1.5300-1.5340
• Boiling Point: 263°Cat760mmHg
• Flash Point: 106.8°C
• PSA: 45.82000
• Density: 1.067g/cm³
• LogP: 3.63150
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

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

1-sec-Butyl-4-nitrobenzene >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-sec-Butyl-4-nitrobenzene

There total 9 articles about 1-sec-Butyl-4-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: 94.0%

5-(1-methylpropyl)-1-aza-5-stannabicyclo[3.3.3]undecane (142509-27-1) + 4-chlorobenzonitrile (100-00-5) → 1-(iso-propyl)-4-nitrobenzene (4237-40-5)

Guidance literature:

With potassium fluoride; bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetonitrile; at 60 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1038/nchem.1652

Reference yield: 78.0%

1-methylpropylboronic acid (88496-88-2) + 4-chlorobenzonitrile (100-00-5) → 1-(iso-propyl)-4-nitrobenzene (4237-40-5)

Guidance literature:

With methanesulfonato tri(tert-butyl)phosphine (2'-amino-1,1‘-biphenyl-2-yl) palladium (II); potassium carbonate; In water; toluene; at 100 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/ja508815w

Reference yield: 72.0%

potassium sec-butyltrifluoroborate + 4-chlorobenzonitrile (100-00-5) → 1-(iso-propyl)-4-nitrobenzene (4237-40-5)

Guidance literature:

With methanesulfonato tri(tert-butyl)phosphine (2'-amino-1,1‘-biphenyl-2-yl) palladium (II); potassium carbonate; In water; toluene; at 100 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/ja508815w

upstream raw materials:

sec-Butylbenzene

2-phenylbut-2-ene

4-sec-butylaniline

5-(1-methylpropyl)-1-aza-5-stannabicyclo[3.3.3]undecane

Downstream raw materials:

2-(p-nitriphenyl)butan-2-ol

(4-nitrophenyl)ethanone

4-nitro-benzoic acid

4-sec-butylaniline

Refernces

• 1、 Li, Ling,Zhao, Shibin,Joshi-Pangu, Amruta,Diane, Mohamed,Biscoe, Mark R.. "Stereospecific Pd-catalyzed cross-coupling reactions of secondary alkylboron nucleophiles and aryl chlorides". supporting information. p. 14027 - 14030. Retrieved 2015/01/08.
• 2、 Hartmann,Batzl. "Synthesis and evaluation of 4-alkylanilines as mammary tumor inhibiting aromatase inhibitors". . p. 537 - 544. Retrieved 2007/10/02.