1-Isopropyl-2-nitrobenzene

Base Information

• Chemical Name: 1-Isopropyl-2-nitrobenzene
• CAS No.: 6526-72-3
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2904209090
• European Community (EC) Number: 229-415-7
• UNII: 38NGV5BZ8W
• DSSTox Substance ID: DTXSID80215574
• Nikkaji Number: J96.529D
• Wikidata: Q83091630
• Mol file: 6526-72-3.mol

Synonyms:1-Isopropyl-2-nitrobenzene;2-Nitrocumene;6526-72-3;o-Nitrocumene;1-nitro-2-propan-2-ylbenzene;2-Isopropylnitrobenzene;2-Nitroisopropylbenzene;o-Isopropylnitrobenzene;o-Nitroisopropylbenzene;38NGV5BZ8W;1-nitro-2-(propan-2-yl)benzene;EINECS 229-415-7;Benzene, 1-(1-methylethyl)-2-nitro-;Nitrocumene;95%;nitrocumene;1-Isopropyl-2-nitro-benzene;Cumene, o-nitro-;UNII-38NGV5BZ8W;SCHEMBL254406;DTXSID80215574;2-ISOPROPYL-1-NITROBENZENE;MFCD00039739;AKOS015890279;AS-58806;1-(1-METHYLETHYL)-2-NITROBENZENE;CS-0063158;FT-0636172;N0532;D73277;A835041;F0001-1754;(3,5-DIMETHYL-1-PHENYL-1H-PYRAZOL-4-YL)METHYLAMINEHYDROCHLORIDE

Chemical Property of 1-Isopropyl-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.0248mmHg at 25°C
• Melting Point: -9.5°C
• Refractive Index: 1.533
• Boiling Point: 256.4 °C at 760 mmHg
• Flash Point: 108.5 °C
• PSA: 45.82000
• Density: 1.091 g/cm³
• LogP: 3.24140
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98% ^*data from raw suppliers

2-Nitrocumene ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 23-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Isopropyl-2-nitrobenzene

There total 20 articles about 1-Isopropyl-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: 91.0%

isopropylboronic acid (80041-89-0) + 2-nitrophenyl bromide (577-19-5) → o-nitrocumene (6526-72-3)

Guidance literature:

With potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; C₂₀H₃₄O₃P₂; In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1002/anie.201411518

Reference yield: 73.0%

2-isopropylaniline (643-28-7) → o-nitrocumene (6526-72-3)

Guidance literature:

With tert.-butylhydroperoxide; potassium iodide; In water; acetonitrile; at 80 ℃; for 15h;

DOI:10.1002/adsc.200800641

Reference yield: 67.0%

Isopropylbenzene (98-82-8) → 4-nitrocumene (1817-47-6) + 3-isopropylnitrobenzene (6526-74-5) + o-nitrocumene (6526-72-3)

Guidance literature:

With 4-tolyl iodide; potassium nitrate; In trifluoroacetic acid; for 0.5h;

DOI:10.1007/BF00965394

upstream raw materials:

Isopropylbenzene

nitro acetate

4-isopropyl-3-nitroaniline

methyl nitrate

Downstream raw materials:

3-Methylindole

N-(2-isopropylphenyl)aniline

C₂₉H₃₄ClN₅O₆S

C₂₉H₃₆ClN₅O₄S

Refernces

• 1、 Liu, Jianhua,Li, Bindong,Wang, Huan. "Regioselective mononitration of aromatic compounds with N2O5 by acidic ionic liquids via continuous flow microreactor". . p. 513 - 516. Retrieved 2016/01/20.
• 2、 Qian, Hua,Wang, Ya,Liu, Dabin,Lv, Chunxu. "Bismuth triflate catalyzed mononitration of aromatic compounds with N 2O5". . p. 509 - 512. Retrieved 2014/05/20.