1-Isopropyl-4-nitrobenzene

Base Information

• Chemical Name: 1-Isopropyl-4-nitrobenzene
• CAS No.: 1817-47-6
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2904209090
• European Community (EC) Number: 217-326-6
• NSC Number: 14494
• UNII: 4MYK0B424T
• DSSTox Substance ID: DTXSID6061991
• Nikkaji Number: J96.530H
• Wikidata: Q27260166
• Mol file: 1817-47-6.mol

Synonyms:1-Isopropyl-4-nitrobenzene;1817-47-6;p-Nitrocumene;4-Nitrocumene;4-ISOPROPYLNITROBENZENE;Benzene, 1-(1-methylethyl)-4-nitro-;Cumene, p-nitro-;1-nitro-4-propan-2-ylbenzene;p-Isopropylnitrobenzene;p-Nitroisopropylbenzene;4-Nitroisopropylbenzene;2-(p-Nitrophenyl)propane;4-Nitro-Isopropylbenzene;1-nitro-4-(propan-2-yl)benzene;NSC 14494;UNII-4MYK0B424T;4MYK0B424T;1-(1-Methylethyl)-4-nitrobenzene;EINECS 217-326-6;NSC-14494;p-Nitro cumene;NSC14494;SCHEMBL254528;p-decyloxybenzylidenep-toluidine;DTXSID6061991;1-Nitro-4-(prop-2-yl)benzene;4-ISOPROPYL-1-NITROBENZENE;4-NITRO-1-ISOPROPYLBENZENE;MFCD00039746;AKOS005203311;AS-62218;CS-0204703;FT-0607985;N0639;D91756;EN300-102066;W-109124;Q27260166

Chemical Property of 1-Isopropyl-4-nitrobenzene

Chemical Property:

• Appearance/Colour: Yellow-green liquid
• Vapor Pressure: 0.0728mmHg at 25°C
• Melting Point: 35.17°C (estimate)
• Refractive Index: n20/D 1.537(lit.)
• Boiling Point: 236.4 °C at 760 mmHg
• Flash Point: 99.9 °C
• PSA: 45.82000
• Density: 1.091 g/cm³
• LogP: 3.24140
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

98% ^*data from raw suppliers

4-Nitrocumene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Isopropyl-4-nitrobenzene

There total 35 articles about 1-Isopropyl-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: 88.0%

1-cyclopropylmethyl-4-(1-methylethyl)benzene (401584-82-5) → 4-nitrocumene (1817-47-6)

Guidance literature:

With nitric acid; In acetic anhydride; at -50 ℃; for 1h;

DOI:10.1023/A:1012434220010

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

Reference yield: 39.5%

1-allyl-4-isopropylbenzene (3897-64-1) → 1-allyl-2-isopropyl-5-nitrobenzene + 3-nitro-4-isopropyl-1-allylbenzene + 4-nitrocumene (1817-47-6) + 1-allyl-4-nitro-benzene (53483-17-3)

Guidance literature:

With nitric acid; In acetic anhydride; at -50 ℃; for 1h; Further byproducts given;

DOI:10.1007/s11178-005-0179-x

upstream raw materials:

Isopropylbenzene

nitro acetate

1,4-bis(1-methylethyl)benzene

methyl nitrate

Downstream raw materials:

2-isopropyl-5-nitro-benzyl chloride

4-methyl-2,4-bis-(4-nitro-phenyl)-pent-2ξ-ene

4-Isopropylaniline

1-isopropenyl-4-nitro-benzene

Refernces

• 1、 Kakuta, Hiroki,Kikuzawa, Shota,Morishita, Ken-Ichi,Takamura, Yuta,Watanabe, Masaki. "Development of Scaled-Up Synthetic Method for Retinoid X Receptor Agonist NEt-3IB Contributing to Sustainable Development Goals". . p. 146 - 154. Retrieved 2022/02/05.
• 2、 Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua. "Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer". . p. 9561 - 9568. Retrieved 2021/08/06.