Cas no 943-15-7 (2-Nitro-4-cymene)

2-Nitro-4-cymene is a nitro-substituted derivative of p-cymene, characterized by the presence of a nitro group at the 2-position of the aromatic ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the production of fine chemicals, agrochemicals, and pharmaceuticals. Its nitro group enhances reactivity, making it valuable for further functionalization, such as reduction to amines or participation in substitution reactions. The structural stability of the cymene framework, combined with the electron-withdrawing nitro substituent, allows for controlled reactivity in synthetic applications. It is typically handled under standard laboratory conditions, with attention to compatibility in reactions involving electrophilic or nucleophilic reagents.
2-Nitro-4-cymene structure
2-Nitro-4-cymene structure
Product Name:2-Nitro-4-cymene
CAS No:943-15-7
MF:C10H13NO2
MW:179.215722799301
MDL:MFCD00007176
CID:804686
PubChem ID:70340
Update Time:2025-05-21

2-Nitro-4-cymene Chemical and Physical Properties

Names and Identifiers

    • 4-Isopropyl-1-methyl-2-nitrobenzene
    • 2-Nitro-p-cymene
    • 1-methyl-2-nitro-4-propan-2-ylbenzene
    • 2-NITRO-4-CYMENE
    • Benzene,1-methyl-4-(1-methylethyl)-2-nitro-
    • 4-Isopropyl-2-nitrotoluene
    • 5-Isopropyl-2-methyl-1-nitrobenzene
    • NSC 9839
    • p-Cymene, 2-nitro-
    • Benzene, 1-methyl-4-(1-methylethyl)-2-nitro-
    • 2-Nitro-para-cymene
    • 1-methyl-4-(methylethyl)-2-nitrobenzene
    • NSC9839
    • PubChem23880
    • DRKFWQDBPGTSOO-UHFFFAOYSA-N
    • Methyl-4-isopropyl-2-nitro-benzene
    • SBB068819
    • TD1120
    • FCH1115019
    • 4-Isopro
    • 1-Methyl-4-(1-methylethyl)-2-nitrobenzene (ACI)
    • p-Cymene, 2-nitro- (6CI, 7CI, 8CI)
    • 2-Methyl-5-isopropylnitrobenzene
    • 1-methyl-2-nitro-4-(propan-2-yl)benzene
    • 2-Nitro-p-cymene, technical grade, 90%
    • AKOS003597244
    • NSC-9839
    • 943-15-7
    • N0801
    • AI3-08866
    • EINECS 213-397-2
    • UNII-AE93ZW3RQF
    • SY106177
    • 1-Methyl-4-(1-methylethyl)-2-nitrobenzene
    • 4-Isopropyl-1-methyl-2-nitrobenzene #
    • EN300-1179840
    • CS-W017273
    • MFCD00007176
    • DB-057486
    • NS00040385
    • AS-11285
    • SCHEMBL2436243
    • DTXSID9061336
    • AE93ZW3RQF
    • 2-Nitro-4-cymene
    • MDL: MFCD00007176
    • Inchi: 1S/C10H13NO2/c1-7(2)9-5-4-8(3)10(6-9)11(12)13/h4-7H,1-3H3
    • InChI Key: DRKFWQDBPGTSOO-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C(C)=CC=C(C(C)C)C=1)=O

Computed Properties

  • Exact Mass: 179.09500
  • Monoisotopic Mass: 179.095
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 186
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.2
  • Topological Polar Surface Area: 45.8

Experimental Properties

  • Color/Form: colorless liquid
  • Density: 1.07?g/mL?at 25?°C(lit.)
  • Melting Point: 1°C (estimate)
  • Boiling Point: 134°C/15mmHg(lit.)
  • Flash Point: Degrees Fahrenheit:>235.4°F
    Degrees Celsius:>113°C
  • Refractive Index: n20/D 1.528(lit.)
  • Solubility: Almost insoluble (0.011 g/l) (25 o C),
  • PSA: 45.82000
  • LogP: 3.54980
  • Solubility: Not determined

2-Nitro-4-cymene Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H319
  • Warning Statement: P264-P280-P305+P351+P338+P337+P313
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Safety Instruction: 36/37/39-26
  • Hazardous Material Identification: Xn
  • Storage Condition:Store at room temperature
  • Risk Phrases:R36/37/38

2-Nitro-4-cymene Customs Data

  • HS CODE:2904209090
  • Customs Data:

    China Customs Code:

    2904209090

    Overview:

    2904209090 Other derivatives containing only nitro or nitroso groups.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2904209090 derivatives containing only nitro or only nitroso groups.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

2-Nitro-4-cymene Pricemore >>

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2-Nitro-4-cymene Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Boron, (dinitrogen tetraoxide-O)trifluoro-, (T-4)- Solvents: Carbon tetrachloride
Reference
The boron trifluoride-dinitrogen tetroxide complex as a nitrating agent
Bachman, G. Bryant; Vogt, Clifford M., Journal of the American Chemical Society, 1958, 80, 2987-91

Production Method 2

Reaction Conditions
Reference
Nitration of p-cymene. Exchange and rearomatization reactions of p-cymene adducts
Fischer, Alfred; Roderer, Rolf, Canadian Journal of Chemistry, 1976, 54(3), 423-8

Production Method 3

Reaction Conditions
Reference
Ipso nitration. II. Novel products and true positional selectivities in nitration of p-cymene
Hahn, Roger C.; Strack, David L., Journal of the American Chemical Society, 1974, 96(13), 4335-7

Production Method 4

Reaction Conditions
1.1 Reagents: Nitrogen dioxide Solvents: Acetic anhydride
Reference
Reactions of 4-methyl-1-(1'-methylethyl)-4-nitrocyclohexa-2,5-dien-1-yl acetates with nitrogen dioxide; towards a mechanism for the formation of polynitro cyclohexenyl esters on reaction of p-cymene with nitrogen dioxide in acetic anhydride
Abell, Andrew D.; Hartshorn, Michael P.; Robinson, Ward T.; Waller, A. Grant; Wright, Graeme J., Australian Journal of Chemistry, 1989, 42(12), 2225-42

Production Method 5

Reaction Conditions
1.1 Reagents: Nitrogen dioxide Solvents: Acetic anhydride
Reference
The nitration of p-cymene with nitrogen dioxide in acetic anhydride: the isolation and x-ray structure determination of 6-methyl-3-(methylethyl)-t-5-nitrato-1,r-3,c-4,t-6-tetranitrocyclohexene
Hartshorn, Michael P.; Robinson, Ward T.; Waller, A. Grant; Wright, Graeme J., Tetrahedron Letters, 1988, 29(16), 1999-2000

Production Method 6

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Nitric acid Solvents: Acetic acid
Reference
2-Nitro-p-cymene
Kobe, Kenneth A.; Doumani, Thomas F., Organic Syntheses, 1941, 21, 96-8

Production Method 7

Reaction Conditions
1.1 Reagents: Acetic acid ,  Sulfuric acid ,  Nitric acid ;  -15 °C; -15 °C; -15 °C → 0 °C; 0 °C; 0 °C; 1 h, 0 °C
1.2 Reagents: Water ;  1 h, cooled
Reference
Bio-based hydrophobic epoxy-amine networks derived from renewable terpenoids
Garrison, Michael D.; Harvey, Benjamin G., Journal of Applied Polymer Science, 2016, 133(45),

Production Method 8

Reaction Conditions
Reference
Nitroarenes
Aitken, K. M.; Aitken, R. A., Science of Synthesis, 2007, 31, 1183-1320

Production Method 9

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Nitric acid
Reference
Mononitration of p-cymene
Kobe, Kenneth A.; Langworthy, Eugene M., Industrial and Engineering Chemistry, 1957, 49, 801-6

Production Method 10

Reaction Conditions
Reference
"Ipso" Aromatic Nitration in the Gas Phase
Attina, M.; Cacace, F.; Ricci, A., Journal of Physical Chemistry, 1996, 100(11), 4424-9

Production Method 11

Reaction Conditions
Reference
Nitration of aromatic hydrocarbons and ipso-nitrosodemetalation of arylmetal compounds in sodium nitrite-trifluoroacetic acid
Uemura, Sakae; Toshimitsu, Akio; Okano, Masaya, Journal of the Chemical Society, 1978, (9), 1076-9

Production Method 12

Reaction Conditions
Reference
New examples in the use of graphite bisulfate and graphite nitrate in organic synthesis
Alazard, J. P.; Kagan, H. B.; Setton, R., Bulletin de la Societe Chimique de France, 1977, 499, 499-504

Production Method 13

Reaction Conditions
Reference
Aromatic substitution. XX. Intact and dealkylating nitration of propylated and butylated alkylbenzenes with nitronium tetrafluoroborate
Olah, George A.; Kuhn, Stephen J., Journal of the American Chemical Society, 1964, (6), 1067-70

Production Method 14

Reaction Conditions
1.1 Reagents: Nitrogen dioxide Solvents: Acetic anhydride
Reference
The nitration of p-cymene with nitrogen dioxide in acetic anhydride
Hartshorn, Michael P.; Robinson, Ward T.; Waller, A. Grant; Wright, Graeme J., Australian Journal of Chemistry, 1989, 42(12), 2143-60

2-Nitro-4-cymene Raw materials

2-Nitro-4-cymene Preparation Products

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