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2,4-Dimethyl-6-nitrophenol is a synthetic organic compound that belongs to the phenols and derivatives chemical class. It is characterized by the presence of a phenol core, methyl groups on the second and fourth carbon atoms, and a nitro group on the sixth carbon atom. 2,4-DIMETHYL-6-NITROPHENOL is known for its bright yellow color and high solubility in water. Although its toxicological properties have not been thoroughly investigated, it is important to be cautious with high concentrations or chronic exposure due to potential harmful effects on human health or the environment.

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  • 14452-34-7 Structure
  • Basic information

    1. Product Name: 2,4-DIMETHYL-6-NITROPHENOL
    2. Synonyms: 2,4-dimethyl-6-nitro-pheno;6-NITRO-2,4-XYLENOL;2,4-DIMETHYL-6-NITROPHENOL;2,4-Dimethyl-6-nitropheneol;6-Nitro-2,4-xylenol, 4-Hydroxy-5-nitro-m-xylene;2,4-DiMethyl-6-nitrophenol[2-Nitro-4,6-diMethylphenol];2-Nitro-4,6-dimethylphenol
    3. CAS NO:14452-34-7
    4. Molecular Formula: C8H9NO3
    5. Molecular Weight: 167.16
    6. EINECS: 238-436-0
    7. Product Categories: N/A
    8. Mol File: 14452-34-7.mol
  • Chemical Properties

    1. Melting Point: 71°C
    2. Boiling Point: 260.3 °C at 760 mmHg
    3. Flash Point: 113.2 °C
    4. Appearance: /
    5. Density: 1.263 g/cm3
    6. Vapor Pressure: 0.00762mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. PKA: 7.81±0.38(Predicted)
    11. CAS DataBase Reference: 2,4-DIMETHYL-6-NITROPHENOL(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2,4-DIMETHYL-6-NITROPHENOL(14452-34-7)
    13. EPA Substance Registry System: 2,4-DIMETHYL-6-NITROPHENOL(14452-34-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 36/37/38
    3. Safety Statements: 26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 14452-34-7(Hazardous Substances Data)

14452-34-7 Usage

Uses

Used in Dye and Pigment Production:
2,4-Dimethyl-6-nitrophenol is used as a colorant in the production of various dyes and pigments, particularly for its bright yellow color. Its high solubility in water makes it a suitable choice for creating color in different applications.
Used in Environmental Applications:
2,4-Dimethyl-6-nitrophenol is known to be biodegradable in the environment, which makes it a more sustainable option compared to other non-biodegradable chemicals. This property can be utilized in applications where environmental impact is a concern, such as in the development of eco-friendly products or processes. However, it is essential to consider the potential toxicological effects and ensure that the use of this compound does not pose a risk to human health or the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 14452-34-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,4,5 and 2 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 14452-34:
(7*1)+(6*4)+(5*4)+(4*5)+(3*2)+(2*3)+(1*4)=87
87 % 10 = 7
So 14452-34-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H9NO3/c1-5-3-6(2)8(10)7(4-5)9(11)12/h3-4,10H,1-2H3/p-1

14452-34-7 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (B25205)  2,4-Dimethyl-6-nitrophenol, 98%   

  • 14452-34-7

  • 5g

  • 499.0CNY

  • Detail
  • Alfa Aesar

  • (B25205)  2,4-Dimethyl-6-nitrophenol, 98%   

  • 14452-34-7

  • 25g

  • 1814.0CNY

  • Detail
  • Alfa Aesar

  • (B25205)  2,4-Dimethyl-6-nitrophenol, 98%   

  • 14452-34-7

  • 100g

  • 7103.0CNY

  • Detail

14452-34-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Dimethyl-6-nitrophenol

1.2 Other means of identification

Product number -
Other names 6-Nitro-2,4-xylenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14452-34-7 SDS

14452-34-7Relevant articles and documents

Nitration of phenolic compounds by antimony nitrate

Jirandehi, Hassan Fathinejad,Mirzaeian, Marjan

, p. 284 - 286 (2011)

Antimony nitrate is new compound to be an efficient nitration reagent in the nitration of phenolic compounds with high yields. This producerworks efficiently onmost of the examples, as a grinding nitration reaction, proceed very fast (~1 min) and thermogenic. Copyright Taylor & Francis Group, LLC.

Improved Protocol for Mononitration of Phenols with Bismuth(III) and Iron(III) Nitrates

W?sińska, Ma?gorzata,Korczewska, Anna,Giurg, Miros?aw,Skarzewski, Jacek

supporting information, p. 143 - 150 (2015/10/20)

A simple and efficient multigram procedure was developed for the selective mononitration of various activated phenols. The reaction proceeded smoothly with 0.5 equivalents of Bi(NO3)3 · 5H2O or Fe(NO3)3 · 9H2O in acetone at ambient temperature or at reflux. The desired products were isolated in 62-93% total yield and essentially no overnitrated compounds were detected.

Synthesis of new carbon-11 labeled benzoxazole derivatives for PET imaging of 5-HT3 receptor

Gao, Mingzhang,Wang, Min,Hutchins, Gary D.,Zheng, Qi-Huang

, p. 1570 - 1574 (2008/09/21)

5-HT3 receptor is an attractive target for the development of therapeutic agents for use in brain, heart and cancer diseases, and imaging agents for use in biomedical imaging technique PET. Benzoxazole derivatives are a novel class of 5-HT3 receptor partial agonists with high binding affinity. Carbon-11 labeled benzoxazole derivatives have been synthesized as new potential PET radioligands for imaging 5-HT3 receptor. The target tracers were prepared by N-[11C]methylation of their corresponding precursors using [11C]CH3OTf and isolated by HPLC purification procedure in 40-50% radiochemical yields, which were decay corrected to the end of bombardment (EOB), based on [11C]CO2. The overall synthesis time was 20-25 min from EOB. The radiochemical purity was >99%, and specific activity was in a range of 74-111 GBq/μmol at the end of synthesis (EOS).

Photochemical nitration by tetranitromethane. Part XXXVII. Adduct formation and the regiochemistry of attack of trinitromethanide ion on radical cations in the photochemical reactions of 2-methyl-, 2,3-dimethyl- and 2,4-Dimethylanisoles

Butts, Craig P.,Eberson, Lennart,Hartshorn, Michael P.,Robinson, Ward T.,Timmerman-Vaughan, David J.

, p. 73 - 87 (2007/10/03)

The photolysis of the charge transfer (CT) complex of tetranitromethane and 2-methylanisole 2 in dichloromethane at 20 °C gives the epimeric 1-methoxy-6-methyl-6-nitro-3-trinitromethylcyclohexa-1,4-dienes 8 and 9 in addition to 2-methyl-4-trinitromethylanisole (3) and 2-methyl-4-nitroanisole (4). In acetonitrile the yields of compound 4 and adducts 8 and 9 are significantly higher. Similar reaction of 2,3-dimethylanisole (6) in dichloromethane gave nitro-trinitromethyl adducts 10 and 11, hydroxy-trinitromethyl adducts 12 and 13, 2,3-dimethyl-5-trinitromethylanisole (14), 4-methoxy-2,3-dimethylbenzonitrile N-oxide (15), 2,3-dimethyl-4-trinitromethylanisole (16), 2,3-dimethyl-4-nitroanisole (17), 2,3-dimethyl-4,6-dinitrophenol (18), 3-methoxy-4,5-dimethyl-benzoic acid (19) and the hydroxy dinitro compound (20). The photolysis of the CT complex of 2,4-dimethylanisole (7) with tetranitromethane in dichloromethane gave the epimeric 1-methoxy-4,6-dimethyl-6-nitro-3-trinitromethylcyclohexa-1,4-dienes 21 and 22, together with 4,6-dimethyl-3-trinitromethylanisole (23), 4,6-dimethyl-2-nitrophenol (24), 4,6-dimethyl-2-trinitromethylanisole (25), 4,6-dimethyl-3-nitroanisole (26), 4,6-dimethyl-2-nitroanisole (27) and 4,6-dimethyl-4-nitrocyclohexa-2,5-dienone (28). The modes of formation of the above products are discussed, including the effects of the reaction solvent on those processes. The X-ray crystal structure of 1-methoxy-2-methyl-c-6-nitro-r-3-trinitromethylcyclohexa-1,4-diene (9) is reported. Acta Chemica Scandinavica 1997.

15N Nuclear Polarisation in Nitration and Related Reactions. Part 7. The Mechanisms of Rearrangement of 4-Methyl-4-nitrocyclohexa-2,5-dienones

Ridd, John H.,Trevellick, Susan,Sandall, John P. B.

, p. 1535 - 1540 (2007/10/02)

The rearrangement of 4-methyl-4-nitrocyclohexa-2,5-dienone to 4-methyl-2-nitrophenol has been studied in acetic anhydride at 22-37.5 deg C in the presence of varying concentrations of sulfuric acid.Similar studies have been carried out on the 15N labelled compound and on the effects of some substituents (2-Me, 3-Me, 2-NO2).During reaction, the thermal rearrangement of the labelled compound gives very strongly enhanced 15N NMR absorption signals (enhancement coefficient ca. 1000) for both the substrate and the product.For acid catalysed reaction, the enhancement coefficient of the signals is less (ca. 130) but still sufficient to indicate a homolytic reaction path.This interpretation is shown to be consistent with the properties of the radicals involved and with the substituent effects observed.

Tobacco smoke chemistry. 2. Alkyl and alkenyl substituted guaiacols found in cigarette smoke condensate.

Arnarp,Bielawski,Dahlin,Dahlman,Enzell,Pettersson

, p. 44 - 50 (2007/10/02)

A series of alkyl and alkenyl substituted guaiacols, which comprise a group of biologically and organoleptically active compounds, have been synthesized. Mass spectra and GC retention times for these have been recorded and compared with those obtained for constituents of a weakly acidic fraction of smoke condensate derived from American blend type cigarettes. On the basis of these results, 25 guaiacols have been identified, 18 of which have not been detected in tobacco smoke condensate previously.

FORMATION OF DIENONES ON THE REACTION OF CRESOLS, XYLENOLS, AND 2-NAPHTHOL WITH NITROGEN DIOXIDE: OBSERVATION OF KETO TAUTOMERS OF NITROPHENOLS

Fischer, Alfred,Mathivanan, N.

, p. 1869 - 1872 (2007/10/02)

Reaction of o- and p-cresol, the xylenols, and 2-naphthol with nitrogen dioxide gives nitrocyclohexadienones and nitrophenols.Secondary nitrodienones, the keto tautomers of the nitrophenols, have been observed in several cases and are intermediates in the formation of the nitrophenols.

ipso Nitration. XXIV. Nitration of 2-methylphenols. Formation and rearrangement of 6-methyl-6-nitrocyclohexa-2,4-dienones

Cross, Gordon G.,Fischer, Alfred,Henderson, George N.,Smyth, Trevor A.

, p. 1446 - 1451 (2007/10/02)

Nitration of o-cresol and some mono-, di-, and trimethyl derivatives in acetic anhydride at -60 deg C gives 6-methyl-6-nitrocyclohexa-2,4-dienones.The dienones are more labile than the isomeric 4-methyl-4-nitrocyclohexa-2,5-dienones and, if the 2-position of the dienone is not blocked, undergo regiospecific rearrangement to 6-nitro-o-cresols. 2,3,6-Trimethyl- and 2,3,5,6-tetramethylphenol also give a 2,5-dienone with nitro attached to a secondary carbon.

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