71608-10-1

Basic information

• Product Name: 3,6-Dimethyl-2-nitrophenol
• Synonyms: 3,6-Dimethyl-2-nitrophenol;2,5-Dimethyl-6-nitrophenol
• CAS NO: 71608-10-1
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.163
• Mol File: 71608-10-1.mol

Chemical Properties

• Melting Point: 34.5°C
• Boiling Point: 285.73°C (rough estimate)
• Flash Point: 107.3 °C
• Appearance: /
• Density: 1.1820 (estimate)
• Vapor Pressure: 0.0148mmHg at 25°C
• Refractive Index: 1.5774 (estimate)
• PKA: 7.34±0.31(Predicted)
• CAS DataBase Reference: 3,6-Dimethyl-2-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dimethyl-2-nitrophenol(71608-10-1)
• EPA Substance Registry System: 3,6-Dimethyl-2-nitrophenol(71608-10-1)

Safety Data

• Hazardous Substances Data: 71608-10-1(Hazardous Substances Data)

Usage

Uses

Used in Dye and Pigment Production:
3,6-Dimethyl-2-nitrophenol is utilized as a key intermediate in the synthesis of dyes and pigments, contributing to the coloration and stability of various products in the chemical industry. Its chemical structure allows for the creation of a wide range of colorants used in different applications, including textiles, plastics, and printing inks.
Used in Chemical Research:
In the field of chemical research, 3,6-Dimethyl-2-nitrophenol serves as a model compound for studying the properties and reactions of nitrophenols. It is used to investigate the effects of substituents on the reactivity and stability of phenolic compounds, as well as to explore the potential applications of these compounds in various chemical processes.
Used in Environmental Monitoring:
Given its potential as an environmental contaminant, 3,6-Dimethyl-2-nitrophenol is also used in environmental monitoring programs to assess the presence and levels of 3,6-Dimethyl-2-nitrophenol in various ecosystems. This helps in understanding its distribution, fate, and potential risks associated with its exposure to humans and wildlife, thereby informing strategies for its safe handling and disposal.

InChI:InChI=1/C8H9NO3/c1-5-3-4-6(2)8(10)7(5)9(11)12/h3-4,10H,1-2H3

Upstream product

• 95-87-4 2,5-Dimethylphenol 
• 77815-16-8 3,6-dimethyl-6-nitrocyclohexa-2,4-dienone 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 

Downstream Products

• 52415-06-2 3-Nitro-2-methoxy-1,4-dimethyl-benzol 
• 17672-23-0 3,6-dimethyl-2-aminophenol 
• 855942-54-0 acetic acid-(3-chloro-6-hydroxy-2,5-dimethyl-anilide) 
• 859782-86-8 2-amino-4-chloro-3,6-dimethyl-phenol 

Relevant articles and documents

Nitration of substituted phenols by different efficient heterogeneous systems

Nitration of substituted phenols were carried out by the mixture of sodium nitrite and wet SiO2 (50% w/w) in the presence of four different efficient heterogeneous systems: 1) oxalic acid dihydrate (I), 2) sodium hydrogen sulphate (II), 3) aluminum hydrogen sulphate (III) and 4) silica sulphuric acid (IV) in CH2Cl2 at room temperature and high yields. Optimum conditions for theses systems and the regioselectivities of the reactions are reported.

Alkyl-substituted benzoxazinorifamycin derivative, process for preparing the same and antibacterial agent containing the same

A novel rifamycin derivative having the formula (I): STR1 wherein X1 is an alkyl group with 1 to 6 carbon atoms or a cycloalkyl group with 3 to 8 carbon atoms; X2 is a hydrogen atom or an alkyl group with 1 to 4 carbon atoms; R1 is hydrogen atom or acetyl group; A is a group represented by the formula: STR2 wherein R2 is an alkyl group with 1 to 4 carbon atoms or an alkoxyalkyl group with 2 to 6 carbon atoms and R3 is an alkyl group with 1 to 6 carbon atoms or an alkoxyalkyl group with 2 to 6 carbon atoms, or a group represented by the formula STR3 wherein STR4 is a 3 to 9 membered cyclic amino group with 2 to 8 carbon atoms, R4 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, or salts thereof, a process for preparing the same and antibacterial agents containing the same as an effective ingredient. The rifamycin derivative of the present invention having the formula (I) shows a strong antibacterial activity against the Gram-positive bacteria and the acid-fast bacteria.

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

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

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.

IPSO NITRATION: NITRATION OF 2-ALKYLPHENOLS IN ACETIC ANHYDRIDE. FORMATION OF 6-ALKYL-6-NITROCYCLOHEXA-2,4-DIENONES

Low temperature nitration of 2-alkylphenols in acetic anhydride gives 6-alkyl-6-nitrocyclohexa-2,4-dienones.The dienones undergo a regiospecific rearrangement to give o-nitrophenols