92892-04-1

Basic information

• Product Name: 2,3,5-TRIMETHYL-4-NITROPHENOL
• Synonyms: 2,3,5-TRIMETHYL-4-NITROPHENOL;4-Nitro-2,3,5-triMethylphenol
• CAS NO: 92892-04-1
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.19
• Mol File: 92892-04-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3,5-TRIMETHYL-4-NITROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-TRIMETHYL-4-NITROPHENOL(92892-04-1)
• EPA Substance Registry System: 2,3,5-TRIMETHYL-4-NITROPHENOL(92892-04-1)

Safety Data

• Hazardous Substances Data: 92892-04-1(Hazardous Substances Data)

Usage

Uses

Used in Dye Industry:
2,3,5-Trimethyl-4-nitrophenol is used as an intermediate in the production of various dyes, contributing to the synthesis of a wide range of colorants for different applications.
Used in Pharmaceutical Industry:
TPNP is used as an intermediate in the synthesis of pharmaceuticals, aiding in the development of various medications for diverse therapeutic purposes.
Used in Pesticide Industry:
2,3,5-Trimethyl-4-nitrophenol is used as an intermediate in the production of pesticides, playing a role in the creation of agrochemicals designed to protect crops and control pests.

Upstream product

• 122567-24-2 2,3,5-trimethyl-4-nitro-anisole 
• 697-82-5 2,3,5-trimethylphenol 

Downstream Products

• 3398-70-7 (2RS)-6-Amino-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman 
• 10486-46-1 2,3,5-Trimethyl-4-aminophenol 

Relevant articles and documents

Competitive Pseudopericyclic [3,3]- and [3,5]-Sigmatropic Rearrangements of Trichloroacetimidates

The Woodward-Hoffmann rules predict whether concerted pericyclic reactions are allowed or forbidden based on the number of electrons involved and whether the cyclic orbital overlap involves suprafacial or antarafacial orbital overlap. Pseudopericyclic reactions constitute a third class of reactions in which orthogonal orbitals make them orbital symmetry allowed, regardless of the number of electrons involved in the reaction. Based on the recent report of eight-centered ester rearrangements, it is predicted that the isoelectronic eight-centered rearrangements of imidates would also be allowed. We now report that these rearrangements occur, and indeed, an eight-centered rearrangement is slightly favored in at least one case over the well-known six-centered Overman rearrangements, in a trichloroacetimidoylcyclohexadienone, a molecular system where both rearrangements are possible.

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.