81335-87-7

Basic information

• Product Name: 4-METHYL-2-NITROBENZYLALCOHOL
• Synonyms: 4-METHYL-2-NITROBENZYLALCOHOL;2-AMINO-4-METHYLBENZYL ALCOHOL;(2-Amino-4-methyl-phenyl)-methanol
• CAS NO: 81335-87-7
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 167.16
• Mol File: 81335-87-7.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 4-METHYL-2-NITROBENZYLALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2-NITROBENZYLALCOHOL(81335-87-7)
• EPA Substance Registry System: 4-METHYL-2-NITROBENZYLALCOHOL(81335-87-7)

Safety Data

• Hazardous Substances Data: 81335-87-7(Hazardous Substances Data)

Usage

General Description

4-Methyl-2-nitrobenzylalcohol is a chemical compound that belongs to the family of organic compounds known as nitrophenols. It consists of a nitro group attached to a benzene ring, with a methyl group and a hydroxyl group also present on the benzene ring. 4-METHYL-2-NITROBENZYLALCOHOL is used as a precursor in the synthesis of various pharmaceuticals and organic compounds due to its reactivity and ability to undergo various chemical transformations. It is also used as a building block in the production of fragrances and flavorings. Additionally, 4-Methyl-2-nitrobenzylalcohol has applications in the field of organic chemistry, particularly in the development of new synthetic methods and reactions.

Upstream product

• 2305-36-4 4-methylanthranilic acid 
• 22996-24-3 (4-methyl 2-nitro-phenyl)-methanol 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 

Downstream Products

• 59236-38-3 2-amino-4-methylbenzaldehyde 
• 1564263-97-3 2-(4-bromophenyl)-7-methylquinoline 
• 1620102-86-4 tert-butyl (2-(chloromethyl)-5-methylphenyl)carbamate 

Relevant articles and documents

Access to 5,6-Spirocycles Bearing Three Contiguous Stereocenters via Pd-Catalyzed Stereoselective [4 + 2] Cycloaddition of Azadienes

We present herein a highly diastereo- and enantioselective Pd-catalyzed [4 + 2] cycloaddition of benzofuran-derived azadienes with vinyl benzoxazinanones, which represents a rare highly stereoselective cycloaddition of this class of fused azadienes as a two-atom synthon. The use of a phosphoramidite ligand bearing a chiral secondary amine with a simple biphenyl backbone proved to be the key to construct the novel spirocyclic tetrahydroquinoline scaffold containing three contiguous stereocenters as a single diastereomer in high enantioselectivity.

PRODRUG-TYPE ANTICANCER AGENT USING CANCER-SPECIFIC ENZYMATIC ACTIVITY

To provide novel compounds that are promising as prodrug-type anticancer agents, a compound represented by general formula (I) or a salt thereof is provided.

Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors

The efficient and stereoselective synthesis of polysubstituted butadienes, especially the multifunctional butadienes, represents a great challenge in organic synthesis. Herein, we wish to report a distinctive Pd(0) carbene-initiated decarboxylative olefination approach that enables the direct coupling of diazo esters with vinylethylene carbonates (VECs), vinyl oxazolidinones, or vinyl benzoxazinones to afford alcohol-, amine-, or aniline-containing 1,3-dienes in moderate to high yields and with excellent stereoselectivity. This protocol features operational simplicity, mild reaction conditions, a broad substrate scope, and gram-scalability. Notably, a structurally unique allylic Pd(II) intermediate was isolated and characterized. DFT calculation and control experiments demonstrated that a rare Pd(0) carbene intermediate could be involved in this reaction. Moreover, the polysubstituted butadienes as novel building blocks were unprecedentedly assembled into macrocycles, which efficiently inhibited the P-glycoprotein and dramatically reversed multidrug resistance in cancer cells by 190-fold.