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CAS 6971-51-3

3-Methoxybenzyl Alcohol TCI M1101

3-Methoxybenzyl Alcohol TCI M1101

Chemical Identity

CAS No.
6971-51-3
PubChem
CID 81437·SID 87573067
Formula
C8H10O2
Molecular weight
138.16 g/mol
Purity
>97.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(3-methoxyphenyl)methanol
SMILES
COC1=CC=CC(=C1)CO
InChIKey
IIGNZLVHOZEOPV-UHFFFAOYSA-N
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TCI M1101 3-Methoxybenzyl Alcohol is a benzylic alcohol bearing a methoxy group at the meta position relative to the hydroxymethyl group on the benzene ring. The compound belongs to the non-heterocyclic building blocks that are most frequently used in organic synthesis laboratories, because it provides a reactive primary hydroxyl group on an aromatic framework that is already substituted. Its role in the laboratory is very broad, ranging from a starting material for the preparation of pharmaceutical intermediates, to a source of benzylic protecting groups, to a comparison reagent in the development of chromatographic analytical methods and in studies of selective oxidation reactions.

The property that makes it so widely chosen is the reactivity of the benzylic hydroxyl group, which is higher than that of ordinary aliphatic alcohols, since the benzylic position is stabilised by the aromatic ring. This alcohol is readily converted into benzyl halides or sulfonate esters that serve as highly reactive electrophiles, oxidised to 3-methoxybenzaldehyde, etherified into benzylic ethers, and esterified with a variety of acids. The methoxy group at the meta position gives a distinctive substitution pattern in the NMR spectrum, which makes reaction monitoring straightforward, and its nature as a clear liquid makes it easy to handle in routine bench work.

In Indonesian laboratories, this building block is typically used in university and institutional organic synthesis groups, in pharmaceutical research and development units preparing intermediates, and in analytical laboratories that need a well-defined aromatic alcohol as a reference material when establishing chromatographic methods. It is also a convenient substrate in teaching and method-development settings where selective oxidation of a benzylic alcohol, or the installation and removal of a benzylic protecting group, needs to be demonstrated and tracked reliably.

  • Pharmaceutical intermediate synthesis: the reactive primary benzylic hydroxyl group on a pre-substituted aromatic ring gives a convenient handle for building more complex drug intermediate structures step by step.
  • Benzylic protecting group chemistry: the alcohol serves as a source of benzylic protecting groups, allowing hydroxyl and other functionalities to be masked during multi-step organic synthesis sequences and later revealed.
  • Selective oxidation studies: the compound is readily oxidised to 3-methoxybenzaldehyde, making it a well-behaved model substrate for investigating the scope and selectivity of oxidation systems.
  • Chromatographic method development: as a defined aromatic alcohol it works as a comparison reagent when analytical methods are being established, optimised and checked for resolution and retention behaviour.
  • Electrophile preparation: conversion into benzyl halides or sulfonate esters produces highly reactive electrophiles for alkylation chemistry, giving synthetic laboratories a direct route from a stable liquid starting material.

Brand TCI
CAS number 6971-51-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the standard TCI catalogue pack sizes; please confirm the packaging option required
Physical form clear liquid
Storage store in a tightly closed container under the conditions recommended on the manufacturer's label and safety data sheet

Store the product in a tightly closed original container, kept upright in a cool, dry and well-ventilated chemical store away from direct sunlight, heat sources and incompatible materials such as strong oxidising agents. Suitable containers are the manufacturer's supplied glass or approved chemically resistant bottles; avoid transferring the material into unlabelled or unsuitable vessels. Handle the liquid inside a fume hood, wearing safety goggles, a laboratory coat and chemically resistant gloves, and avoid contact with skin and eyes as well as inhalation of vapour. Close the container immediately after use to limit exposure to air and moisture, keep an inventory record of opened stock, and always consult the manufacturer's safety data sheet before use and disposal.

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