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CAS 612-16-8

2-Methoxybenzyl Alcohol TCI M1017

2-Methoxybenzyl Alcohol TCI M1017

Chemical Identity

CAS No.
612-16-8
PubChem
CID 69154·SID 87572990
Formula
C8H10O2
Molecular weight
138.16 g/mol
Purity
>98.0%(GC)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2-methoxyphenyl)methanol
SMILES
COC1=CC=CC=C1CO
InChIKey
WYLYBQSHRJMURN-UHFFFAOYSA-N
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TCI M1017 2-Methoxybenzyl Alcohol is a benzylic alcohol carrying a methoxy group at the ortho position of the aromatic ring, and it belongs to the family of non-heterocyclic building blocks. The compound combines a readily transformed primary hydroxyl group with an electron-rich aromatic ring, which makes it a flexible intermediate in organic synthesis. In the laboratory, its roles include supplying an ortho-methoxybenzyl fragment to be installed onto target molecules, serving as a starting material for more reactive benzylic aldehydes or halides, and acting as a source of modified benzyl protecting groups in stepwise syntheses that require control over the order of deprotection.

The property that leads chemists to select this compound is the activation of the aromatic ring by the methoxy group, which stabilises positive charge at the benzylic carbon. As a consequence, formation of the benzylic cation becomes easier, and ether derivatives prepared from it can be removed under milder acidic conditions than those required for an ordinary benzyl group. The ortho placement of the methoxy substituent provides a distinctive steric environment and a characteristic spectroscopic signal pattern, so identification of products is relatively straightforward. Its primary hydroxyl group is likewise easily oxidised to the aldehyde, esterified, or otherwise derivatised.

In Indonesian laboratories, materials of this kind are typically used in university and institutional organic synthesis work, in research groups preparing intermediates for further study, and in analytical or method-development settings where a well-defined reference building block is needed. Because the compound serves as an intermediate rather than a finished product, it is normally purchased in modest quantities, stored centrally in the chemical store, and dispensed as required for individual reaction sequences.

  • Introduction of ortho-methoxybenzyl fragments, where the intact aromatic substitution pattern is transferred directly onto a target molecule without additional ring-functionalisation steps being required.
  • Preparation of more reactive benzylic intermediates, since the primary hydroxyl group is readily converted into the corresponding aldehyde or benzylic halide for onward coupling.
  • Protecting-group chemistry in stepwise synthesis, because ethers derived from this alcohol are cleaved under milder acidic conditions than ordinary benzyl ethers allow.
  • Oxidation and esterification studies, as the unhindered primary hydroxyl group offers a clean, predictable handle for standard functional-group transformation exercises and method development.
  • Reference and characterisation work, given that the ortho-methoxy arrangement produces a distinctive spectroscopic signal pattern that makes product identification comparatively straightforward during reaction monitoring.

Brand TCI
CAS number 612-16-8
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the standard TCI catalogue pack sizes; please confirm the required size when ordering
Physical form —
Storage keep in the tightly closed original container, in a cool, dry and well-ventilated place
  • Product code: M1017

Store the material in its original tightly closed container in a cool, dry and well-ventilated area, away from direct sunlight, heat sources, and ignition sources. Keep it separated from strong oxidising agents and strong acids. Chemically resistant glass or the manufacturer's supplied container is suitable; ensure the closure is replaced promptly after each use to limit exposure to air and moisture. Handle in a fume hood using safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid inhalation of vapour and contact with skin and eyes, label all secondary containers clearly, and dispose of residues and contaminated materials in accordance with the applicable institutional chemical waste procedures.

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