(3-Iodo-2-methylphenyl)methanol: Properties & Lab Use FAQ
(3-Iodo-2-methylphenyl)methanol: Properties & Lab Use FAQ
(3-Iodo-2-methylphenyl)methanol is a halogenated arene building block featuring both a reactive aryl iodide and a versatile primary benzylic alcohol, making it a valuable intermediate for transition-metal-catalyzed cross-coupling reactions and targeted organic synthesis.
- Chemical Name
- (3-Iodo-2-methylphenyl)methanol
- SKU / Catalog Number
- M728201
- Molecular Formula
- C₈H₉IO
- Molecular Weight
- 248.06 g/mol
- Key Functional Groups
- Aryl iodide (C–I) and primary benzylic alcohol (–CH₂OH)
- Primary Application
- Synthetic building block for cross-coupling and functionalization reactions
- Supplier
- Aladdin Scientific
What Is (3-Iodo-2-methylphenyl)methanol?
(3-Iodo-2-methylphenyl)methanol is an organoiodine compound belonging to the class of halogenated benzyl alcohols. Its molecular formula is C₈H₉IO, giving a molecular weight of approximately 248.06 g/mol. The molecule carries an iodine substituent at the 3-position of the aromatic ring and a methyl group at the 2-position, with a primary hydroxymethyl (–CH₂OH) group at the 1-position.
The coexistence of two distinct reactive handles — the aryl C–I bond and the benzylic alcohol — makes this compound particularly attractive as a bifunctional intermediate in multi-step synthesis. The aryl iodide moiety participates readily in palladium- and copper-catalyzed coupling reactions, while the hydroxymethyl group can be oxidized, esterified, etherified, or converted to a leaving group to enable further elaboration of the carbon skeleton.
Handling, Storage, and Safety Considerations
As with most aryl iodide reagents, (3-Iodo-2-methylphenyl)methanol should be handled with standard laboratory precautions. Users are advised to work in a well-ventilated fume hood, wear appropriate personal protective equipment including nitrile gloves, safety glasses, and a lab coat, and avoid inhalation of dust or vapors.
The compound should be stored in a cool, dry place away from light, heat, and oxidizing agents to prevent decomposition of the C–I bond and oxidation of the benzylic alcohol. Amber glass vials or sealed containers under an inert atmosphere (nitrogen or argon) are recommended for long-term storage. Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for full hazard classification and first-aid measures before use.
Common Synthetic Applications in Research
(3-Iodo-2-methylphenyl)methanol serves as a versatile starting material or intermediate in a variety of synthetic contexts. The aryl iodide functionality is well-suited for transition-metal-catalyzed transformations, including Suzuki–Miyaura cross-coupling (with boronic acids), Sonogashira coupling (with terminal alkynes), Buchwald–Hartwig amination, and Negishi or Kumada couplings, enabling the introduction of diverse carbon or heteroatom substituents onto the aromatic ring.
The benzylic alcohol group provides additional handles for downstream chemistry: it can be protected as an ether, converted to the corresponding aldehyde via oxidation, transformed into a benzyl halide for alkylation reactions, or used directly in Mitsunobu-type reactions. The ortho-methyl group also introduces a degree of steric bias that can be exploited in diastereoselective or regioselective transformations. These properties collectively make SKU M728201 a useful scaffold in medicinal chemistry, agrochemical research, and materials science applications.
Purity, Specification, and Quality Assurance
Aladdin Scientific supplies (3-Iodo-2-methylphenyl)methanol (SKU M728201) as a research-grade reagent. Researchers requiring precise purity data, including results from techniques such as HPLC, GC, or NMR analysis, should refer to the certificate of analysis (CoA) available for each production lot on the Aladdin Scientific website or upon request from technical support.
When evaluating purity for sensitive applications — such as catalytic coupling reactions where trace metal contaminants or residual solvents may influence yields — it is advisable to request the most current CoA and, where necessary, perform in-house quality verification. Procurement teams should confirm available pack sizes, current pricing, and lead times directly through the Aladdin Scientific ordering portal or by contacting customer service.
Ordering (3-Iodo-2-methylphenyl)methanol from Aladdin Scientific
(3-Iodo-2-methylphenyl)methanol is available through Aladdin Scientific under catalog number M728201. To place an order, visit the Aladdin Scientific website, search by product name or SKU, and add the desired quantity to your cart. Institutional purchase orders, online payment, and other procurement options may be available depending on your region.
For bulk quantities, custom packaging, or specific purity requirements beyond standard stock specifications, contact the Aladdin Scientific sales or technical support team directly. Researchers can also inquire about reward points, promotional pricing, and available discount programs through the Aladdin account portal. All orders are subject to Aladdin Scientific's standard shipping, returns, and payment policies.
Frequently asked questions
What is the molecular formula and molecular weight of (3-Iodo-2-methylphenyl)methanol?
The molecular formula of (3-Iodo-2-methylphenyl)methanol is C₈H₉IO, corresponding to a molecular weight of approximately 248.06 g/mol. This accounts for the aromatic ring, the methyl substituent, the iodo substituent, and the hydroxymethyl group.
How should (3-Iodo-2-methylphenyl)methanol be stored to maintain stability?
This compound should be stored in a cool, dry, and dark environment, away from heat sources and oxidizing agents. For best results, keep it in a sealed amber glass vial under an inert atmosphere such as nitrogen or argon. Always consult the current SDS from Aladdin Scientific for specific storage temperature recommendations.
What types of chemical reactions is (3-Iodo-2-methylphenyl)methanol suitable for?
This compound is well-suited for transition-metal-catalyzed cross-coupling reactions at the aryl iodide position, including Suzuki–Miyaura, Sonogashira, Buchwald–Hartwig, Negishi, and Kumada couplings. The benzylic alcohol group can additionally be functionalized via oxidation, esterification, etherification, halogenation, or Mitsunobu-type reactions, making it a bifunctional building block for complex molecule synthesis.
Where can I find the certificate of analysis (CoA) for SKU M728201?
The certificate of analysis for each production lot of (3-Iodo-2-methylphenyl)methanol (M728201) is available on the Aladdin Scientific product page. You can search by lot number or SKU on the website, or contact Aladdin Scientific technical support to request the CoA directly.
Is (3-Iodo-2-methylphenyl)methanol available in bulk quantities?
For bulk quantities or custom packaging requirements beyond standard stock options, researchers and procurement teams should contact the Aladdin Scientific sales team directly. Availability and lead times for non-standard quantities can be confirmed through the Aladdin Scientific ordering portal or customer service channels.
References
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 4th ed.; Wiley: New York, 1992. (General reference for aryl halide reactivity and benzyl alcohol chemistry.)
- Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chem. Rev. 1995, 95, 2457–2483. doi:10.1021/cr00039a007
- Sonogashira, K. Development of Pd–Cu catalyzed cross-coupling of terminal acetylenes with sp2-carbon halides. J. Organomet. Chem. 2002, 653, 46–49. doi:10.1016/S0022-328X(02)01158-0
- Aladdin Scientific Product Page: (3-Iodo-2-methylphenyl)methanol, SKU M728201. https://www.aladdin-e.com
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证（带存储）