Molecular structure of 4-Methoxybenzyl chloride, CAS Number: 824-94-2
4-Methoxybenzyl chloride (CAS 824-94-2)
Alternate Names:
4-(Chloromethyl)anisole
Application:
4-Methoxybenzyl chloride is a Suzuki cross-coupling reagent
CAS Number:
824-94-2
Purity:
≥97%
Molecular Weight:
156.61
Molecular Formula:
C8H9ClO
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-Methoxybenzyl chloride, used in a synthesis of diarymethanes via Suzuki cross-coupling with postassium aryltrifluoroborates. O/N protecting group reagent which can be mildly oxidatively cleaved, e.g., with ceric ammonium nitrate. 4-Methoxybenzyl chloride is also used in chemical syntheses for its ability to undergo cationic polymerization and asymmetric synthesis. 4-Methoxybenzyl Chloride is used as a reagent in the preparation of pyridone-conjugated monobactam antibiotics with gram-negative activity from Pseudomonas aeruginosa and Escherichia coli.
4-Methoxybenzyl chloride (CAS 824-94-2) References
- Reactions of Charged Substrates. 8. The Nucleophilic Substitution Reactions of (4-Methoxybenzyl)dimethylsulfonium Chloride. | Buckley, N. and Oppenheimer, NJ. 1997. J Org Chem. 62: 540-551. PMID: 11671447
- Oxygen transfer reactions. 4. Reaction of high valent oxoruthenium compounds with sulfides. | Lai, S., et al. 2002. Inorg Chem. 41: 1954-7. PMID: 11925193
- Hydrogen bonding and catalysis of solvolysis of 4-methoxybenzyl fluoride. | Toteva, MM. and Richard, JP. 2002. J Am Chem Soc. 124: 9798-805. PMID: 12175239
- Design, synthesis, and biological testing of thiosalicylamides as a novel class of calcium channel blockers. | Mehanna, AS. and Kim, JY. 2005. Bioorg Med Chem. 13: 4323-31. PMID: 15927838
- Antibacterial activity of tetraaryl-porphyrin photosensitizers: an in vitro study on Gram negative and Gram positive bacteria. | Banfi, S., et al. 2006. J Photochem Photobiol B. 85: 28-38. PMID: 16737820
- Synthesis of tritium-labelled isopenicillin N, penicillin N and 6-aminopenicillanic acid. | Usher, JJ., et al. 1975. Biochem J. 151: 729-39. PMID: 175787
- A facile synthesis of substituted benzyl selenocyanates. | Jacob, LA., et al. 2004. Molecules. 9: 622-6. PMID: 18007463
- Efficient preparation and processing of the 4-methoxybenzyl (PMB) group for phenolic protection using ultrasound. | Luzzio, FA. and Chen, J. 2008. J Org Chem. 73: 5621-4. PMID: 18549286
- Concurrent stepwise and concerted substitution reactions of 4-methoxybenzyl derivatives and the lifetime of the 4-methoxybenzyl carbocation. | Amyes, TL. and Richard, JP. 1990. J Am Chem Soc. 112: 9507-12. PMID: 24074455
- Simultaneous solvent screening and reaction optimization in microliter slugs. | Reizman, BJ. and Jensen, KF. 2015. Chem Commun (Camb). 51: 13290-3. PMID: 26201048
- Preparation and Applications of 4-Methoxybenzyl Esters in Organic Synthesis. | Howard, KT. and Chisholm, JD. 2016. Org Prep Proced Int. 48: 1-36. PMID: 27546912
- Chloroperoxidase-catalyzed benzylic hydroxylation. | Miller, VP., et al. 1995. Arch Biochem Biophys. 319: 333-40. PMID: 7786013
- Synthesis of alpha-D-galactopyranosyl-linked oligosaccharides containing the alpha-Gal-->beta-Gal-->GlcNAc sequence employing methyl-2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-beta-D-galactopyranosid e as an efficient glycosyl donor. | Reddy, GV., et al. 1994. Carbohydr Res. 263: 67-77. PMID: 7982231
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-Methoxybenzyl chloride, 5 g | sc-252172 | 5 g | $55.00 | |||
4-Methoxybenzyl chloride, 25 g | sc-252172A | 25 g | $150.00 | |||
4-Methoxybenzyl chloride, 100 g | sc-252172B | 100 g | $434.00 |