Lot numbers can be found on the outside label of a product:
Methyl 3,4-dihydroxybenzoate
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CAS No. 2150-43-8
- Cat. No. CS-Z0026
- Purity≥98%
- MDL No.MFCD00016437
*For research and further manufacturing use only, not for direct human use.
Structure of 2150-43-8
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General Information
- CAS No. 2150-43-8
- Cat. No. CS-Z0026
- Purity ≥98%
- MDL No. MFCD00016437
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈O₄
- Molecular Weight 168.15
- Synonym(s) Protocatechuic acid methyl ester; Methyl protocatechuate
- SMILES O=C(OC)C1=CC=C(O)C(O)=C1
Description
Methyl 3,4-dihydroxybenzoate features two adjacent hydroxyl groups on the aromatic ring, enhancing solubility and reactivity in synthetic transformations. This ortho-dihydroxy motif enables efficient metal chelation and serves as a key scaffold in bioactive molecule design. The methyl ester group offers stability under standard conditions while permitting selective hydrolysis for downstream derivatization.
Application
Methyl 3,4-dihydroxybenzoate serves as a versatile building block in synthetic organic chemistry, enabling access to bioactive phenolic scaffolds and natural product analogs. Its ortho-dihydroxy functionality facilitates oxidation to quinones, complexation with metals, and derivatization under standard conditions. The methyl ester group provides stability and compatibility with diverse transformations, including hydrogenation, nucleophilic substitution, and coupling reactions. This compound exhibits excellent bench stability and ease of purification, making it well-suited for medicinal chemistry campaigns and process development workflows.
Synthesis
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Route1
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67-56-1 -
99-50-3 - ~99%
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In-stock
2150-43-8
References
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Pandey, Rajesh K.; Jarvis, Gregory G.; Low, Philip S. Tetrahedron Letters, 2012 , vol. 53, # 13 p. 1627 - 1629
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Route2
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99-50-3
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149-73-5
- ~90%
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In-stock
2150-43-8
References
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Fresco, Zachary M.; Suez, Itai; Backer, Scott A.; Frechet, Jean M. J. Journal of the American Chemical Society, 2004 , vol. 126, # 27 p. 8374 - 8375
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Route3
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In-stock
3943-74-6 - ~73%
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In-stock
2150-43-8
References
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Bernini, Roberta; Barontini, Maurizio; Mosesso, Pasquale; Pepe, Gaetano; Willfoer, Stefan M.; Sjoeholm, Rainer E.; Eklund, Patrik C.; Saladino, Raffaele Organic and Biomolecular Chemistry, 2009 , vol. 7, # 11 p. 2367 - 2377
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 66.76
- LogP 0.8844
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 1
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