Lot numbers can be found on the outside label of a product:
Methyl 3-hydroxy-2-methylbenzoate
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CAS No. 55289-05-9
- Cat. No. CS-0029811
- Purity≥98%
- MDL No.MFCD09038292
*For research and further manufacturing use only, not for direct human use.
Structure of 55289-05-9
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General Information
- CAS No. 55289-05-9
- Cat. No. CS-0029811
- Purity ≥98%
- MDL No. MFCD09038292
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀O₃
- Molecular Weight None
- Synonym(s) 3-Hydroxy-2-methylbenzoic acid methyl ester; Methyl 2-methyl-3-hydroxybenzoate; Benzoic acid, 3-hydroxy-2-methyl-, methyl ester
- SMILES O=C(OC)C1=CC=CC(O)=C1C
Description
Methyl 3-hydroxy-2-methylbenzoate features a hydroxyl group ortho to the ester and a methyl substituent at the adjacent position, creating a sterically constrained, electron-rich aromatic system. This structural motif enables direct incorporation into complex natural product scaffolds and facilitates regioselective derivatization under mild conditions.
Application
Methyl 3-hydroxy-2-methylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzene derivatives through standard functional group manipulations. The ortho-methyl and meta-hydroxyl groups provide complementary reactivity for selective derivatization, while the ester functionality facilitates transformations such as hydrolysis, reduction, or coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of pharmaceutical intermediates and agrochemical scaffolds.
Synthesis
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Route1
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In-stock
603-80-5 - ~97%
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In-stock
55289-05-9
References
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Yamabe, Haruko; Okuyama, Masahiro; Nakao, Akira; Ooizumi, Mitsuru; Saito, Ken-ichi Patent: US2003/212094 A1, 2003 ;
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Route2
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67-56-1 -
In-stock
603-80-5
- ~99%
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In-stock
55289-05-9
References
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Peixoto, Christophe; Laurin, Patrick; Klich, Michel; Dupuis-Hamelin, Claudine; Mauvais, Pascale; Lassaigne, Patrice; Bonnefoy, Alain; Musicki, Branislav Tetrahedron Letters, 2000 , vol. 41, # 11 p. 1741 - 1745
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Route3
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In-stock
603-80-5
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75-36-5
- ~88%
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In-stock
55289-05-9
References
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NOVO NORDISK A/S; Ontogen Corporation Patent: EP1214324 B1, 2006 ; Location in patent: Page/Page column 59-60 ;
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 1.48722
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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