Lot numbers can be found on the outside label of a product:
Methyl 2-(2-hydroxyphenyl)acetate
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CAS No. 22446-37-3
- Cat. No. CS-W019150
- Purity≥97%
- MDL No.MFCD00090077
*For research and further manufacturing use only, not for direct human use.
Structure of 22446-37-3
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General Information
- CAS No. 22446-37-3
- Cat. No. CS-W019150
- Purity ≥97%
- MDL No. MFCD00090077
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀O₃
- Molecular Weight 166.17
- Synonym(s) methyl (2-hydroxyphenyl)acetate
- SMILES COC(=O)CC1=C(O)C=CC=C1
Description
Methyl 2-(2-hydroxyphenyl)acetate features a phenolic hydroxyl group ortho to a benzyl ester moiety, enabling intramolecular hydrogen bonding that enhances stability and modulates reactivity. This structural motif supports efficient integration into synthetic routes for bioactive heterocycles and functionalized aromatics under standard conditions.
Application
Methyl 2-(2-hydroxyphenyl)acetate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to benzoxazole and benzothiazole scaffolds via cyclization reactions. Its ortho-hydroxyaryl functionality facilitates directed metalation and electrophilic substitution, while the ester group offers compatibility with standard coupling and reduction protocols. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses of bioactive heterocycles and pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
614-75-5 - ~95%
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In-stock
22446-37-3
References
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Warner-Lambert Company Patent: US5922697 A1, 1999 ; US 5922697 A
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Route2
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67-56-1 -
In-stock
553-86-6 - ~98%
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In-stock
22446-37-3
References
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TAKEDA CHEMICAL INDUSTRIES, LTD. Patent: WO2003/99793 A1, 2003 ; Location in patent: Page 247 ;
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Route3
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75-36-5
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In-stock
614-75-5
- ~90%
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In-stock
22446-37-3
References
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Ohira, Susumu; Takaya, Kyouhei; Mitsui, Taichi; Kido, Masahiro; Kakumoto, Kazuyuki; Hayashi, Ken-Ichiro; Kuboki, Atsuhito; Tani, Hiroyuki; Ikeda, Shogo; Iinuma, Munekazu; Akao, Yukihiro; Nozaki, Hiroshi Tetrahedron Letters, 2013 , vol. 54, # 37 p. 5052 - 5055
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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 46.53
- LogP 1.1077
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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