Lot numbers can be found on the outside label of a product:
(2,2-Dimethyl-1,3-dioxan-5-yl)methanol
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CAS No. 4728-12-5
- Cat. No. CS-W004995
- Purity≥97%
- MDL No.MFCD04119722
*For research and further manufacturing use only, not for direct human use.
Structure of 4728-12-5
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General Information
- CAS No. 4728-12-5
- Cat. No. CS-W004995
- Purity ≥97%
- MDL No. MFCD04119722
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₄O₃
- Molecular Weight 146.18
- Synonym(s) m-Dioxane-5-methanol, 2,2-dimethyl-
- SMILES OCC1COC(C)(C)OC1
Description
This bench-stable, moisture-tolerant acetal alcohol features a rigid five-membered dioxane ring that enhances solubility in polar aprotic solvents. The primary hydroxyl group enables straightforward derivatization, while the gem-dimethyl substitution prevents undesired ring-opening under standard conditions. Ideal for protecting group strategies and synthetic intermediates requiring stability during multi-step transformations.
Application
(2,2-Dimethyl-1,3-dioxan-5-yl)methanol serves as a stable, bench-friendly synthon for the introduction of protected diol motifs in complex molecule synthesis. Its rigid dioxane ring imparts enhanced stability and predictable stereochemistry, while the primary alcohol functionality enables straightforward derivatization via esterification, etherification, or coupling reactions. The geminal dimethyl groups provide steric shielding, minimizing side reactions and facilitating purification. This compound functions effectively in multistep sequences involving protecting group strategies, heterocyclic construction, and late-stage functionalization.
Synthesis
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Route1
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In-stock
82962-54-7 - ~97%
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In-stock
4728-12-5
References
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Dubois, Joelle; Foures, Christine; Bory, Sonia; Falcou, Serge; Gaudry, Michel; Marquet, Andree Tetrahedron, 1991 , vol. 47, # 6 p. 1001 - 1012
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Route2
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In-stock
4704-94-3 -
77-76-9 - ~99%
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In-stock
4728-12-5
References
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Xu, Bin; Stephens, Andrew; Kirschenheuter, Gary; Greslin, Arthur F.; Cheng, Xiaoquin; Sennelo, Joe; Cattaneo, Marco; Zighetti, Maddalena L.; Chen, Aishe; Kim, Soon-Ai; Kim, Hak Sung; Bischofberger, Norbert; Cook, Gary; Jacobson, Kenneth A. Journal of Medicinal Chemistry, 2002 , vol. 45, # 26 p. 5694 - 5709
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Route3
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In-stock
4704-94-3
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67-64-1
- ~86%
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In-stock
4728-12-5
References
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Eisai RandD Management Co., Ltd. Patent: EP2065379 A1, 2009 ; Location in patent: Page/Page column 18-19 ;
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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 38.69
- LogP 0.3778
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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