Lot numbers can be found on the outside label of a product:
(1R,2R)-Cyclohexane-1,2-diyldimethanol
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CAS No. 65376-05-8
- Cat. No. CS-0028229
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 65376-05-8
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General Information
- CAS No. 65376-05-8
- Cat. No. CS-0028229
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₆O₂
- Molecular Weight 144.21
- Synonym(s) (1R,2R)-1,2-Cyclohexanedimethanol
- SMILES OC[C@H]1[C@@H](CCCC1)CO
Description
(1R,2R)-Cyclohexane-1,2-diyldimethanol is a stereochemically defined diol featuring two hydroxyl groups on adjacent carbons of a cyclohexane ring with trans-configuration. This rigid, bench-stable scaffold offers predictable stereochemical control in asymmetric synthesis and serves as a key chiral building block for ligands, catalysts, and functional materials requiring defined spatial orientation.
Application
(1R,2R)-Cyclohexane-1,2-diyldimethanol serves as a chiral synthon for the construction of bioactive heterocycles and natural product scaffolds. Its rigid trans-diol framework enables stereoselective functionalization and orthogonal protection strategies. The molecule exhibits excellent bench stability, facilitates efficient purification via chromatography or crystallization, and functions reliably in coupling reactions with diverse electrophiles, making it a practical building block for medicinal chemistry campaigns.
Synthesis
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Route1
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In-stock
140459-96-7 - ~72%
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In-stock
65376-05-8
References
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RANBAXY LABORATORIES LIMITED; JAYACHANDRA, Suresh, Babu; GAHLOT, Udaibhan, Singh; SINGH, Tarun, Kumar; KHANDURI, Chandra, Has Patent: WO2012/131606 A1, 2012 ; Location in patent: Page/Page column 13 ;
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Route2
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In-stock
46022-05-3 - ~%
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In-stock
65376-05-8
References
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Tetrahedron, , vol. 21, p. 1701 - 1709
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Route3
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65376-04-7 - ~80%
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In-stock
65376-05-8
References
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Jakovac, Ignac J.; Goodbrand, H. Bruce; Lok, Kar P.; Jones, J. Bryan Journal of the American Chemical Society, 1982 , vol. 104, # 17 p. 4659 - 4665
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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 40.46
- LogP 0.7774
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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