Lot numbers can be found on the outside label of a product:
1,2-Cyclohexanedimethanol, 1,2-dimethanesulfonate, (1R,2R)-
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CAS No. 186204-35-3
- Cat. No. CS-0031399
- Purity≥97%
- MDL No.MFCD12923309
*For research and further manufacturing use only, not for direct human use.
Structure of 186204-35-3
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General Information
- CAS No. 186204-35-3
- Cat. No. CS-0031399
- Purity ≥97%
- MDL No. MFCD12923309
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₂₀O₆S₂
- Molecular Weight 300.39
- Synonym(s) 1,2-Cyclohexanedimethanol, 1,2-dimethanesulfonate, (1R,2R)-
- SMILES O=S(OC[C@H]1[C@@H](CCCC1)COS(=O)(C)=O)(C)=O
Description
This cyclohexane derivative features two methanesulphonyloxymethyl groups in a trans-1,2 configuration, offering enhanced stability and selective reactivity. The sulfonyloxy moieties serve as efficient leaving groups in nucleophilic substitution reactions, enabling controlled functionalization under mild conditions. Ideal for constructing complex molecular architectures in synthetic organic chemistry workflows.
Application
(R,R)-1,2-Bis(methanesulphonyloxymethyl)cyclohexane serves as a stereochemically defined difunctional electrophile, enabling efficient construction of cyclohexane-based scaffolds through sequential substitution reactions. Its methanesulfonyl groups facilitate clean displacement under mild conditions, offering high regio- and stereoselectivity in C–C bond formation. The compound exhibits excellent bench stability and compatibility with diverse nucleophiles, making it a practical tool for the synthesis of complex cyclic architectures in medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
65376-05-8 -
124-63-0 - ~88%
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In-stock
186204-35-3
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 14 ;
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Route2
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In-stock
46022-05-3 - ~%
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In-stock
186204-35-3
References
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WO2012/131606 A1, ;
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Route3
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2305-32-0 - ~%
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In-stock
186204-35-3
References
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WO2012/131606 A1, ;
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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 86.74
- LogP 0.7452
- H_Acceptors 6
- H_Donors 0
- Rotatable_Bonds 6
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Key Words
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