1,2-Cyclohexanedimethanol, 1,2-dimethanesulfonate, (1R,2R)-

CAS No. 186204-35-3
Cat. No. CS-0031399
Purity≥97%
MDL No.MFCD12923309

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1,2-Cyclohexanedimethanol, 1,2-dimethanesulfonate, (1R,2R)-|CS-0031399

Structure of 186204-35-3

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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.

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

Computational Chemistry Data

TPSA 86.74
LogP 0.7452
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 6

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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1,2-Cyclohexanedimethanol, 1,2-dimethanesulfonate, (1R,2R)-

CAS No. 186204-35-3

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