Cis-cyclooctane-1,2-diol

Name: Cis-cyclooctane-1,2-diol
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CAS No. 27607-33-6
Cat. No. CS-0160249
Purity≥98%
MDL No.MFCD00134226

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FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 27607-33-6
Cat. No. CS-0160249
Purity ≥98%
MDL No. MFCD00134226
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₆O₂
Molecular Weight 144.21
Synonym(s) cis-1,2-Cyclooctanediol
SMILES O[C@H]1[C@@H](O)CCCCCC1

Description

Cis-cyclooctane-1,2-diol features a rigid, strained cyclooctane backbone with adjacent hydroxyl groups in a cis configuration. This stereochemistry enhances its solubility in polar solvents and facilitates selective transformations in synthetic applications. The molecule exhibits enhanced reactivity at the diol site due to geometric constraints, enabling efficient use in chiral auxiliary design and metal-catalyzed coupling processes.

Application

Cis-cyclooctane-1,2-diol serves as a valuable synthon in stereoselective synthesis, enabling controlled dihydroxylation pathways and facilitating the construction of complex cyclic architectures. Its cis configuration provides predictable stereochemical outcomes in ring-functionalization reactions, while its bench-stable nature supports straightforward handling and purification. The molecule functions effectively in oxidation-sensitive transformations and serves as a key intermediate for accessing bioactive heterocyclic scaffolds through selective deprotection or cyclization protocols.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H303-H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 40.46
LogP 1.0624
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Other fatty ring compounds

Key Words

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Cis-cyclooctane-1,2-diol

CAS No. 27607-33-6

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