Cyclohexane-1,2,3-triol

Name: Cyclohexane-1,2,3-triol
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CAS No. 6286-43-7
Cat. No. CS-0201494
Molecule weight132.16
Purity≥97%
MDL No.MFCD00060111

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 6286-43-7

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General Information

CAS No. 6286-43-7
Cat. No. CS-0201494
Purity ≥97%
MDL No. MFCD00060111
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₂O₃
Molecular Weight 132.16
Synonym(s) Pyrogallitol (cis- and trans- mixture)
SMILES OC1C(O)C(O)CCC1

Description

Cyclohexane-1,2,3-triol features three adjacent hydroxyl groups on a cyclohexane ring, creating a highly polar, multi-functional scaffold. This arrangement enhances solubility in aqueous and polar organic solvents while enabling selective derivatization at primary or secondary alcohol sites. The molecule exhibits enhanced stability under standard bench conditions and serves as a key building block in carbohydrate mimicry and chiral synthesis.

Application

Cyclohexane-1,2,3-triol serves as a versatile triol building block in synthetic organic chemistry, enabling access to complex carbohydrate mimetics and chiral scaffolds. Its three adjacent hydroxyl groups provide orthogonal reactivity for selective derivatization, while the cis-1,2,3 configuration offers enhanced stereochemical control in downstream transformations. The compound exhibits good bench stability and facilitates efficient purification via crystallization or chromatography, making it well-suited for use in medicinal chemistry campaigns and fine chemical synthesis.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 60.69
LogP -0.747
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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Cyclohexane-1,2,3-triol

CAS No. 6286-43-7

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