cyclohexanol

• ChemBase ID: 3357
• Molecular Formular: C6H12O
• Molecular Mass: 100.15888
• Monoisotopic Mass: 100.088815
• SMILES: OC1CCCCC1
• Canonical SMILES: OC1CCCCC1
• InChI: InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
• InChIKey: HPXRVTGHNJAIIH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclohexanol
• IUPAC Traditional name: cyclohexanol
• Synonyms: Cyclohexanol; Naxol; Adronal; Cicloesanolo; Cyclohexyl alcohol; Cykloheksanol; Hexahydrophenol; Hexalin; Hydralin; Hydrophenol; Hydroxycyclohexane; CYCLOHEXANOL, CERTIFIED GRADE; Cyclohexanol; 环己醇

Database IDs

• CAS Number: 108-93-0
• EC Number: 203-631-1; 203-630-6
• MDL Number: MFCD00003855
• Beilstein Number: 906744
• Merck Index: 142725
• PubChem SID: 46504858; 24854538; 160966798; 24846712; 24857503
• PubChem CID: 7966
• CHEBI ID: 18099
• CHEMBL: 32010
• Chemspider ID: 7678
• DrugBank ID: DB03703
• KEGG ID: C00854
• Wikipedia Title: Cyclohexanol

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.183546
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.2806934
• LogD (pH = 7.4): 1.2806934
• Log P: 1.2806934
• Molar Refractivity: 29.2755 cm^3
• Polarizability: 11.669966 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.35
• LOG S: -0.77
• Solubility (Water): 1.72e+01 g/l

PROPERTIES

Physical Property

• Solubility: 3.60 g/100 mL (20 °C) in water
• Apperance: Colorless, viscous liquid.; Hygroscopic
• Melting Point: 20-22 °C(lit.); 20-22°C; 23-24°C; 25.93°C
• Boiling Point: 160.84°C; 160-161 °C(lit.); 160-161°C; 160-161°C
• Flash Point: 111.2 °F; 154.4 °F; 44 °C; 67 °C; 67°C; 67°C(152°F); 68 °C
• Auto Ignition Point: 300°C; 572 °F
• Density: 0.948 g/ml; 0.948 g/mL at 25 °C(lit.); 0.951; 0.962 g/mL, liquid
• Refractive Index: 1.4650; n20/D 1.465(lit.); n20/D 1.466
• Vapor Pressure: 0.98 mm Hg @ 25 deg C; 0.98 mmHg ( 25 °C)
• Vapor Density: 3.5 (vs air); 3.5 g/L
• Partition Coefficient: 1.25 @ 25 deg C
• pKa: 16
• Viscosity: 41.07 mPa·s (30 °C)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: GV7875000; GW1050000
• European Hazard Symbols: X; Irritant (Xi); Harmful (Xn)
• UN Number: 1915
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10-20; 20/22-37/38; R:20/22-37/38; R20 R22 R37 R38
• Safety Statements: 24/25; 25; S:24/25; S24 S25
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• Main Hazard: Flammable, skin irritant; Reacts violently with oxidizing agents
• LD50: 2.06 g/kg (oral, rat)
• Explode Limits: 12.25 %
• GHS Hazard statements: H226-H332; H302-H315-H332-H335; H332-H315-H335-H227-H303
• GHS Precautionary statements: P210-P261-P302+P352-P321-P405-P501A; P261
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1915 3/PG 3

Product Information

• Purity: ≥95.0%; ≥98.0%; ≥99% (GC); ≥99.0% (GC); 95+%; 99%
• Grade: JIS special grade; puriss.; ReagentPlus®; SAJ first grade
• Impurities: ≤0.1% water (Karl Fischer); ≤0.5% cyclohexanone
• Linear Formula: C6H11OH

DETAILS

DrugBank - DB03703

• Drug Groups: experimental
• Description: Monohydroxy derivatives of cyclohexanes that contain the general formula R-C6H11O. They have a camphorlike odor and are used in making soaps, insecticides, germicides, dry cleaning, and plasticizers. [PubChem]

Sigma Aldrich - 105899

Packaging
1, 3 L in glass bottle
20 L in steel drum
25 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Cyclohexyl esters can be used to protect carboxylic acids, including aspartate residues in peptide synthesis, resulting in reduced aspartimide formation during acidic or basic reactions: Synthesis, 361 (1992). They are relatively stable to TFA but can be readily cleaved by TfOH or HF: Int. J. Pept. Protein Res., 13, 418 (1979); Tetrahedron Lett., 4033 (1979); Chem. Pharm. Bull., 34, 864 (1986). See also 2,4-Dimethyl-3-pentanol, B20821.