ChemicalBook--->CAS DataBase List--->99799-09-4

99799-09-4

99799-09-4 Structure

99799-09-4 Structure
IdentificationBack Directory
[Name]

4-hydroxycyclohexylacetic acid
[CAS]

99799-09-4
[Synonyms]

4-hydroxycyclohexylacetic acid
4-hydroxy-Cyclohexane acetic acid
Cyclohexaneacetic acid, 4-hydroxy-
2-(4-hydroxycyclohexyl)acetic acid
2-(4-Hydroxycyclohexyl)acetic Acid (cis- and trans- mixture)
[Molecular Formula]

C8H14O3
[MDL Number]

MFCD13659403
[MOL File]

99799-09-4.mol
[Molecular Weight]

158.2
Chemical PropertiesBack Directory
[Melting point ]

110-120 °C
[Boiling point ]

326.4±15.0 °C(Predicted)
[density ]

1.166±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

4.72±0.10(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C8H14O3/c9-7-3-1-6(2-4-7)5-8(10)11/h6-7,9H,1-5H2,(H,10,11)
[InChIKey]

ALTAAUJNHYWOGS-UHFFFAOYSA-N
[SMILES]

C1(CC(O)=O)CCC(O)CC1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

2-(4-Hydroxycyclohexyl)acetic Acid can be used to treat cancer and immunological and neurological disorders.
[Definition]

ChEBI:Cis-4-Hydroxycyclohexylacetic acid is a hydroxy monocarboxylic acid.
[Synthesis]

(4-Hydroxy-cyclohexyl)-acetic acid methyl ester

99183-13-8

4-hydroxycyclohexylacetic acid

99799-09-4

General procedure for the synthesis of 4-hydroxycyclohexylacetic acid from methyl (4-hydroxycyclohexyl)acetate: potassium hydroxide (326 mg) and methyl 2-(4-hydroxycyclohexyl)acetate (500 mg) were dissolved in a mixed solvent of methanol (20 mL) and water (20 mL), and the reaction was stirred for 6 hours at 60 °C. After completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to remove most of the solvent. Subsequently, the pH was adjusted to 1 with 2 M hydrochloric acid solution, followed by extraction with ethyl acetate (50 mL). The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 4-hydroxycyclohexylacetic acid (150 mg) as a white solid. Mass spectrometry (ESI) analysis showed that the theoretical molecular weight of C8H14O3 was 158 and the measured value was 159 [M+H]+.

[References]

[1] Patent: WO2015/180613, 2015, A1. Location in patent: Page/Page column 16
[2] Patent: WO2015/180612, 2015, A1. Location in patent: Page/Page column 43
Spectrum DetailBack Directory
[Spectrum Detail]

4-hydroxycyclohexylacetic acid(99799-09-4)1HNMR
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