| Identification | Back Directory | [Name]
2-HYDROXYCYCLOHEXANECARBOXYLIC ACID | [CAS]
609-69-8 | [Synonyms]
2-HYDROXYCYCLOHEXANECARBOXYLIC ACID
Cyclohexanecarboxylic acid, 2-hydroxy-
2-HydroxycyclohexanecarboxylicAcid(cis-andtrans-mixture)>
2-Hydroxycyclohexanecarboxylic Acid (cis- and trans- Mixture)
2-Hydroxycyclohexanecarboxylic Acid (cis- and trans- mixture) | [Molecular Formula]
C7H12O3 | [MDL Number]
MFCD02684437 | [MOL File]
609-69-8.mol | [Molecular Weight]
144.17 |
| Chemical Properties | Back Directory | [Melting point ]
67.0 to 71.0 °C | [Boiling point ]
307.9±35.0 °C(Predicted) | [density ]
1.246±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
4.95±0.28(Predicted) | [color ]
White to Almost white | [CAS DataBase Reference]
609-69-8 |
| Hazard Information | Back Directory | [Definition]
ChEBI: 2-hydroxycyclohexanecarboxylic acid is a hydroxy monocarboxylic acid. It is functionally related to a cyclohexanecarboxylic acid. | [Synthesis]
In the first step, 9.8 kg (100 mol) of epoxycyclohexane was dissolved in 50 L of N-methylpyrrolidone (NMP). Under continuous stirring, 2.88 kg (120 mol) of magnesium powder was slowly added and the temperature of the reaction system was controlled between -15 °C and -5 °C. Subsequently, 19.5 kg (180 mol) of trimethylchlorosilane (TMSCl) was added dropwise while carbon dioxide gas was vented. The reaction was carried out for 10 h to ensure that the reaction was complete, keeping the temperature below 0 °C. The reaction mixture was filtered and the filtrate was slowly added to a 1 N hydrochloric acid solution. The pH of the mixture was adjusted to 3-4 and extracted with 80 L of ethyl acetate in two portions. The organic phase was washed with a half-saturated aqueous salt solution and concentrated by distillation to give 13.8 kg (95.8 mol) of 2-hydroxycyclohexanecarboxylic acid in 95.8% yield with a cis-trans isomer ratio of 2.3:7.7. | [References]
[1] Patent: CN108383719, 2018, A. Location in patent: Paragraph 0018; 0023; 0024 |
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