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609-69-8

609-69-8 Structure

609-69-8 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[HS Code ]

2918199890
Hazard InformationBack Directory
[Definition]

ChEBI: 2-hydroxycyclohexanecarboxylic acid is a hydroxy monocarboxylic acid. It is functionally related to a cyclohexanecarboxylic acid.
[Synthesis]

Carbon dioxide

124-38-9

Cyclohexene oxide

286-20-4

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID

609-69-8

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID

609-69-8

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID(609-69-8)1HNMR
2-HYDROXYCYCLOHEXANECARBOXYLIC ACID(609-69-8)13CNMR
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