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Phenylglycollic acid 3,3,5-trimethylcyclohexyl ester

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Identification
Molecular formula
C17H22O3
CAS number
94-86-0
IUPAC name
(3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate
State
State

This compound is a liquid at room temperature.

Melting point (Celsius)
15.00
Melting point (Kelvin)
288.15
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.15
General information
Molecular weight
274.36g/mol
Molar mass
274.3860g/mol
Density
1.1182g/cm3
Appearence

(3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate is a clear or pale yellow liquid.

Comment on solubility

Solubility of (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate

The solubility characteristics of (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate (C17H22O3) can offer insights into its potential applications and behavior in various environments. Here’s what to consider:

  • Polarity: The presence of the hydroxyl (-OH) group enhances the polarity of the molecule, which typically increases solubility in polar solvents such as water.
  • Hydrophobic Character: The bulky cyclohexyl and phenyl groups contribute to a hydrophobic nature, which may limit solubility in highly polar solvents.
  • Solvent Interaction: Based on its structure, this compound is likely to be more soluble in organic solvents like ethanol, methanol, or ether, rather than in water.
  • Temperature Effects: Solubility might increase with temperature, as is common with many organic compounds, enabling better interaction with solvents.

In summary, while (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate may exhibit some solubility in polar solvents due to its hydroxyl group, the presence of its bulky hydrophobic components suggests a greater affinity for nonpolar organic solvents. As always, empirical testing will provide the most accurate understanding of its solubility behavior in practice.

Interesting facts

Interesting Facts About (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate

This intriguing compound, known as (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate, is a member of the ester family and exhibits a range of fascinating properties:

  • Structure and Functionality: The compound features a unique cyclohexyl ring substituted with three methyl groups, giving it enhanced steric bulk, which can influence its physical and chemical properties.
  • Applications: Esters like this one are often used in the production of fragrances, flavoring agents, and in pharmaceuticals, showcasing their versatility in both industrial and consumer products.
  • Synthesis: The synthesis of such esters typically involves the reaction of a phenol with an acylating agent, illustrating the fundamental principles of organic chemistry.
  • Biological Interest: Compounds containing similar moieties have been studied for their potential biological activities, including anti-inflammatory and analgesic properties, making them a subject of interest in medicinal chemistry.
  • Isomerism: The presence of multiple chiral centers can lead to various stereoisomers, which are significant in determining the biological activity and effectiveness of the compound.

As a chemistry student, exploring the nuances of (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate showcases the intricate relationship between molecular structure and functionality. The structural diversity provided by substituents and functional groups is a recurring theme in organic chemistry that enhances our understanding of compound behavior and potential applications. In the words of chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." This compound instills curiosity about the myriad of possibilities that lie within organic compounds!

Synonyms
cyclandelate
456-59-7
Cyclomandol
Cyclospasmol
Cyclolyt
Perebral
Cyclergine
Ciclandelato
Ciclospasmol
Spasmocyclon
Spasmocyclone
Capilan
Clandilon
Cyclobral
Novodil
Saiclate
Sancyclan
Sepyron
Spasmione
Natil
Arto-espasmol
3,3,5-Trimethylcyclohexyl mandelate
3,5,5-Trimethylcyclohexyl mandelate
Cyclandelatum [INN-Latin]
3,5,5-Trimethylcyclohexyl amygdalate
Ciclandelato [INN-Spanish]
Cyclandelatum
Hacosan
Lisospasm
Pericyclon
Eparan
Mandelic Acid 3,3,5-Trimethylcyclohexyl Ester
Spasmocyclon (3m)
Rythmol [Vasodilator]
BS 572
3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate
HSDB 3046
EINECS 207-271-6
(3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenylacetate
NSC-758910
CHEBI:3988
DTXSID4022862
4139O1OAY2
Cyclandelate [USP:INN:BAN:JAN]
CYCLANDELATE [MI]
CYCLOSPASMOL (TN)
Mandelic acid, 3,3,5-trimethylcyclohexyl ester
CYCLANDELATE [INN]
CYCLANDELATE [JAN]
3,3,5-Trimethylcyclohexyl hydroxy(phenyl)acetate
3,5,5-Trimethylcyclohexanol, mandelic acid ester
CYCLANDELATE [HSDB]
Benzeneacetic acid, .alpha.-hydroxy-, 3,3,5-trimethylcyclohexyl ester
Benzeneacetic acid, alpha-hydroxy-, 3,3,5-trimethylcyclohexyl ester
CYCLANDELATE [VANDF]
CYCLANDELATE [MART.]
CYCLANDELATE [USP-RS]
CYCLANDELATE [WHO-DD]
DTXCID402862
3,3,5-Trimethylcyclohexanol alpha-phenyl-alpha-hydroxyacetate
CYCLANDELATE [USP IMPURITY]
NSC 758910
Rythmol (Vasodilator)
NCGC00159506-02
Cyclandelate (>85%)
Cyclandelatum (INN-Latin)
Ciclandelato (INN-Spanish)
CYCLANDELATE (MART.)
CYCLANDELATE (USP-RS)
CYCLANDELATE (USP IMPURITY)
Cyclandelate (USP:INN:BAN:JAN)
Cyclandelic acid
MFCD00056623
mandelic
UNII-4139O1OAY2
Cyclandelate (Standard)
alpha-Hydroxybenzeneacetic acid 3,3,5-trimethylcyclohexyl ester
SCHEMBL5123
Cyclandelate (JAN/USP/INN)
(3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate
CHEMBL1480987
HY-B1170R
C04AX01
HMS3264K11
HMS3652B09
Pharmakon1600-01505082
HY-B1170
Tox21_111725
NSC758910
s4189
ZINC00000189
ZINC00405331
ZINC00968262
AKOS015902290
CCG-213926
CS-4770
DB04838
KS-5317
NCGC00159506-03
NCGC00159506-05
NCGC00159506-06
CAS-456-59-7
DA-52209
SBI-0207036.P001
M0821
NS00004986
SW220003-1
D00286
D91389
AB01563218_01
AB01563218_02
EN300-17956492
SR-01000872740
3,3,5-Trimethylcyclohexyl hydroxy(phenyl)acetate #
Q1147309
SR-01000872740-1
BRD-A27370296-001-02-2
BRD-A27370296-001-03-0
BRD-A27370296-001-04-8
1,5-cis-3,3,5-Trimethylcyclohexyl 2-hydroxy-2-phenyl acetate
.alpha.-Hydroxybenzeneacetic acid 3,3,5-trimethylcyclohexyl ester
3,3,5-Trimethylcyclohexanol .alpha.-phenyl-.alpha.-hydroxyacetate
207-271-6