Skip to main content

Cyclohexane-1,4-dicarboxylic acid

ADVERTISEMENT
Identification
Molecular formula
C8H12O4
CAS number
1076-97-7
IUPAC name
cyclohexane-1,4-dicarboxylic acid
State
State

This compound is a solid at room temperature. The crystalline nature is due to the stability provided by the cyclohexane ring and the carboxylic groups.

Melting point (Celsius)
298.00
Melting point (Kelvin)
571.00
Boiling point (Celsius)
368.00
Boiling point (Kelvin)
641.00
General information
Molecular weight
198.18g/mol
Molar mass
198.2160g/mol
Density
1.4070g/cm3
Appearence

Cyclohexane-1,4-dicarboxylic acid typically appears as a white crystalline powder. Its structure consists of a cyclohexane ring with two carboxylic acid groups (-COOH) substituted on the 1 and 4 positions, which contributes to its crystalline form.

Comment on solubility

Solubility of Cyclohexane-1,4-dicarboxylic Acid

Cyclohexane-1,4-dicarboxylic acid, also known as 1,4-cyclohexanedicarboxylic acid, exhibits intriguing solubility characteristics that are worth discussing. Its solubility can be influenced by several factors, making it a compound of interest in various applications.

Water Solubility

This compound is only slightly soluble in water, primarily due to the non-polar cyclohexane ring structure. The -COOH (carboxylic acid) groups can form hydrogen bonds with water; however, the overall hydrophobic nature of the cyclohexane component limits its solubility. Key points include:

  • The presence of two polar carboxylic groups.
  • A hydrophobic cyclohexane backbone.
  • Limited water solubility manifested by around 0.5 g/100 mL at room temperature.

Solubility in Organic Solvents

In contrast, cyclohexane-1,4-dicarboxylic acid shows good solubility in various organic solvents such as:

  • Ethanol
  • Acetone
  • Chloroform

This property is beneficial for its use in organic synthesis and as an intermediate in various chemical processes.

Temperature Effects

It's essential to note that solubility can increase with temperature. Higher temperatures generally disrupt intermolecular forces, allowing more solute to dissolve:

  • Increased temperature enhances solubility in both water and organic solvents.

In summary, while cyclohexane-1,4-dicarboxylic acid has limited water solubility, it finds versatility in organic solvents with temperature playing a significant role in its solubility behavior. Understanding these characteristics is vital for optimizing its application in chemical processes.

Interesting facts

Interesting Facts about Cyclohexane-1,4-dicarboxylic Acid

Cyclohexane-1,4-dicarboxylic acid is a fascinating compound known for its unique structure and various applications. Here are some noteworthy aspects of this intriguing chemical:

  • Structural Significance: This compound features two carboxylic acid groups (-COOH) attached to a cyclohexane ring. The positioning of these functional groups at the 1 and 4 positions makes it a 1,4-dicarboxylic acid, which is significant in determining its chemical properties and reactivity.
  • Industrial Applications: Cyclohexane-1,4-dicarboxylic acid is used in the production of various esters and derivatives, which are valuable in synthesizing polymers, dyes, and pharmaceuticals.
  • Biochemical Relevance: Compounds with similar structures to cyclohexane-1,4-dicarboxylic acid play important roles in biological systems, including metabolic pathways, making its study crucial in biochemistry.
  • Safety Considerations: While handling cyclohexane-1,4-dicarboxylic acid, it is essential to follow proper safety guidelines. The compound can cause skin irritation, so wearing appropriate protective gear is advised.
  • Research Potential: Ongoing research into cyclohexane-1,4-dicarboxylic acid explores its potential as a building block in organic synthesis and materials chemistry, leading to innovative applications in various fields.

In summary, cyclohexane-1,4-dicarboxylic acid is not only structurally interesting but also hosts a range of practical applications and research opportunities in chemistry and beyond. Its dual carboxylic functionalities contribute to its versatility as a reagent and highlight the importance of understanding such compounds in the realm of organic chemistry.

Synonyms
1,4-CYCLOHEXANEDICARBOXYLIC ACID
1076-97-7
cyclohexane-1,4-dicarboxylic acid
Hexahydroterephthalic acid
1,4-Dicarboxycyclohexane
Terephthalic acid, hexahydro-
EINECS 214-068-6
DTXSID2038788
13LBH83IU4
DTXCID0018788
PXGZQGDTEZPERC-UHFFFAOYSA-
CHEBI:145052
EC 214-068-6
(1S,4S)-CYCLOHEXANE-1,4-DICARBOXYLIC ACID
1,4-CHDA-HP
1,4-BENZENEDICARBOXYLIC ACID, HEXAHYDRO-
214-068-6
679-605-2
inchi=1/c8h12o4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h5-6h,1-4h2,(h,9,10)(h,11,12)
trans-1,4-Cyclohexanedicarboxylic acid
619-82-9
619-81-8
cis-1,4-Cyclohexanedicarboxylic acid
cis-Cyclohexane-1,4-dicarboxylic acid
trans-Cyclohexane-1,4-dicarboxylic acid
trans-1,4-Cyclohexanedicarboxybic acid
cis-Hexahydroterephthalic acid
1,4-Cyclohexanedicarboxylic acid, cis-
trans-Hexahydroterephthalic acid
cis-1,4-Cyclohexanedicarboxybic acid
1,4-Cyclohexanedicarboxylic acid, trans-
(1r,4r)-cyclohexane-1,4-dicarboxylic acid
1,4-cis-cyclohexanedicarboxylic acid
MFCD00001465
MFCD00064950
MFCD00066203
68QED0R44U
NSC-621
1,4-Cyclohexanedicarboxylic acid,c&t
NSC-61121
trans-1,4-Cyclohexyldicarboxylic acid
18W55738KH
trans-1,4-Cyclohexane-1,4-dicarboxylic acid
1,4-Cyclohexanedicarboxylic acid;CHDA
UNII-13LBH83IU4
UNII-68QED0R44U
UNII-18W55738KH
1,4-cyclohexane dicarboxylic acid
EINECS 210-614-2
1,4-Cyclohexanedicarboxylic acid, (E)-
1alpha,4alpha-Cyclohexanedicarboxylic acid
Maybridge1_003835
1,4-Cyclohexanedicarboxylic acid, cis + trans
SCHEMBL26833
SCHEMBL36093
SCHEMBL196124
NSC621
trans-Hexahydro-p-phthalic acid
CHEMBL3187151
SCHEMBL12735707
HMS552G07
NSC 621
1,4 cyclohexane dicarboxylic acid
1,4-cyclohexane-dicarboxylic acid
DTXSID001290604
DTXSID901031536
NSC61121
Tox21_300649
AC8051
cis-Cyclohexane-1,4-dicarboxylicacid
NSC 61121
STK286097
AKOS000119919
AKOS006239068
AKOS015833094
CS-W017607
CS-W017613
DS-4537
FC40158
SB11027
1,4-Cyclohexanedicarboxylic acid, 99%
1,4-trans-cyclohexane dicarboxylic acid
trans-1,4-cyclohexane dicarboxylic acid
trans-cyclohexane-l,4-dicarboxylic acid
1,4-Cyclohexanedicarboxylic acid, (Z)-
NCGC00248127-01
NCGC00248127-02
NCGC00254557-01
trans-4-Carboxycyclohexanecarboxylic acid
AS-12942
DS-14335
SY001850
SY011569
SY025810
CAS-1076-97-7
DB-007925
DB-040778
DB-054035
NS00004982
NS00080517
EN300-20569
trans-1,4-Cyclohexanedicarboxylic acid, 95%
D83393
EN300-126761
EN300-141859
AB01331427-02
A801743
A833516
A833517
Q27252036
Q27264264
F8889-5637
F8889-8705
Z104478928
1,4-Cyclohexanedicarboxylic acid 100 microg/mL in Acetonitrile:Methanol