trans-1,2-Cyclohexanedicarboxylic acid Chemical Properties

Melting point:

228-230 °C (lit.)

Boiling point:

262.49°C (rough estimate)

Density 

1.2104 (rough estimate)

refractive index 

1.4450 (estimate)

storage temp. 

Store below +30°C.

solubility 

Acetone (Slightly), DMSO (Slightly)

form 

Solid

pka

pK1:4.18;pK2: 5.93 (20°C)

color 

White

Water Solubility 

2g/L(20 ºC)

BRN 

3200609

InChIKey

QSAWQNUELGIYBC-WDSKDSINSA-N

CAS DataBase Reference

2305-32-0(CAS DataBase Reference)

NIST Chemistry Reference

1,2-Cyclohexanedicarboxylic acid, trans-(2305-32-0)

EPA Substance Registry System

1,2-Cyclohexanedicarboxylic acid, (1R,2R)-rel- (2305-32-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

GU9065000

TSCA 

Yes

HS Code 

29172000

MSDS

• Language:English Provider:trans-Hexahydrophthalic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

trans-1,2-Cyclohexanedicarboxylic acid Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

trans-1,2-cyclohexanedicarboxylic acid be used as organic intermediates.

Uses

trans-1,2-Cyclohexanedicarboxylic Acid is used as a reagent in the synthesis of enantiopure (α-cyanoalkyl)(tetrahydropyrido[4,3-b]indolecarbonyl)cyclohexanecarboxamides and its analogs as selective cathepsin K inhibitors for the treatment of osteoarthritis. Also used as a reagent in the synthesis of novel cyclopentanedicarboxamide sodium channel blockers as a potential treatment for chronic pain.

Purification Methods

It is purified by recrystallisation from EtOH or H2O. It is formed by hydrolyzing the anhydride with water. The dimethyl ester has m 95-96o (from *C6H6/pet ether). [Abell J Org Chem 22 769 1957, Smith & Byrne J Am Chem Soc 72 4406 1950, Linstead et al. J Am Chem Soc 64 2093 1942, Beilstein 9 III 3812, 9 IV 2801.] The 1R,2R-(-)-trans-cyclohexane-1,2-acid [46022-05-3] has m 171-182o and [ ] D -20o (c 1, Me2CO). cis-Cyclohexane-1,2-dicarboxylic anhydride (cis-hexahydrophthalic anhydride) [85-42-7, 13149-00-3] M 154.2, m 32-34o, b 158o/17mm. It has been obtained by heating the trans-acid or anhydride at 200o. Crystallise it from *C6H6/Et2O or distil it. [Kohler & Jansen J Am Chem Soc 60 2145 1938, Abell J Org Chem 22 769 1957, Beilstein 17 II 452, 17 III/IV 5931.]

trans-1,2-Cyclohexanedicarboxylic acid(2305-32-0)Related Product Information

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