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HomeProduct name listtrans-1,2-Cyclohexanedicarboxylic acid

trans-1,2-Cyclohexanedicarboxylic acid

Synonym(s):trans-Cyclohexane-1,2-dicarboxylic acid;trans-Hexahydrophthalic acid;trans-Cyclohexane-1,2-dicarboxylic acid;trans-Hexahydrophthalic acid

  • CAS NO.:2305-32-0
  • Empirical Formula: C8H12O4
  • Molecular Weight: 172.18
  • MDL number: MFCD00001464
  • EINECS: 218-975-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-29 17:03:55
trans-1,2-Cyclohexanedicarboxylic acid Structural

What is trans-1,2-Cyclohexanedicarboxylic acid?

Chemical properties

white crystalline powder

The Uses of trans-1,2-Cyclohexanedicarboxylic acid

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

The Uses of trans-1,2-Cyclohexanedicarboxylic acid

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.]

Properties of trans-1,2-Cyclohexanedicarboxylic acid

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
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 for trans-1,2-Cyclohexanedicarboxylic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for trans-1,2-Cyclohexanedicarboxylic acid

InChIKey QSAWQNUELGIYBC-WDSKDSINSA-N

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