trans-4-Methylcyclohexanecarboxylic acid

trans-4-Methylcyclohexanecarboxylic acid Property

Melting point:

109-111 °C (lit.)

Boiling point:

245 °C

Density 

1.025±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

pK1:4.89 (25°C)

color 

White to Almost white

InChI

InChI=1S/C8H14O2/c1-6-2-4-7(5-3-6)8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/t6-,7-

InChIKey

QTDXSEZXAPHVBI-LJGSYFOKSA-N

SMILES

[C@@H]1(C(O)=O)CC[C@@H](C)CC1

CAS DataBase Reference

13064-83-0(CAS DataBase Reference)

Safety

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29162090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

trans-4-Methylcyclohexanecarboxylic acid Chemical Properties,Usage,Production

Chemical Properties

White crystal

Uses

trans-4-Methyl-1-cyclohexanecarboxylic acid may be used in chemical synthesis.

Synthesis

General procedure: The hydrogenation reaction is carried out in a 25 mL stainless steel autoclave with a PTFE liner. Typical operation is as follows: 20 mg of catalyst and 61 mg (0.5 mmol) of p-toluic acid are dispersed homogeneously in 5 mL of deionized water. After sealing the autoclave, the air in the autoclave was replaced with hydrogen and pressurized to 2.5 MPa. The reaction system was heated to 110 °C under magnetic stirring (1000 rpm) and maintained until the reaction was completed. At the end of the reaction, the mixture was extracted using ethyl acetate and the solid catalyst was removed by centrifugation. The recovered solid catalyst was washed sequentially with ethyl acetate, ethanol and deionized water. The filtrate was analyzed by gas chromatography (GC, HP5890, USA) equipped with a 30 m HP-5 capillary column and a flame ionization detector (FID). All products were subjected to structural confirmation by gas chromatography-mass spectrometry (GC-MS, Agilent 6890).

References

[1] Tetrahedron Letters, 2004, vol. 45, # 35, p. 6669 - 6672
[2] Steroids, 1983, vol. 41, # 3, p. 349 - 359
[3] Recueil des Travaux Chimiques des Pays-Bas, 1961, vol. 80, p. 595 - 607
[4] Recueil des Travaux Chimiques des Pays-Bas, 1961, vol. 80, p. 595 - 607
[5] Journal of the Chemical Society, 1937, p. 2003,2007