(1R,2R)-1,2-Cyclohexanedimethanol Chemical Properties

Melting point:

63.0 to 67.0 °C

Boiling point:

270℃

Density 

1.004

Flash point:

129℃

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

14.75±0.10(Predicted)

color 

White to Off-White

InChI

InChI=1S/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8-/m0/s1

InChIKey

XDODWINGEHBYRT-YUMQZZPRSA-N

SMILES

[C@@H]1(CO)CCCC[C@H]1CO

Safety Information

HS Code 

2906.19.5000

(1R,2R)-1,2-Cyclohexanedimethanol Usage And Synthesis

Chemical Properties

White Solid

Uses

(1R,2R)-1,2-Cyclohexanedimethanol (cas# 65376-05-8) is a compound useful in organic synthesis.

Synthesis

General procedure for the synthesis of (1R,2R)-1,2-cyclohexanedicarboxylic acid as a raw material for the synthesis of (1R,2R)-1,2-cyclohexanedimethanol: A mixture of (1R,2R)-1,2-cyclohexanedicarboxylic acid (248 g, 1.41 mol), sodium borohydride (159.8 g, 4.2 mol), and iodine (156 g, 0.7 mol) was added to tetrahydrofuran ( THF, 1000 mL), stirred, and reacted at reflux for 5 hours. After completion of the reaction, the reaction mixture was cooled to 0 °C and methanol (500 mL) was added slowly and dropwise. The organic layer was separated, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and dried to give the white solid product (1R,2R)-1,2-cyclohexanedimethanol (178 g, 1.709 mol, 88.4% yield) with a melting point of 57-59 °C.

References

[1] Patent: CN105732644, 2016, A. Location in patent: Paragraph 0006; 0007
[2] Synthetic Communications, 2015, vol. 45, # 23, p. 2676 - 2682
[3] Tetrahedron, 1965, vol. 21, p. 1701 - 1709
[4] Patent: WO2013/121440, 2013, A1. Location in patent: Page/Page column 27
[5] Patent: WO2016/59649, 2016, A1. Location in patent: Paragraph 20

(1R,2R)-1,2-Cyclohexanedimethanol (65376-05-8)Related Product Information

• Sodium Phosphate, Dibasic
• (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
• 3-Acetylindole
• Triethoxyvinylsilane
• trans-1,2-Cyclohexanedicarboxylic acid
• Electroplating Intermediate
• Pioglitazone hydrochloride
• (R,R)-1,2-bis(methanesulfonyloxymethyl)cyclohexane
• (1R,2R)-(-)-1,2-CYCLOHEXANEDICARBOXYLIC ACID
• 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate