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cis-1,2-Cyclohexanediol

CAS No.
1792-81-0
Chemical Name:
cis-1,2-Cyclohexanediol
Synonyms
Grandidentol;TIMTEC-BB SBB007678;CIS-HEXAHYDROCATECHOL;CIS-1,2-CYCLOHEXANEDIOL;Adipic Acid Impurity 29;cis-Cyclohexane-1,2-diol;cis-2-Hydroxycyclohexanol;1,2-Cyclohexanediol, cis-;(1S)-1α,2α-Cyclohexanediol;CIS-HEXAHYDROBRENZCATECHIN
CBNumber:
CB8159715
Molecular Formula:
C6H12O2
Molecular Weight:
116.16
MDL Number:
MFCD00064944
MOL File:
1792-81-0.mol
MSDS File:
SDS
Last updated:2023-06-08 17:06:38

cis-1,2-Cyclohexanediol Properties

Melting point 97-101 °C (lit.)
Boiling point 116 °C / 13mmHg
Density 1.0297
refractive index 1.4270 (estimate)
solubility soluble in Methanol
form Crystalline Flakes or Powder
pka 14.49±0.40(Predicted)
color White to light beige
Water Solubility slightly soluble
BRN 1340578
CAS DataBase Reference 1792-81-0(CAS DataBase Reference)
FDA UNII G9FB3QY86K
NIST Chemistry Reference cis-1,2-Cyclohexanediol(1792-81-0)

SAFETY

Risk and Safety Statements

Precautionary statements  P271-P261-P280
Safety Statements  22-24/25
WGK Germany  3
3-10
HS Code  29061990
NFPA 704
0
1 0

cis-1,2-Cyclohexanediol price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 361267 cis-1,2-Cyclohexanediol 99% 1792-81-0 1g $56.3 2024-03-01 Buy
TCI Chemical C1802 cis-1,2-Cyclohexanediol >98.0%(GC) 1792-81-0 1g $51 2024-03-01 Buy
TRC C997755 cis-1,2-Cyclohexanediol 1792-81-0 250mg $85 2021-12-16 Buy
Biosynth Carbosynth FC58748 cis-1,2-Cyclohexanediol 1792-81-0 1g $90 2021-12-16 Buy
AK Scientific M185 cis-1,2-Cyclohexanediol 1792-81-0 1g $94 2021-12-16 Buy
Product number Packaging Price Buy
361267 1g $56.3 Buy
C1802 1g $51 Buy
C997755 250mg $85 Buy
FC58748 1g $90 Buy
M185 1g $94 Buy

cis-1,2-Cyclohexanediol Chemical Properties,Uses,Production

Synthesis

To a mixture of N-methylmorpholine-N-oxide.2H2O (18.2 g, 155 mmol), water  (50 mL), acetone (20 mL), and osmium tetroxide (80 mg) in t-butanol (8 mL) was added distilled cyclohexene (10.1 mL, 100 mmol). The reaction was slightly exothermic initially and was maintained at room temperature with a water bath. The reaction was complete after stirring overnight at room temperature under nitrogen. A slurry of 1 g of sodium hydrosulfifite, 12 g of magnesium silicate (magnesol), and 80 ml of water was added, and the magnesol was fifiltered. The fifiltrate was neutralized to pH 7 with 1 N H2SO4, the acetone was evaporated under vacuum, and the pH was further adjusted to pH 2. The solution was saturated with NaCl and extracted with EtOAc. The aqueous phase was concentrated by azeotroping with n-butanol and further extracted with ethyl acetate. The combined ethyl acetate layers were dried and evaporated, yielding 11.2 g (96.6%) of crystalline solid. Recrystallization from ether provided 10.6 g (91%) of cis-1,2-cyclohexanediol, mp 95–97°C.
synthesis of cis-1,2-cyclohexanediol
Reference: Van Rheenen, V.; Kelly, R. C.; Cha, D. Y. Tetrahedron Lett. 1976, 17, 1973−1976.

Chemical Properties

White to light beige crystalline flakes or powder

Uses

cis-1,2-Cyclohexanediol is a reagent used in the synthesis of boronic esters of corannulene which are used to prepare icosahedral supramolecules.

Definition

ChEBI: A cyclohexane-1,2-diol with cis-configuration.

General Description

Core-shell-like silica nickel species nanoparticle catalyzed dehydrogenation of 1,2-cyclohexanediol to catechol is reported. Crystal structure of a Cr(V) complex with cis-1,2-cyclohexanediol is reported. Enzymatic oxidation of cis-1,2-cyclohexanediol by Gluconobacter oxydans (ATCC 621) is reported.

cis-1,2-Cyclohexanediol Preparation Products And Raw materials

Raw materials

Preparation Products

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1,2-Cyclohexanediol, (1R,2S)- cis-2-Hydroxycyclohexanol meso-cis-1,2-Cyclohexanediol (1R,2S)-1,2-Cyclohexanediol (1S)-1α,2α-Cyclohexanediol (1α,2α)-1,2-Cyclohexanediol cis-1,2-Cyclohexanediol,99% cis-1,2-Cyclohexanediol, 99% 1GR cis-Cyclohexane-1,2-diol cis-1,2-Cyclohexanediol 99% cis-1,2-Cyclohexanediol TIMTEC-BB SBB007678 1,2-Cyclohexanediol, cis- Grandidentol CIS-HEXAHYDROBRENZCATECHIN CIS-HEXAHYDROCATECHOL CIS-1,2-CYCLOHEXANEDIOL CIS-1,2-DIHYDROXYCYCLOHEXANE (1R,2S)-cyclohexane-1,2-diol 1,2-cis-Dihydroxycyclohexane cis-hexahydrobrenzkatechin rel-((1R,2S)-Cyclohexane-1,2-diol) cis-1,2-Cyclohexanediol > 1,2-Cyclohexanediol, (1R,2S)-rel- Adipic Acid Impurity 29 1792-81-0 1972-81-0 Organic Building Blocks Oxygen Compounds Polyols Building Blocks Building Blocks Chemical Synthesis Organic Building Blocks Oxygen Compounds Aromatic alcohols and diols Organic Building Blocks Oxygen Compounds Polyols