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Cas Database

931-17-9

931-17-9

Identification

  • Product Name:1,2-Cyclohexanediol

  • CAS Number: 931-17-9

  • EINECS:213-229-8

  • Molecular Weight:116.16

  • Molecular Formula: C6H12O2

  • HS Code:29061990

  • Mol File:931-17-9.mol

Synonyms:1,2-Benzenediol,hexahydro-;1,2-Dihydroxycyclohexane;2-Hydroxycyclohexanol;NSC 10110;Pyrocatechitol;Cyclohexane-1,2-diol;1,2-Cyclohexanediol (cis- and trans- mixture);Hexahydrocatechol;Grandidentol;2-Hydroxycyclohexanol;Brenzcatechin;Brenzkatechin;AI3-06457;NSC 10110;BRN 2036627;

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:Cyclohexane-1,2-diol
  • Packaging:250mg
  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1,2-Cyclohexanediol (cis- and trans- mixture) >98.0%(GC)
  • Packaging:25g
  • Price:$ 74
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1,2-Cyclohexanediol (cis- and trans- mixture) >98.0%(GC)
  • Packaging:500g
  • Price:$ 578
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1,2-Cyclohexanediol (cis- and trans- mixture) >98.0%(GC)
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  • Manufacture/Brand:Crysdot
  • Product Description:Cyclohexane-1,2-diol 95+%
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  • Manufacture/Brand:Chemenu
  • Product Description:Cyclohexane-1,2-diol 95%
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  • Manufacture/Brand:Ambeed
  • Product Description:1,2-Cyclohexanediol 95%
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  • Manufacture/Brand:Ambeed
  • Product Description:1,2-Cyclohexanediol 95%
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  • Manufacture/Brand:Ambeed
  • Product Description:1,2-Cyclohexanediol 95%
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  • Manufacture/Brand:Ambeed
  • Product Description:1,2-Cyclohexanediol 95%
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Relevant articles and documentsAll total 392 Articles be found

Ammonium Fluoroperoxomonophosphate Dihydrate, 2*2H2O. First Chemical Synthesis of a Fluorinated Peroxophosphate

Bhattacharjee, Manish,Chaudhuri, Mihir K.

, p. 2005 - 2006 (1988)

The salt 2*2H2O has been synthesised from the reaction of with 48 percent HF and 30 percent H2O2 at pH 10 - 11, maintained by the addition of aqueous ammonia, at an ice-bath temperature.The compound has been characterised by chemical analysis, i.r., and laser-Raman spectroscopic studies.Some properties of the compound are also reported.

Enhanced catalytic (ep)oxidation of olefins by VO(II), ZrO(II) and Zn(II)-imine complexes; extensive characterization supported by DFT studies

Adam, Mohamed Shaker S.,Abdel-Rahman, Laila H.,Ahmed, Hanan El-Sayed,Makhlouf,Alhasani, Mona,El-Metwaly, Nashwa M.

, (2021)

Three mononuclear di-valent VO2+, ZrO2+ and Zn2+-complexes (VOL, ZrOL and ZnL, respectively) were prepared from asymmetrical di-basic tetradentate di-imine ligand (6,6′-((1E,1′E)-((4-chloro-1,2-phenylene)bis(azaneylylidene))bis(methaneylylidene))bis(2-ethoxy phenol, H2L). To confirm the M-complexes compositions, various spectral tools (FT-IR, EI/M and UV-Vis. spectra), molar conductance, thermal, elemental analysis and pXRD analyses were accomplished. Distorted octahedral geometry was confirmed for ZnL and square pyramidal geometry was elucidated for VOL and ZrOL. Their catalytic efficiency was investigated in the epoxidation of 1,2-cyclohexene by H2O2. They exhibited moderate to excellent catalytic control. The effect of temperature, time, solvent, type of oxidant and amount of catalysts were studied in order to determine the optimal catalytic atmosphere. The catalysts screening for epoxidation of alternative cyclic and acyclic olefins at optimization was reported. The variation of central metal ions from high to low valents (Zr4+, V4+and Zn2+ ions) and their capability for oxidation control their catalytic potential are the most effective aspects in the epoxidation reaction. The catalytic oxidation of 2-aminothiophene within VOL, ZrOL and ZnL, as a first trial, by H2O2 was examined. Also, QSAR parameters and DFT studies were performed to predict the catalytic properties of VOL, ZrOL and ZnL, to assert on chosen application. Effective surface properties of VO(II) complex were promoted for progressing its catalytic activity, which already happened. The catalytic mechanism was supported by the sequenced stability difference between proposed intermediates based on the difference in their recorded formation energy from the DFT study.

Two routes to 1,2-cyclohexanediol catalyzed by zeolites under solvent-free condition

Lei, Wenkang,Wu, Zaikun,Ma, Jie,Yu, Ping,Luo, Yunbai

, p. 6893 - 6905 (2016)

Two routes to 1,2-cyclohexanediol were studied. Specifically: (a) the hydrolysis of cyclohexene oxide and (b) the direct dihydroxylation of cyclohexene with aqueous hydrogen peroxide. Both reactions were carried out with zeolites as catalysts under solvent-free conditions, aiming to establish green routes for the synthesis of 1,2-cyclohexanediol. In the first route, H-Beta and H-ZSM-5 zeolites were used as catalysts, respectively. According to the results, H-ZSM-5 was a suitable catalyst for the hydrolysis of cyclohexene oxide. A 88.6?% yield of 1,2-cyclohexanediol could be obtained at a 96.2?% conversion of cyclohexene oxide under mild conditions, and the catalyst could be reused for three times. Compared with H-ZSM-5, H-Beta gave a much lower selectivity (63?%), although it was more active. In the second route, Ti-Beta zeolites with three different Ti loadings prepared via a simple two-step strategy were characterized and used. The results indicated that it was the framework Ti species which was responsible for the catalytic activity. The resultant Ti-Beta-3?% could give a 90.2?% cyclohexene conversion at a 66.2?% selectivity of 1,2-cyclohexanediol.

Kinetic role of tert-amines in the osmium tetroxide catalyzed trimethylamine N-oxide dihydroxylation of cyclohexene

Erdik, Ender,Kahya, Didem

, p. 359 - 366 (1997)

Effect of some tert-amines on the catalytic osmium tetroxide dihydroxylation of cyclohexene in aqueous tert-butyl alcohol has been investigated. All amines have been found to retard the catalysis greatly and beyond a definite concentration of amine, the rate reaches a minimal and remains constant. The oxidation of cyclohexene is inhibited by pyridine, 2,2′-bipyridyl, and DABCO with an inverse first-order dependence whereas inhibition by triphenylamine, N,N-diethylaniline, picoline, pyrazine, hexamethylenetetraamine, and TMEDA shows an inverse partial order dependence. The involvement of dioxomonoglycolatoosmium(VI) esters and their monoamine adducts in the rate determining oxidation step was established by the linear plots of 1/Δk2 vs. 1/[L] where Δk2 is the decrease in the second-order rate constant in the presence of [L] concentration of tert-amine. The ligand-accelerated or ligand-decelerated catalysis of tert-amines in the catalytic osmium tetraoxide dihydroxylation of alkenes may vary depending on the secondary oxidant, on the alkene, and on the structure and concentration of the tert-amine.

PROCESS FOR THE PREPARATION OF HYDROPEROXY ALCOHOLS USING A HETEROGENOUS CATALYST

-

Page/Page column 23, (2021/07/02)

The present invention relates to a process for preparing hydroperoxy alcohols using hydrogen peroxide as an oxidant in a solvent selected from water-soluble carboxylic acids, in the presence of a metallic mixed oxide heterogeneous catalyst. It also pertains to the use of this catalyst in the synthesis of hydroperoxy alcohols.

Oxidative cleavage of cycloalkenes using hydrogen peroxide and a tungsten-based catalyst: Towards a complete mechanistic investigation

Cousin, Tony,Chatel, Gregory,Andrioletti, Bruno,Draye, Micheline

, p. 235 - 242 (2021/01/11)

The identification of the intermediates and by-products produced during the oxidative cleavage of cycloalkenes in the presence of H2O2 and a tungsten-based catalyst for the production of dicarboxylic acids has been carried out under various experimental conditions. On the basis of this mechanistic investigation and previous studies from the literature, a complete reaction scheme for the formation of the reaction products and by-products is proposed. In this hypothetical mechanism, the production of a hydroperoxyalcohol intermediate accounts for the two pathways proposed by Noyori and Venturello for the formation of the targeted dicarboxylic acid. In addition, Baeyer-Villiger oxidation of the mono-aldehyde intermediate allows explaining the formation of short chain diacids observed as by-products during the reaction. Hence, the proposed mechanism constitutes a real tool for scientists looking for a better understanding and those heading to set up environmentally friendly conditions for the oxidative cleavage of cycloalkenes.

Tandem Lewis acid catalysis for the conversion of alkenes to 1,2-diols in the confined space of bifunctional TiSn-Beta zeolite

Lei, Qifeng,Wang, Chang,Dai, Weili,Wu, Guangjun,Guan, Naijia,Hunger, Michael,Li, Landong

, p. 1176 - 1184 (2021/02/16)

The generation of multifunctional isolated active sites in zeolite supports is an attractive method for integrating multistep sequential reactions into a single-pass tandem catalytic reaction. In this study, bifunctional TiSn-Beta zeolite was prepared by a simple and scalable post-synthesis approach, and it was utilized as an efficient heterogeneous catalyst for the tandem conversion of alkenes to 1,2-diols. The isolated Ti and Sn Lewis acid sites within the TiSn-Beta zeolite can efficiently integrate alkene epoxidation and epoxide hydration in tandem in a zeolite microreactor to achieve one-step conversion of alkenes to 1,2-diols with a high selectivity of >90%. Zeolite confinement effects result in high tandem rates of alkene epoxidation and epoxide hydration as well as high selectivity toward the desired product. Further, the novel method demonstrated herein can be employed to other tandem catalytic reactions for sustainable chemical production.

Novel WO3/SO42--ZrO2–TiO2 double bridge coordination catalyst hfor oxidation of cyclohexene

Liu, Xiangxue,Wang, Ke,Liu, Baoquan,Guo, Zhenmei,Zhang, Chao,Lv, Zhiguo

, (2021/05/19)

A solid super acid WO3/SO42--ZrO2–TiO2 catalyst was prepared with adjustable acidity via double bridge connection strategy for oxidation of cyclohexene (CHE) to adipic acid (AA). XRD, SEM and N2 adsorption-desorption isotherm indicated that WO3 was successfully decorated and was highly dispersed on SO42--ZrO2–TiO2 surface. An obvious stretching vibration peak (1125-1055 ?cm?1) in FT-IR illustrated that connection effect between SO42? and ZrO2–TiO2 was double bridge connection. NH3-TPD profile appeared a strong acid center peak (516 ?°C), while this center of solid super acid catalyst could reduce decomposition rate of H2O2 directly, and increase reaction time between CHE and H2O2 meanwhile. The marked catalytic performance was attributed to the synergistic effect between WO3 and SO42--ZrO2–TiO2. DFT calculation was employed to further analyze reaction process and system energy.

Selective Oxidation of Cyclohexene with H2O2 Catalyzed by Resin Supported Peroxo Phosphotungstic Acid Under Mild Conditions

Liu, Jia,Yang, Guoqiang,Liu, Ying,Zhou, Zheng,Zhang, Zhibing,Hu, Xingbang

, p. 147 - 152 (2020/06/20)

Abstract: A series of modified chloromethyl polystyrene resins loaded with peroxo phosphotungstic acid catalysts were synthesized for the selective oxidation of cyclohexene. The surface of resin was enriched with high concentration quaternary ammonium salt, and grafted with a large amount of peroxo PW-anion through ion exchange. The novel resin catalyst showed excellent cyclohexene conversion and epoxide selectivity using 30% H2O2 as oxidant at ambient temperature. Furthermore, the resin catalyst exhibited excellent recycling stability, which can be reused by a simple filtration and the peroxo phosphotungstic acid did not leach into the solvent after reaction. Graphic Abstract: [Figure not available: see fulltext.]

Process route upstream and downstream products

Process route

2-(2-phenylethoxy)phenol
33130-24-4

2-(2-phenylethoxy)phenol

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

1,2-Cyclohexanediol
931-17-9

1,2-Cyclohexanediol

Conditions
Conditions Yield
With isopropyl alcohol; In aq. buffer; at 60 ℃; pH=8; Electrochemical reaction;
2-(2-methoxyphenoxy)-1-phenylethan-1-ol

2-(2-methoxyphenoxy)-1-phenylethan-1-ol

ethyl-cyclohexane
1678-91-7

ethyl-cyclohexane

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

1,2-Cyclohexanediol
931-17-9

1,2-Cyclohexanediol

cyclohexanol
108-93-0

cyclohexanol

Conditions
Conditions Yield
With isopropyl alcohol; at 160 ℃; for 12h; Sealed tube;
31.6%
6.2 %Chromat.
5.2 %Chromat.
17.8 %Chromat.
26.6 %Chromat.
C<sub>13</sub>H<sub>18</sub>O<sub>3</sub>

C13H18O3

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
In benzene-d6; Equilibrium constant;
trans-1,2-cyclohexandiol
1460-57-7

trans-1,2-cyclohexandiol

p-nitrobenzoic-propionic anhydride
78823-36-6

p-nitrobenzoic-propionic anhydride

(1S,2S)-trans-1,2-Cyclohexanediol
57794-08-8

(1S,2S)-trans-1,2-Cyclohexanediol

cyclohexane-1,2-diol
1227311-62-7

cyclohexane-1,2-diol

cyclohexane-1,2-diol
7402-18-8,23720-85-6

cyclohexane-1,2-diol

Conditions
Conditions Yield
With C43H60N6O8; N-ethyl-N,N-diisopropylamine; In toluene; at 0 ℃; for 24h; enantioselective reaction; Inert atmosphere;
81 % ee
86 % ee
C<sub>11</sub>H<sub>11</sub>NO<sub>5</sub>
1532564-65-0

C11H11NO5

trans-1,2-cyclohexandiol
1460-57-7

trans-1,2-cyclohexandiol

(1S,2S)-trans-1,2-Cyclohexanediol
57794-08-8

(1S,2S)-trans-1,2-Cyclohexanediol

cyclohexane-1,2-diol
1227311-62-7

cyclohexane-1,2-diol

cyclohexane-1,2-diol
7402-18-8,23720-85-6

cyclohexane-1,2-diol

Conditions
Conditions Yield
With C43H60N6O8; N-ethyl-N,N-diisopropylamine; In toluene; at 0 ℃; for 24h; enantioselective reaction; Inert atmosphere;
48 % ee
78 % ee
trans-1,2-cyclohexandiol
1460-57-7

trans-1,2-cyclohexandiol

propanoyl 2,4,6-trichlorobenzoyl anhydride

propanoyl 2,4,6-trichlorobenzoyl anhydride

(1S,2S)-trans-1,2-Cyclohexanediol
57794-08-8

(1S,2S)-trans-1,2-Cyclohexanediol

cyclohexane-1,2-diol
1227311-62-7

cyclohexane-1,2-diol

cyclohexane-1,2-diol
7402-18-8,23720-85-6

cyclohexane-1,2-diol

Conditions
Conditions Yield
With C43H60N6O8; N-ethyl-N,N-diisopropylamine; In toluene; at 0 ℃; for 24h; enantioselective reaction; Inert atmosphere;
29 % ee
73 % ee
C<sub>13</sub>H<sub>16</sub>O<sub>3</sub>
1532564-66-1

C13H16O3

trans-1,2-cyclohexandiol
1460-57-7

trans-1,2-cyclohexandiol

(1S,2S)-trans-1,2-Cyclohexanediol
57794-08-8

(1S,2S)-trans-1,2-Cyclohexanediol

cyclohexane-1,2-diol
1227311-62-7

cyclohexane-1,2-diol

cyclohexane-1,2-diol
7402-18-8,23720-85-6

cyclohexane-1,2-diol

Conditions
Conditions Yield
With C43H60N6O8; N-ethyl-N,N-diisopropylamine; In toluene; at 0 ℃; for 24h; enantioselective reaction; Inert atmosphere;
28 % ee
78 % ee
cyclohexene
110-83-8

cyclohexene

cyclohexenone
930-68-7

cyclohexenone

cyclohex-3-enone
4096-34-8

cyclohex-3-enone

1,2-Cyclohexanediol
931-17-9

1,2-Cyclohexanediol

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

Cyclohex-2-enol
822-67-3

Cyclohex-2-enol

Conditions
Conditions Yield
With potassium hydroxide; tetraphenylporphyrinatoantimony(V); water; paraquat dichloride; triphenylphosphine; In acetonitrile; for 1h; Product distribution; Quantum yield; Irradiation; various additives;
1,2-Cyclohexanediol
931-17-9

1,2-Cyclohexanediol

cyclohexanone-2-ol
533-60-8

cyclohexanone-2-ol

cyclohexanol
108-93-0

cyclohexanol

Conditions
Conditions Yield
With phosphoric acid; 5% Pd(II)/C(eggshell); hydrogen; In water; at 149.84 ℃; for 1.66667h; under 37503.8 Torr; Autoclave;
1,2-Cyclohexanediol
931-17-9

1,2-Cyclohexanediol

cyclohexanone-2-ol
533-60-8

cyclohexanone-2-ol

Conditions
Conditions Yield
With hydrogen; Pd/hydrophilic-C; at 100 ℃; for 72h; under 7500.75 Torr;
With hydrogen; In water; at 65 ℃; for 15h; under 760.051 Torr; Schlenk technique; Green chemistry;
With hydrogen; In tetrahydrofuran; at 60 ℃; for 3.5h; under 15001.5 Torr; Catalytic behavior; Autoclave; Glovebox;
7 %Chromat.
With palladium on activated carbon; sodium formate; sodium hydroxide; In water; at 90 ℃; for 0.25h; under 2068.65 Torr; pH=12; Pressure; Temperature; Flow reactor; Green chemistry;

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