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Cas Database

626-93-7

626-93-7

Identification

  • Product Name:2-Hexanol

  • CAS Number: 626-93-7

  • EINECS:210-971-4

  • Molecular Weight:102.177

  • Molecular Formula: C6H14 O

  • HS Code:

  • Mol File:626-93-7.mol

Synonyms:(?à)-1-Methyl-1-pentanol; (?à)-2-Hexanol; 2-Hydroxyhexane;DL-Hexan-2-ol; NSC 3706

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Safety information and MSDS view more

  • Pictogram(s):R10:Flammable.;

  • Hazard Codes:R10:Flammable.;

  • Signal Word:Warning

  • Hazard Statement:H226 Flammable liquid and vapourH315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention . In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Refer for medical attention .

  • Fire-fighting measures: Suitable extinguishing media Use foam, alcohol-resistant foam, powder, 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. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in earth, sand or inert absorbent. Then store and dispose of according to local regulations. 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. Fireproof. Separated from strong oxidants.

  • 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

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Relevant articles and documentsAll total 257 Articles be found

Zirconium Oxide Supported Palladium Nanoparticles as a Highly Efficient Catalyst in the Hydrogenation–Amination of Levulinic Acid to Pyrrolidones

Zhang, Jian,Xie, Bin,Wang, Liang,Yi, Xianfeng,Wang, Chengtao,Wang, Guoxiong,Dai, Zhifeng,Zheng, Anmin,Xiao, Feng-Shou

, p. 2661 - 2667 (2017)

The selective hydrogenation–amination of levulinic acid into pyrrolidones is regarded as one of the most important reactions to transform biomass-derived lignocellulose feedstocks into valuable chemicals. Here we report on ZrO2-supported Pd nanoparticles as a highly active, chemoselective, and reusable catalyst for the hydrogenation–amination of levulinic acid with H2 and various amines under mild reaction conditions. The Pd/ZrO2 catalyst exhibited a marked increase in activity compared with conventional Pd catalysts and a significant enhancement in pyrrolidone selectivity. The excellent catalytic performances are reasonably attributed to the ZrO2 support, which has strong Lewis acidity to enhance the hydrogenation–amination reaction and hinder side reactions.

IVESTIGATIONS OF THE MECHANISM OF THE Rh/Cu- AND Rh-CATALYZED OXIDATION OF TERMINAL OLEFINS WITH O2

Drago, Russell S.,Zuzich, Anne,Nyberg, Eric D.

, p. 2898 - 2903 (1985)

The mechanism of the Rh(III9-catalyzed oxidation of 1-hexene to 2-hexanone, both with and without a Cu(II) co-catalyst, is investigated.In the absence of Cu(II), only one oxygen atom of dioxygen is found to be incorporated into ketone product.This contrasts with the previously reported observation that in the presence of the Cu(II) co-catalyst both oxygen atoms of O2 are incorporated into product.Similaly, the Rh(III) catalyst without Cu(II) isomerizes 1-hexene to a large extent, in contrast to the previously reported Rh/Cu catalyst system.Both acetone and water are found to be produced continously when isopropyl alcohol is the absence of Cu(II), while neither are formed continuosly when Cu(II) is present.Furthermore, itis shown that H"O" and t-BuOOH may be used as the 1-hexene oxidant under anaerobic conditions in the presence or absence of Cu(II), producing 2-ketone.These observations are incorporated into tentative mechanisms which specify key roles for copper that lead to differences in reactivity.

A Cyclometalated NHC Iridium Complex Bearing a Cationic (η5-Cyclopentadienyl)(η6-phenyl)iron Backbone**

Malchau, Christian,Milbert, Tom,Eger, Tobias R.,Fries, Daniela V.,Pape, Pascal J.,Oelkers, Benjamin,Sun, Yu,Becker, Sabine,Prosenc, Marc H.,Niedner-Schatteburg, Gereon,Thiel, Werner R.

, p. 15208 - 15216 (2021)

Nucleophilic substitution of [(η5-cyclopentadienyl)(η6-chlorobenzene)iron(II)] hexafluorophosphate with sodium imidazolate resulted in the formation of [(η5-cyclopentadienyl)(η6-phenyl)iron(II)]imidazole hexafluorophosphate. The corresponding dicationic imidazolium salt, which was obtained by treating this imidazole precursor with methyl iodide, underwent cyclometallation with bis[dichlorido(η5-1,2,3,4,5-pentamethylcyclopentadienyl]iridium(III) in the presence of triethyl amine. The resulting bimetallic iridium(III) complex is the first example of an NHC complex bearing a cationic and cyclometallated [(η5-cyclopentadienyl)(η6-phenyl)iron(II)]+ substituent. As its iron(II) precursors, the bimetallic iridium(III) complex was fully characterized by means of spectroscopy, elemental analysis and single crystal X-ray diffraction. In addition, it was investigated in a catalytic study, wherein it showed high activity in transfer hydrogenation compared to its neutral analogue having a simple phenyl instead of a cationic [(η5-cyclopentadienyl)(η6-phenyl)iron(II)]+ unit at the NHC ligand.

Organozirconium Complex with Keggin-Type Mono-Aluminum-Substituted Silicotungstate: Synthesis, Molecular Structure, and Catalytic Performance for Meerwein–Ponndorf–Verley Reduction

Kato, Chika Nozaki,Unno, Wataru,Kato, Sakie,Ogasawara, Tsukasa,Kashiwagi, Toshifumi,Uno, Hidemitsu,Suzuki, Kosuke,Mizuno, Noritaka

, p. 2119 - 2128 (2016)

Abstract: The organozirconium complex with α-Keggin-type mono-aluminum-substituted silicotungstate, [(n-C4H9)4N]6[α-SiW11Al(OH)2O38ZrCp2]2·2H2O (TBA–Si–Al–Zr) was synthesized by the reaction of Cp2Zr(OTf)2·THF (or Cp2ZrCl2) with [(n-C4H9)4N]4K0.5H0.5[α-SiW11{Al(OH2)}O39]·H2O in acetonitrile. This compound showed high catalytic activities for Meerwein–Ponndorf–Verley reduction of ketones with 2-propanol in both homogeneous and heterogeneous system. Graphical Abstract: [Figure not available: see fulltext.]

A novel and efficient N-doping carbon supported cobalt catalyst derived from the fermentation broth solid waste for the hydrogenation of ketones via Meerwein–Ponndorf–Verley reaction

Chen, Yuxin,He, Runxia,Liu, Quansheng,Yao, Xuefeng,Zhou, Huacong

, (2021/12/10)

Most of the non-noble metal catalysts used for the Meerwein–Ponndorf–Verley (MPV) reaction of carbonyl compounds rely on the additional alkaline additives during preparation to achieve high efficiency. To solve this problem, in this work, we prepared a novel N-doped carbon supported cobalt catalyst (Co@CN), in which the carriers were derived from the nitrogen-rich organic waste, i.e., oxytetracycline fermentation residue (OFR, obtained from oxytetracycline refining workshop). No additional nitrogen sources were used during preparation. The results showed that inherent nitrogen in OFR could provide N-containing basic sites, and formed Co-N structures via coordinating with cobalt. The Co-N sites together with the coexisting Co(0) cooperated to catalyze the conversion of ethyl levulinate (EL) to γ-valerolactone (GVL) by MPV reaction. Co(0) dominated the activation of H in isopropanol, while Co-N dominated the formation of the six-membered ring transition state.

Regiodivergent Reductive Opening of Epoxides by Catalytic Hydrogenation Promoted by a (Cyclopentadienone)iron Complex

De Vries, Johannes G.,Gandini, Tommaso,Gennari, Cesare,Jiao, Haijun,Pignataro, Luca,Stadler, Bernhard M.,Tadiello, Laura,Tin, Sergey

, p. 235 - 246 (2022/01/03)

The reductive opening of epoxides represents an attractive method for the synthesis of alcohols, but its potential application is limited by the use of stoichiometric amounts of metal hydride reducing agents (e.g., LiAlH4). For this reason, the corresponding homogeneous catalytic version with H2 is receiving increasing attention. However, investigation of this alternative has just begun, and several issues are still present, such as the use of noble metals/expensive ligands, high catalytic loading, and poor regioselectivity. Herein, we describe the use of a cheap and easy-To-handle (cyclopentadienone)iron complex (1a), previously developed by some of us, as a precatalyst for the reductive opening of epoxides with H2. While aryl epoxides smoothly reacted to afford linear alcohols, aliphatic epoxides turned out to be particularly challenging, requiring the presence of a Lewis acid cocatalyst. Remarkably, we found that it is possible to steer the regioselectivity with a careful choice of Lewis acid. A series of deuterium labeling and computational studies were run to investigate the reaction mechanism, which seems to involve more than a single pathway.

Chromium-Catalyzed Production of Diols From Olefins

-

Paragraph 0111, (2021/03/19)

Processes for converting an olefin reactant into a diol compound are disclosed, and these processes include the steps of contacting the olefin reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the diol compound. While being contacted, the olefin reactant and the supported chromium catalyst can be irradiated with a light beam at a wavelength in the UV-visible spectrum. Optionally, these processes can further comprise a step of calcining at least a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.

Synthesis of TS-1 zeolites from a polymer containing titanium and silicon

Xing, Jiacheng,Yuan, Danhua,Liu, Hanbang,Tong, Yansi,Xu, Yunpeng,Liu, Zhongmin

, p. 6205 - 6213 (2021/03/22)

The synthesis of TS-1 zeolites is regarded as a milestone in zeolite history, and it has led to the revolution of the green oxidation system of using H2O2as an oxidant, leaving only water as the byproduct. However, because of the highly hydrolyzable titanium source, the preparation of TS-1 requires complex synthesis conditions. Moreover, the difference in the hydrolysis rate between the silicon source and titanium source tends to increase the difficulty of titanium insertion into the framework, and it is easy to generate extra-framework Ti species during the synthesis. Here, a high-quality TS-1 zeolite with a large external surface area and free of extra-framework Ti species has been successfully synthesized by using a kind of novel polymer containing titanium and silicon. Due to the high hydrolysis resistance of the polymer reagent, a good matching of the hydrolysis rate between the silicon source and the titanium source is realized during crystallization, which facilitates the incorporation of titanium into the framework. Furthermore, the TS-1 zeolite exhibited excellent catalytic performance inn-hexane oxidation with hydrogen peroxide as the oxidant. This method of synthesizing zeolites from polymers is expected to be widely applied for the synthesis of other titanium-containing zeotype materials.

Direct use of the solid waste from oxytetracycline fermentation broth to construct Hf-containing catalysts for Meerwein-Ponndorf-Verley reactions

Chen, Yuxin,Yao, Xuefeng,Wang, Xiaolu,Zhang, Xuefeng,Zhou, Huacong,He, Runxia,Liu, Quansheng

, p. 13970 - 13979 (2021/04/22)

The oxytetracycline fermentation broth residue (OFR) is an abundant solid waste in the fermentation industry, which is hazardous but tricky to treat. The resource utilization of the waste OFR is still challenging. In this study, a novel route of using OFR was proposed that OFR was used as the organic ligands to construct a new hafnium based catalyst (Hf-OFR) for Meerwein-Ponndorf-Verley (MPV) reactions of biomass-derived platforms. The acidic groups in OFR were used to coordinate with Hf4+, and the carbon skeleton structures in OFR were used to form the spatial network structures of the Hf-OFR catalyst. The results showed that the synthesized Hf-OFR catalyst could catalyze the MPV reduction of various carbonyl compounds under relatively mild reaction conditions, with high conversions and yields. Besides, the Hf-OFR catalyst could be recycled at least 5 times with excellent stability in activity and structures. The prepared Hf-OFR catalyst possesses the advantages of high efficiency, a simple preparation process, and low cost in ligands. The proposed strategy of constructing catalysts using OFR may provide new routes for both valuable utilization of the OFR solid waste in the fermentation industry and the construction of efficient catalysts for biomass conversion.

Process route upstream and downstream products

Process route

hypochlorous acid 1-methyl-pentyl ester
40137-10-8

hypochlorous acid 1-methyl-pentyl ester

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

n-hexan-2-one
591-78-6

n-hexan-2-one

5-chlorohexan-2-ol
52355-86-9

5-chlorohexan-2-ol

Conditions
Conditions Yield
With sodium hydrogencarbonate; iron(II) sulfate; In tetrachloromethane; Ambient temperature; protected from the light;
71%
7%
8%
C<sub>36</sub>H<sub>60</sub>O<sub>30</sub>*C<sub>6</sub>H<sub>14</sub>O

C36H60O30*C6H14O

n-hexan-2-ol
626-93-7

n-hexan-2-ol

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
Conditions Yield
In water; at 25 ℃; Equilibrium constant;
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2',2-methylenebis-(5-methylfuran)
13679-43-1

2',2-methylenebis-(5-methylfuran)

n-hexan-2-ol
626-93-7

n-hexan-2-ol

5,5'-(oxybis(methylene))bis(2-methylfuran)

5,5'-(oxybis(methylene))bis(2-methylfuran)

Conditions
Conditions Yield
With hydrogen; In 1,4-dioxane; at 180 ℃; for 15h; under 11251.1 Torr; Sealed tube;
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

n-hexan-2-ol
626-93-7

n-hexan-2-ol

2-hydroxymethyl-5-methylfuran
3857-25-8

2-hydroxymethyl-5-methylfuran

Conditions
Conditions Yield
With hydrogen; In 1,4-dioxane; at 120 ℃; for 15h; under 11251.1 Torr; Temperature; Sealed tube;
With hydrogen; In 1,4-dioxane; at 160 ℃; for 15h; under 11251.1 Torr; Sealed tube;
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

Conditions
Conditions Yield
With hydrogen; In 1,4-dioxane; at 180 ℃; for 15h; under 11251.1 Torr; Temperature; Sealed tube;
88.5%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

n-hexan-2-one
591-78-6

n-hexan-2-one

Conditions
Conditions Yield
With platinum on activated charcoal; at 95 ℃; Temperature; Catalytic behavior;
With hydrogen; In cyclohexane; at 120 ℃; under 45004.5 Torr; Reagent/catalyst; Catalytic behavior;
With cesium 12-tungstophosphate; hydrogen; In decane; at 90 ℃; for 2h; under 15001.5 Torr; Autoclave; Green chemistry;
45 %Chromat.
20 %Chromat.
20 %Chromat.
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

Conditions
Conditions Yield
With 5% active carbon-supported ruthenium; isopropyl alcohol; at 80 ℃; for 2h; under 16274.9 Torr; Reagent/catalyst;
73%
19%
5-Methylfurfural
620-02-0

5-Methylfurfural

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

Conditions
Conditions Yield
With 5% active carbon-supported ruthenium; isopropyl alcohol; at 180 ℃; for 24h; under 16274.9 Torr;
41%
16%
2-hydroxymethyl-5-methylfuran
3857-25-8

2-hydroxymethyl-5-methylfuran

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

Conditions
Conditions Yield
With 5% active carbon-supported ruthenium; isopropyl alcohol; at 180 ℃; for 8h; under 16274.9 Torr;
52%
14.4%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

n-hexan-2-ol
626-93-7

n-hexan-2-ol

hexane
110-54-3

hexane

n-hexan-2-one
591-78-6

n-hexan-2-one

Conditions
Conditions Yield
With hydrogen; Reagent/catalyst; Heating;
With cesium 12-tungstophosphate; hydrogen; In decane; at 100 ℃; for 2h; under 15001.5 Torr; Autoclave; Green chemistry;
49.2 %Chromat.
19.3 %Chromat.
12.5 %Chromat.
12.9 %Chromat.

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