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Cas Database

66-25-1

66-25-1

Identification

  • Product Name:1-HEXANAL

  • CAS Number: 66-25-1

  • EINECS:200-624-5

  • Molecular Weight:100.161

  • Molecular Formula: C6H12O

  • HS Code:2912 19 00

  • Mol File:66-25-1.mol

Synonyms:Caproaldehyde;Caproic aldehyde;Capronaldehyde;Hexaldehyde;Hexanaldehyde;Hexylaldehyde;NSC 2596;n-Caproaldehyde;n-Capronaldehyde;n-Hexanal;n-Hexylaldehyde;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H226 Flammable liquid and vapourH319 Causes serious eye irritation

  • 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. Ingestion causes irritation of mouth and stomach. Contact with vapor or liquid irritates eyes. Liquid irritates skin. (USCG, 1999) /SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Aldehydes and Related Compounds/

  • Fire-fighting measures: Suitable extinguishing media If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. (USCG, 1999) 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. Accidental Release Measures. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.

  • 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. Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature 2-8°C Storage class (TRGS 510): Flammable liquids.

  • 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:Usbiological
  • Product Description:Hexanal
  • Packaging:250g
  • Price:$ 619
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  • Manufacture/Brand:Usbiological
  • Product Description:Hexanal
  • Packaging:50g
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  • Manufacture/Brand:TRC
  • Product Description:Hexanal
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  • Price:$ 120
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Hexanal >98.0%(GC)
  • Packaging:25mL
  • Price:$ 17
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Hexanal >98.0%(GC)
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Hexanal >98.0%(GC)
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Hexanal
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Hexanal
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Hexanal ≥97%, FCC, FG
  • Packaging:4 kg
  • Price:$ 337
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Hexanal ≥97%, FCC, FG
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Relevant articles and documentsAll total 481 Articles be found

Photoactivated Oxidation of Alcohols by Oxygen

Cameron, Randy E.,Bocarsly, Andrew B.

, p. 6116 - 6117 (1985)

-

Polystyryl-Mercury Trifluoroacetate. A Convenient and Mild Reagent for Thioacetal and Thioketal Hydrolysis

Janout, Vaclav,Regen, Steven L.

, p. 2212 - 2213 (1982)

-

Manganese dioxide supported on aluminum silicate: A new reagent for oxidation of alcohols under heterogeneous conditions

Huang, Li-Hong,Ma, Yi-Chun,Zhang, Changhe,Wang, Qiang,Zou, Xiao-Nan,Lou, Ji-Dong

, p. 3377 - 3382 (2012)

Manganese dioxide supported on aluminum silicate, under heterogeneous conditions at reflux, selectively oxidized aromatic primary and secondary alcohols into the corresponding aldehydes and ketones, respectively, in yields of 87-96%. The present method failed to oxidize aliphatic alcohols.

Chromium(VI) Oxidation of Alkanol Components of Sodium Dodecyl Sulfate Reverse Micelles

Rodenas, E.,Perez-Benito, E.

, p. 9496 - 9500 (1991)

Oxidation with potassium dichromate in perchloric acid medium of the alkanols 1-butanol, 1-hexanol, and 1-octanol, components of sodium dodecyl sulfate reverse micelles in alkanols, has been studied.The reaction rate is first-order with respect to Cr(VI) and depends linearly on the HClO4 concentration in the aqueous phase, but the reaction rate decreases with the amount of alcohol in the reverse micelles.To explain the kinetic results it is necessary to consider the intermicellar exchange of the reactants, which could depend on the thickness of the layer where the surfactant and the alcohol are located.

Supported Au-Cu bimetallic alloy nanoparticles: An aerobic oxidation catalyst with regenerable activity by visible-light irradiation

Sugano, Yoshitsune,Shiraishi, Yasuhiro,Tsukamoto, Daijiro,Ichikawa, Satoshi,Tanaka, Shunsuke,Hirai, Takayuki

, p. 5295 - 5299 (2013)

Rejuvenating sunlight: Supported Au-Cu bimetallic alloy nanoparticles promote aerobic oxidation at room temperature under visible light (λ>450 nm) irradiation with little deactivation by the oxidation of surface Cu atoms by oxygen. This is achieved through the reduction of oxidized surface Cu atoms by the surface Au atoms, a process which is activated by visible-light irradiation, even by sunlight. Copyright

FATTY ACID HYDROPEROXIDE LYASE IN TOBACCO CELLS CULTURED IN VITRO

Sekiya, Jiro,Tanigawa, Satoru,Kajiwara, Tadahiko,Hatanaka, Akikazu

, p. 2439 - 2444 (1984)

Fatty acid hydroperoxide lyase (HPO lyase) was found in green and non-green tobacco cells cultured in vitro.The HPO lyase activity in non-green cells was 1/3-1/2 of that in green cells.When the cells were transferred from the light to dark conditions or vice versa, cells turned non-green or green according to the light conditions.The HPO lyase activity also changed according to the light conditions, but the changes in HPO lyase activities were not proportional to the changes in chlorophyll contents.These results suggest that at least two types of HPO lyases are present in the green cells.One type of HPO lyase is perhaps common both to the green and non-green cells; another one is chloroplastic.The fatty acid compositions of cells and substrate specificities of HPO lyase differed between green and non-green cells.Key Word Index - Nicotiana tabacum; Solanaceae; cultured tobacco cells; green cells; fatty acid hydroperoxide lyase; linoleic acid; linolenic acid; C6-aldehydes.

Functionalized-1,3,4-oxadiazole ligands for the ruthenium-catalyzed Lemieux-Johnson type oxidation of olefins and alkynes in water

Hkiri, Shaima,Touil, Soufiane,Samarat, Ali,Sémeril, David

, (2021/11/30)

Three arene-ruthenium(II) complexes bearing alkyloxy(5-phenyl-1,3,4-oxadiazol-2-ylamino)(4-trifluoromethylphenyl)methyl ligands were quantitatively obtained through the reaction of (E)-1-(4-trifluoromethylphenyl)-N-(5-phenyl-1,3,4-oxadiazol-2-yl)-methanimine with the ruthenium precursor [RuCl2(η6-p-cymene)]2 in a mixture of the corresponding alcohol and CH2Cl2 at 50 °C. The obtained complexes were fully characterized by elemental analysis, infrared, NMR and mass spectrometry. Solid-state structures confirmed the coordination of the 1,3,4-oxadiazole moiety to the ruthenium center via their electronically enriched nitrogen atom at position 3 in the aromatic ring. These complexes were evaluated as precatalysts in the Lemieux-Johnson type oxidative cleavage of olefins and alkynes in water at room temperature with NaIO4 as oxidizing agent. Good to full conversions of olefins into the corresponding aldehydes were measured, but low catalytic activity was observed in the case of alkynes. In order to get more insight into the mechanism, three analogue arene-ruthenium complexes were synthesized and tested in the oxidative cleavage of styrene. The latter tests clearly demonstrated the importance of the hemilabile alkyloxy groups, which may form more stable (N,O)-chelate intermediates and increase the efficiency of the cis-dioxo-ruthenium(VI) catalyst.

One-Pot Bioelectrocatalytic Conversion of Chemically Inert Hydrocarbons to Imines

Chen, Hui,Tang, Tianhua,Malapit, Christian A.,Lee, Yoo Seok,Prater, Matthew B.,Weliwatte, N. Samali,Minteer, Shelley D.

, p. 4047 - 4056 (2022/02/10)

Petroleum hydrocarbons are our major energy source and an important feedstock for the chemical industry. With the exception of combustion, the deep conversion of chemically inert hydrocarbons to more valuable chemicals is of considerable interest. However, two challenges hinder this conversion. One is the regioselective activation of inert carbon-hydrogen (C-H) bonds. The other is designing a pathway to realize this complicated conversion. In response to the two challenges, a multistep bioelectrocatalytic system was developed to realize the one-pot deep conversion from heptane to N-heptylhepan-1-imine under mild conditions. First, in this enzymatic cascade, a bioelectrocatalytic C-H bond oxyfunctionalization step based on alkane hydroxylase (alkB) was applied to regioselectively convert heptane to 1-heptanol. By integrating subsequent alcohol oxidation and bioelectrocatalytic reductive amination steps based on an engineered choline oxidase (AcCO6) and a reductive aminase (NfRedAm), the generated 1-heptanol was successfully converted to N-heptylhepan-1-imine. The electrochemical architecture provided sufficient electrons to drive the bioelectrocatalytic C-H bond oxyfunctionalization and reductive amination steps with neutral red (NR) as electron mediator. The highest concentration of N-heptylhepan-1-imine achieved was 0.67 mM with a Faradaic efficiency of 45% for C-H bond oxyfunctionalization and 70% for reductive amination. Hexane, octane, and ethylbenzene were also successfully converted to the corresponding imines. Via regioselective C-H bond oxyfunctionalization, intermediate oxidation, and reductive amination, the bioelectrocatalytic hydrocarbon deep conversion system successfully realized the challenging conversion from inert hydrocarbons to imines that would have been impossible by using organic synthesis methods and provided a new methodology for the comprehensive conversion and utilization of inert hydrocarbons.

Expanding the Biocatalytic Toolbox with a New Type of ene/yne-Reductase from Cyclocybe aegerita

Karrer, Dominik,Gand, Martin,Rühl, Martin

, p. 2191 - 2199 (2021/02/26)

This study introduces a new type of ene/yne-reductase from Cyclocybe aegerita with a broad substrate scope including aliphatic and aromatic alkenes/alkynes from which aliphatic C8-alkenones, C8-alkenals and aromatic nitroalkenes were the preferred substrates. By comparing alkenes and alkynes, a ~2-fold lower conversion towards alkynes was observed. Furthermore, it could be shown that the alkyne reduction proceeds via a slow reduction of the alkyne to the alkene followed by a rapid reduction to the corresponding alkane. An accumulation of the alkene was not observed. Moreover, a regioselective reduction of the double bond in α,β-position of α,β,γ,δ-unsaturated alkenals took place. This as well as the first biocatalytic reduction of different aliphatic and aromatic alkynes to alkanes underlines the novelty of this biocatalyst. Thus with this study on the new ene-reductase CaeEnR1, a promising substrate scope is disclosed that describes conceivably a broad occurrence of such reactions within the chemical landscape.

Spectroscopic Characterization of a Reactive [Cu2(μ-OH)2]2+ Intermediate in Cu/TEMPO Catalyzed Aerobic Alcohol Oxidation Reaction

Warm, Katrin,Tripodi, Guilherme,Andris, Erik,Mebs, Stefan,Kuhlmann, Uwe,Dau, Holger,Hildebrandt, Peter,Roithová, Jana,Ray, Kallol

supporting information, p. 23018 - 23024 (2021/09/09)

CuI/TEMPO (TEMPO=2,2,6,6-tetramethylpiperidinyloxyl) catalyst systems are versatile catalysts for aerobic alcohol oxidation reactions to selectively yield aldehydes. However, several aspects of the mechanism are yet unresolved, mainly because o

Highly ordered mesoporous hybrid silica functionalized with ionic liquid framework supported copper and its application in the oxidation of alcohols

Rajabi, Fatemeh,Bahrami, Nazli,Vessally, Esmail,Luque, Rafael

, (2021/10/27)

A highly ordered organic-inorganic hybrid nanomaterial containing copper N-heterocyclic carbene complex (Cu-NHC@Pyrm-OMS) was synthesized and characterized using various techniques including FTIR, MAS NMR, XRD, TGA, SEM, and TEM. Cu-NHC@Pyrm-OMS nanomaterial is highly efficient heterogeneous system towards the selective oxidation of primary and secondary alcohols to corresponding aldehydes and ketones under mild conditions. Moreover, the supported copper nanocatalyst exhibited outstanding stability and could be reused at least ten times, remaining almost unchanged from initial activity. This work has focused on sustainable and green chemistry that use recoverable nanocatalyst, clean oxidant and aqueous media.

Process route upstream and downstream products

Process route

(E)-2-Hexen-1-ol
928-95-0

(E)-2-Hexen-1-ol

(E)-2-Hexenal
6728-26-3

(E)-2-Hexenal

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

(E)-2-Hexenoic acid
13419-69-7

(E)-2-Hexenoic acid

hexanal
66-25-1

hexanal

2-hexene
592-43-8

2-hexene

Conditions
Conditions Yield
In neat (no solvent); at 50 ℃; for 24h; under 750.075 Torr; Green chemistry;
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

octa-1,3,7-triene
1002-35-3

octa-1,3,7-triene

C<sub>14</sub>H<sub>24</sub>O

C14H24O

hexanal
66-25-1

hexanal

Conditions
Conditions Yield
With (1,3-dimesitylimidazolin-2-ylidene)palladium(0)-η2,η2-1,1,3,3-tetramethyl-1,3-divinyldisiloxane; sodium hydroxide; at 80 ℃; for 4h; under 6000.6 Torr; Inert atmosphere; Autoclave;
pentanal
110-62-3

pentanal

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

2,5-dimethylbenzaldehyde
5779-94-2

2,5-dimethylbenzaldehyde

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

benzaldehyde
100-52-7

benzaldehyde

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

propionaldehyde
123-38-6

propionaldehyde

butyraldehyde
123-72-8

butyraldehyde

hexanal
66-25-1

hexanal

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

acetone
67-64-1

acetone

m-tolyl aldehyde
620-23-5

m-tolyl aldehyde

isovaleraldehyde
590-86-3

isovaleraldehyde

crotonaldehyde
123-73-9,4170-30-3

crotonaldehyde

Conditions
Conditions Yield
With oxygen; In water; at 250 ℃; under 760.051 Torr; Flow reactor;
ethanol
64-17-5

ethanol

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

octanol
111-87-5

octanol

(E/Z)-2-buten-1-ol
6117-91-5,542-72-3

(E/Z)-2-buten-1-ol

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

ethyl acetate
141-78-6

ethyl acetate

hexanal
66-25-1

hexanal

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

5-hexanolide
823-22-3,26991-67-3

5-hexanolide

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
Conditions Yield
With pyridine; titanium(IV) oxide; hydrogen; In water; at 229.84 ℃; for 6h; under 757.576 Torr; Inert atmosphere;
ethanol
64-17-5

ethanol

diethyl ether
60-29-7,927820-24-4

diethyl ether

octanol
111-87-5

octanol

Ethyl hexanoate
123-66-0

Ethyl hexanoate

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

(E/Z)-2-buten-1-ol
6117-91-5,542-72-3

(E/Z)-2-buten-1-ol

ethene
74-85-1

ethene

2-ethyl-1-butanol
97-95-0

2-ethyl-1-butanol

butyl ethyl ether
628-81-9

butyl ethyl ether

ethyl n-hexyl ether
5756-43-4

ethyl n-hexyl ether

acetic acid butyl ester
123-86-4

acetic acid butyl ester

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

ethyl acetate
141-78-6

ethyl acetate

hexanal
66-25-1

hexanal

butanoic acid ethyl ester
105-54-4

butanoic acid ethyl ester

butanone
78-93-3

butanone

iso-butanol
78-92-2,15892-23-6

iso-butanol

butan-1-ol
71-36-3

butan-1-ol

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
Conditions Yield
at 295 ℃; Autoclave; Supercritical conditions;
ethanol
64-17-5

ethanol

diethyl ether
60-29-7,927820-24-4

diethyl ether

octanol
111-87-5

octanol

Ethyl hexanoate
123-66-0

Ethyl hexanoate

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

(E/Z)-2-buten-1-ol
6117-91-5,542-72-3

(E/Z)-2-buten-1-ol

ethene
74-85-1

ethene

2-ethyl-1-butanol
97-95-0

2-ethyl-1-butanol

butyl ethyl ether
628-81-9

butyl ethyl ether

acetic acid butyl ester
123-86-4

acetic acid butyl ester

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

ethyl acetate
141-78-6

ethyl acetate

hexanal
66-25-1

hexanal

butanoic acid ethyl ester
105-54-4

butanoic acid ethyl ester

butanone
78-93-3

butanone

iso-butanol
78-92-2,15892-23-6

iso-butanol

butan-1-ol
71-36-3

butan-1-ol

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
Conditions Yield
at 275 ℃; for 5h; under 76005.1 Torr; Pressure; Time; Catalytic behavior; Autoclave; Supercritical conditions;
benzyl hexyl ether
61103-84-2

benzyl hexyl ether

1-hexyl nitrite
638-51-7

1-hexyl nitrite

benzaldehyde
100-52-7

benzaldehyde

hexanal
66-25-1

hexanal

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
Conditions Yield
With nitric acid; In dichloromethane; at 20 ℃; for 1h; Further byproducts given;
81%
5-pentyl-3-phenyl-1,2,4-trioxolan
72328-17-7

5-pentyl-3-phenyl-1,2,4-trioxolan

trans-3,6-dipentyl-1,2,4,5-tetroxane
72328-19-9

trans-3,6-dipentyl-1,2,4,5-tetroxane

trans-3,6-diphenyl-1,2,4,5-tetroxane
72328-18-8

trans-3,6-diphenyl-1,2,4,5-tetroxane

benzaldehyde
100-52-7

benzaldehyde

hexanal
66-25-1

hexanal

Conditions
Conditions Yield
With antimonypentachloride; In dichloromethane; for 0.5h; Yields of byproduct given; Ambient temperature;
N-benzylhexylamine
25468-44-4

N-benzylhexylamine

benzaldehyde
100-52-7

benzaldehyde

hexanal
66-25-1

hexanal

Conditions
Conditions Yield
N-benzylhexylamine; With N-(tert-butyl)benzenesulfinimidoyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -78 ℃; for 0.5h;
With hydrogenchloride; In water; at 20 ℃; for 0.5h;
47 % Spectr.
31 % Spectr.
benzyl hexyl ether
61103-84-2

benzyl hexyl ether

hexyl benzoate
6789-88-4

hexyl benzoate

benzaldehyde
100-52-7

benzaldehyde

hexanal
66-25-1

hexanal

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
Conditions Yield
With caesium fluoroxysulphate; In acetonitrile; at 22 ℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

Global suppliers and manufacturers

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