Welcome to LookChem.com Sign In|Join Free

CAS

  • or

66-25-1

Post Buying Request

66-25-1 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

66-25-1 Usage

Description

Hexanal has a characteristic fruity odor and taste (on dilution). May be prepared from the calcium salt of caproic acid and formic acid.

Chemical Properties

Different sources of media describe the Chemical Properties of 66-25-1 differently. You can refer to the following data:
1. Hexanal has a fatty, green, grassy, powerful, penetrating characteristic fruity odor and taste (on dilution).
2. Colorless liquid; sharp aldehyde odor.Immiscible with water.
3. Hexanal occurs, for example, in apple and strawberry aromas as well as in orange and lemon oil. It is a colorless liquid with a fatty, green odor and, in low concentration, is reminiscent of unripe fruit. Hexanal is used in fruit flavors and, when highly diluted, in perfumery for obtaining fruity notes.

Occurrence

Reported found in some natural aromas of apple, strawberry, camphor oil, tea extracts, tobacco leaves, Eucalyptus globulus, dwarf pine, bitter orange and coffee. Also reported found in nearly 300 natural sources including apple, apricot, banana, sweet and sour cherry, citrus peel oils and juices, berries, guava, melon, raisins, peach, pear, papaya, pineapple, asparagus, cabbage, celery, carrot, lettuce, shallots, onion, leek, ginger, parsley, bread, cheeses, butter, milk, fish, meats, cocoa, coffee, tea, nuts, popcorn, potato chips, oat products, honey, soybean, plum, cauliflower, beetroot, celery root, figs, cardamom, coriander seed and leaf, brussel sprouts, rice, quince, radish, lovage, corn oil, laurel and malt

Uses

Different sources of media describe the Uses of 66-25-1 differently. You can refer to the following data:
1. Hexanal occurs naturally inmany foods, such as in ripening fruits, or because of addition as a flavorant; it has an apple taste. It can also be produced in foods because of lipid peroxidation during cooking. It is mainly used as a food flavorant, in fragrances, and in the manufacture of dyes, plasticizers, synthetic resins, and pesticides. It is released to air and water during production or use for the manufacture of other products or during the use of these products themselves. It undergoes oxidation and polymerization readily. Feron et al. identified hexanal in about 80 different types of food.
2. Hexanal is used in the flavor industry to prepare fruity flavors. It is utilized as a flavoring agent in the food industry. It is also used in Witting and aldol reactions.

Definition

ChEBI: A fatty aldehyde that is hexane in which one of the terminal methyl group has been mono-oxygenated to form the corresponding aldehyde.

Preparation

Prepared from the calcium salt of caproic acid and formic acid

Aroma threshold values

Detection: 4.1 to 22.8 ppb; recognition: 400 ppb; aroma characteristics at 2.0%: green, fatty, leafy, vegetative, fruity and clean with a woody nuance

Taste threshold values

Taste characteristics at 2.5 ppm: green, woody, vegetative, apple, grassy, citrus and orange with a fresh, lingering aftertaste

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 1693, 1971 DOI: 10.1021/ja00736a021

General Description

A clear colorless liquid with a pungent odor. Flash point 90°F. Less dense than water and insoluble in water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Caproaldehyde is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. May attack some forms of plastics [USCG, 1999].

Hazard

Flammable, moderate fire risk.

Health Hazard

Ingestion causes irritation of mouth and stomach. Contact with vapor or liquid irritates eyes. Liquid irritates skin.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: May attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Check Digit Verification of cas no

The CAS Registry Mumber 66-25-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 6 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 66-25:
(4*6)+(3*6)+(2*2)+(1*5)=51
51 % 10 = 1
So 66-25-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O/c1-2-3-4-5-6-7/h6H,2-5H2,1H3

66-25-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (H0133)  Hexanal  >98.0%(GC)

  • 66-25-1

  • 25mL

  • 125.00CNY

  • Detail
  • TCI America

  • (H0133)  Hexanal  >98.0%(GC)

  • 66-25-1

  • 500mL

  • 595.00CNY

  • Detail
  • Alfa Aesar

  • (A16265)  Hexanal, 98%   

  • 66-25-1

  • 100g

  • 284.0CNY

  • Detail
  • Alfa Aesar

  • (A16265)  Hexanal, 98%   

  • 66-25-1

  • 500g

  • 1136.0CNY

  • Detail
  • Sigma-Aldrich

  • (18109)  Hexanal  analytical standard

  • 66-25-1

  • 18109-1ML

  • 595.53CNY

  • Detail

66-25-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name hexanal

1.2 Other means of identification

Product number -
Other names Hexanal

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:66-25-1 SDS

66-25-1Synthetic route

hexan-1-ol
111-27-3

hexan-1-ol

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 4 A molecular sieve; tetrabutylammonium periodite; sodium ruthenate(VI) In dichloromethane at 20℃; for 24h; Oxidation;100%
With 4 A molecular sieve; tetrabutylammonium perchlorate; Ru-Cu-Al-hydrotalcite In toluene at 60℃; for 24h;100%
With iodosylbenzene; Cl-CH2-PS supported 5-amino-1,10-phenanthroline-Ru In acetonitrile at 60℃; for 2h;100%
1,1-diethoxyhexane
3658-93-3

1,1-diethoxyhexane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With water In tetrahydrofuran; diethyl ether at 80℃; under 6000.6 Torr; Inert atmosphere; Autoclave;100%
With dibromotriphenylphosphorane In dichloromethane at -50℃; for 1h;74%
With 6C72H112O8*8H2O In chloroform-d1; water for 1h; Inert atmosphere;
1,1-hexanediol diacetate
64847-81-0

1,1-hexanediol diacetate

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With beta zeolite modified with chlorosulphonic acid (28 wtpercent) In ethanol at 50℃; for 0.0833333h;100%
With ethanol at 50℃; for 0.166667h; chemoselective reaction;98%
With (NH4)3PW12O40 In methanol at 20℃; for 2h;92%
1,1-dimethoxyhexane
1599-47-9

1,1-dimethoxyhexane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With water In tetrahydrofuran; diethyl ether at 80℃; under 6000.6 Torr; Inert atmosphere; Autoclave;100%
hexanoic acid
142-62-1

hexanoic acid

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With thexylchloroborane-Me2SO4 In dichloromethane for 0.25h; Ambient temperature;99%
With thexylchloroborane-Me2SO4 In dichloromethane for 0.25h; Product distribution; Ambient temperature; other aliphatic and aromatic acids, other products, other times;99%
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;94%
hexanoic acid Li-salt
16577-51-8

hexanoic acid Li-salt

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature;99%
(E)-2-Hexenal
6728-26-3

(E)-2-Hexenal

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With hydrogen; sodium dodecyl-sulfate; palladium diacetate In tetrahydrofuran; water at 20℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; chemoselective reaction;98%
With N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 1h;89%
With hydrogen In isopropyl alcohol at 110℃; under 22502.3 Torr; for 3h; Autoclave;35.2%
N-methoxy-N-methyl hexanamide
64214-56-8

N-methoxy-N-methyl hexanamide

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With lithium diisobutyl-tert-butoxyaluminum hydride In tetrahydrofuran; hexane at 0℃; Reagent/catalyst; Inert atmosphere; chemoselective reaction;97%
With benzoic acid ethyl ester; copper diisobutyl-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; chemoselective reaction;99 %Chromat.
hexan-1-ol
111-27-3

hexan-1-ol

A

n-hexyl caproate
6378-65-0

n-hexyl caproate

B

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide In dichloromethane; water at 0℃; Electrolysis; Saturated solution;A n/a
B 95%
With calcium dichloride dihydrate; oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water In dichloromethane at 20℃; for 2.5h; Catalytic behavior; Reagent/catalyst; Time; Solvent; Overall yield = 59 %Chromat.;A 91%
B 9%
With oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; water In dichloromethane at 20℃; for 4h; Catalytic behavior; Overall yield = 7 %Chromat.;A 9%
B 52%
isopropyl amyl carbinol
26533-34-6

isopropyl amyl carbinol

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With lead(IV) acetate; lithium chloride In benzene at 80℃;95%
hex-1-yne
693-02-7

hex-1-yne

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With chloro(cyclopentadienyl)[bis(diphenylphosphino)methane]ruthenium; water In isopropyl alcohol at 100℃; for 12h;95%
With water; C46H53F3N4O4P2RuS In acetone at 69 - 72℃; for 36h; Product distribution; Further Variations:; Catalysts; Reagents; anti-Markovnikov hydration;96 % Spectr.
With water; ruthenium In benzene-d6 at 70℃; Product distribution; Further Variations:; Catalysts;
2-hexyloxy-tetrahydro-pyran
1927-63-5

2-hexyloxy-tetrahydro-pyran

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 1h; Heating;94%
1-bromo-hexane
111-25-1

1-bromo-hexane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; potassium iodide at 100℃; for 0.0833333h; Microwave irradiation; Ionic liquid;94%
With dihydrogen peroxide In ethanol for 7h; Reflux; Green chemistry;62%
1,1'-bis(phenylthio)hexane
73188-53-1

1,1'-bis(phenylthio)hexane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In dichloromethane for 1h; Ambient temperature;92%
hexanal oxime
6033-61-0

hexanal oxime

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With water; Dess-Martin periodane In dichloromethane at 5℃; for 0.5h;92%
With molybdenum(V) chloride; zinc In acetonitrile at 20℃; for 0.333333h;78%
With potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; acetic acid In water at 40 - 45℃; for 5h;70%
With iodine at 45 - 60℃; for 0.183333h; Reagent/catalyst; Microwave irradiation;70%
trans-2-Octene
13389-42-9

trans-2-Octene

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin; naphthalene; oxygen; isovaleraldehyde at 80℃; under 760.051 Torr; for 6h;92%
Stage #1: trans-2-Octene With cis-[Ru(2,9-Me2phen)2(OH2)2](PF6)2 In acetonitrile at 55℃; for 0.5h;
Stage #2: With dihydrogen peroxide In acetonitrile for 8h;
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sulfuric acid / acetonitrile; water / 20 °C
3: C21H12Cl6NO4V / toluene / 3 h / 100 °C / 760.05 Torr
View Scheme
hexanoxytrimethylsilane
17888-62-9

hexanoxytrimethylsilane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 1.33333h; Heating;90%
hex-2-yn-1-ol
764-60-3

hex-2-yn-1-ol

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 20 % Pd(OH)2/C; hydrogen In benzene at 20℃; for 0.5h;90%
sodium caproate
10051-44-2

sodium caproate

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 0.5h; Ambient temperature;87%
N,N-dimethylhexanamide
5830-30-8

N,N-dimethylhexanamide

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 3h;86%
With diethyl ether; lithium diethoxyaluminum hydride
With sodium diethylpiperidinohydroaluminate In tetrahydrofuran at 0℃; for 3h;96 % Chromat.
2-n-pentyl-1,3-dithiolane
74585-39-0

2-n-pentyl-1,3-dithiolane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With sodium nitrate; sulfuric acid; silica gel In dichloromethane at 20℃; for 0.416667h;86%
With polystyryl-mercury trifluoroacetate; water In dichloromethane at 23℃; for 96h; Product distribution; var. temp., and time, var. solvents; other thioacetals and thioketals;42 % Chromat.
1,2-epoxyheptane
5063-65-0

1,2-epoxyheptane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With sodium paraperiodate; sulfuric acid In water at 20℃; for 0.5h;85%
1-penten
109-67-1

1-penten

carbon monoxide
201230-82-2

carbon monoxide

A

2-methylvaleraldehyde
123-15-9

2-methylvaleraldehyde

B

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With acetylacetonatodicarbonylrhodium(l); hydrogen; triphenylphosphine In neat (no solvent) at 80℃; under 7500.75 Torr; for 1h; Catalytic behavior; Time; Autoclave;A 11.1%
B 83.7%
With hydrogen; (polymer-PPh2)2Ru(CO)3 In benzene at 140℃; under 51714.8 Torr; for 20h; Product distribution; further temperature, pressure; other catalysts;
With water; dodecacarbonyltetrairidium In methanol at 150℃; under 41371.8 Torr; for 0.5h; Product distribution; other group 8 transition-metal catalysts;
hex-1-enylboronic acid

hex-1-enylboronic acid

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; under 760.051 Torr; for 31h; Irradiation; Green chemistry;83%
hex-1-yne
693-02-7

hex-1-yne

A

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

n-hexan-2-one

B

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With sodium hydroxide; thexylbromoborane dimethyl sulfide complex; dihydrogen peroxide Product distribution; directive effect of thexylhaloborane-methyl sulfide in the hydroboration of alkynes; further reagents; multistep reaction;A n/a
B 82%
With water; ; (pentafluorophenyl)diphenylphosphine In isopropyl alcohol at 65℃; for 12h; Title compound not separated from byproducts;A 3.0 % Chromat.
B 71 % Chromat.
Stage #1: hex-1-yne With aniline; bis(trimethylsilyl)acetylenetitanocene In toluene at 85℃; for 24h;
Stage #2: With hydrogenchloride Title compound not separated from byproducts;
With C35H44F3N5O3PtS In benzene-d6; water; acetone for 24h; Glovebox; Sealed tube; Heating; Inert atmosphere;A 21 %Spectr.
B 79 %Spectr.
Hexanoyl chloride
142-61-0

Hexanoyl chloride

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With sodium tris(tert-butoxo)aluminium hydride In tetrahydrofuran; diethylene glycol dimethyl ether at -78℃; for 1h;81%
Stage #1: Hexanoyl chloride With aluminium hydride In tetrahydrofuran at 20℃; for 1h; Metallation;
Stage #2: With pyridinium chlorochromate In tetrahydrofuran; dichloromethane at 20℃; for 6h; Oxidation;
81%
With tri-n-butyl-tin hydride; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 25℃; for 0.25h;80%
benzyl hexyl ether
61103-84-2

benzyl hexyl ether

A

1-hexyl nitrite
638-51-7

1-hexyl nitrite

B

benzaldehyde
100-52-7

benzaldehyde

C

hexanal
66-25-1

hexanal

D

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With nitric acid In dichloromethane at 20℃; for 1h; Further byproducts given;A n/a
B 81%
C n/a
D n/a
(+/-)-4,5-dimethyl-3-(cis-2-methylcyclopentyloxy)-thiazole-2(3H)-thione

(+/-)-4,5-dimethyl-3-(cis-2-methylcyclopentyloxy)-thiazole-2(3H)-thione

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

A

4,5-dimethyl-2-(tributylstannylsulfanyl)-thiazole
35108-31-7

4,5-dimethyl-2-(tributylstannylsulfanyl)-thiazole

B

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
In benzene-d6 at 20℃; for 0.5h; Inert atmosphere; UV-irradiation;A 81%
B 71%
1-nitrohexane
646-14-0

1-nitrohexane

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In methanol; water for 8h; Ambient temperature;80%
With sodium perborate for 6h; Ionic liquid;75%
Stage #1: 1-nitrohexane With potassium hydroxide In methanol Nef reaction; Continuous flow conditions;
Stage #2: With potassium permanganate; water In methanol at 25℃; Nef reaction; Sonication; Continuous flow conditions; chemoselective reaction;
74%
With sodium hydroxide; sodium chlorite; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 0.7h; Ambient temperature; Yield given;
Multi-step reaction with 2 steps
1: 56 percent / AcONH4 / acetic acid / 10 h / 100 °C
2: aq. H2O2; OH(-); 1-butyl-3-methylimidazolim trifluoromethanesulfonate / 16 h / 25 °C
View Scheme
ethylene glycol
107-21-1

ethylene glycol

hexanal
66-25-1

hexanal

2-pentyl-1,3-dioxolane
3515-94-4

2-pentyl-1,3-dioxolane

Conditions
ConditionsYield
distannoxane 1a In benzene for 0.5h; Mechanism; Product distribution; Heating; other distannoxane catalysts, other aldehydes, other alcohol, other solvents, other reaction times;100%
With 9.0 wt% H4[SiW12O40] on SiO2 In neat (no solvent) at 60℃; for 6h; Reagent/catalyst; chemoselective reaction;99%
With Kaolinitic clay In benzene for 2h; Heating;90%
nitromethane
75-52-5

nitromethane

hexanal
66-25-1

hexanal

1-nitroheptan-2-ol
6302-74-5

1-nitroheptan-2-ol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0 - 20℃; for 24h; Henry reaction;100%
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol Addition;99%
With (S,S)-1,2-diaminocyclohexane; copper(II) acetate monohydrate In ethanol at 20℃; for 12h; Henry reaction; Inert atmosphere; enantioselective reaction;99%
hexanal
66-25-1

hexanal

hexanoic acid
142-62-1

hexanoic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; trans-Re(O)Cl2(OC(CH3)2C(CH3)2O)2P(Ph)3; oxygen In acetonitrile at 30℃; under 760.051 Torr; for 1.1h;100%
With diphenyl diselenide; dihydrogen peroxide In water at 20℃; for 3h; Green chemistry;99%
With N-hydroxyphthalimide; oxygen In acetonitrile at 30℃; for 3h; Schlenk technique;99%
hexanal
66-25-1

hexanal

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With Na-phosphate buffer; horse liver NADH; NAD; sodium formate; <(C5Me5)Rh(bpy-5-OAc)(H2O)>Cl2 at 25℃; for 30h; Product distribution; Mechanism; other ketones, other times, other temperatures, other enzymes;100%
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h; Product distribution; other aldehydes, ketones, carboxylic acids (also sodium salts), acid chlorides, esters, lactones, epoxides, amides, nitriles, nitrogen and sulfur compounds; var. temp., time and ratio of reagents;100%
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h;100%
propargyl alcohol
107-19-7

propargyl alcohol

hexanal
66-25-1

hexanal

(R/S)-non-2-yne-1,4-diol
98262-70-5

(R/S)-non-2-yne-1,4-diol

Conditions
ConditionsYield
Stage #1: propargyl alcohol With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.333333h; Inert atmosphere;
Stage #2: hexanal With cerium(III) chloride In tetrahydrofuran; hexane Reagent/catalyst;
100%
With n-butyllithium In tetrahydrofuran at -78℃;93%
Stage #1: propargyl alcohol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: hexanal In tetrahydrofuran; hexane at -78 - 0℃; for 2h; Inert atmosphere;
86%
3-bromo-3,3-difluropropene
420-90-6

3-bromo-3,3-difluropropene

hexanal
66-25-1

hexanal

3,3-difluoro-1-nonen-4-ol
131437-07-5

3,3-difluoro-1-nonen-4-ol

Conditions
ConditionsYield
With indium In water for 3h;100%
With zinc In tetrahydrofuran47%
With indium In N,N-dimethyl-formamide
[3-(2-Methyl-[1,3]dioxolan-2-yl)-1-methylsulfanyl-propyl]-phosphonic acid diethyl ester
80436-57-3

[3-(2-Methyl-[1,3]dioxolan-2-yl)-1-methylsulfanyl-propyl]-phosphonic acid diethyl ester

hexanal
66-25-1

hexanal

{2-Hydroxy-1-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-1-methylsulfanyl-heptyl}-phosphonic acid diethyl ester
80436-58-4

{2-Hydroxy-1-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-1-methylsulfanyl-heptyl}-phosphonic acid diethyl ester

Conditions
ConditionsYield
With n-butyllithium100%
(3,3-diisopropoxy-propyl)-triphenyl-phosphonium bromide
72931-54-5

(3,3-diisopropoxy-propyl)-triphenyl-phosphonium bromide

hexanal
66-25-1

hexanal

(Z)-3-nonenal diisopropyl acetal
120018-49-7

(Z)-3-nonenal diisopropyl acetal

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran for 12h; -100 deg C to RT;100%
With sodium hexamethyldisilazane 1.) THF, toluene, RT, 1 h, 2.) from -100 to 0 deg C, 4 h; Yield given. Multistep reaction;
With sodium hexamethyldisilazane 1.) THF, room temp., 1 h; HMPA, 0 deg C, 1 h, 2.) -100 deg C to room temp., overnight; Yield given. Multistep reaction;
2-methylseleno-2-phenylselenopropan
123445-64-7

2-methylseleno-2-phenylselenopropan

hexanal
66-25-1

hexanal

A

butyl methyl selenide
32773-42-5

butyl methyl selenide

B

(phenylseleno)-2-propane
22233-89-2

(phenylseleno)-2-propane

C

2-phenylseleno-2-methyl octane-3-ol
123445-63-6

2-phenylseleno-2-methyl octane-3-ol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.2h;A 100%
B 10%
C 90%
hexanal
66-25-1

hexanal

N-(2-methoxyphenyl)-2-<(tributylstannyl)methyl>propenamide
101566-91-0

N-(2-methoxyphenyl)-2-<(tributylstannyl)methyl>propenamide

4-hydroxy-N-(2-methoxyphenyl)-2-methylenenonanamide
101566-97-6

4-hydroxy-N-(2-methoxyphenyl)-2-methylenenonanamide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -78 - 0℃; for 4h;100%
hexanal
66-25-1

hexanal

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

1-trimethylsilyloct-1-yn-3-ol
69498-66-4

1-trimethylsilyloct-1-yn-3-ol

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: hexanal In tetrahydrofuran; hexane at -78 - 20℃; for 3h;
100%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: hexanal In tetrahydrofuran; hexane at 0℃; for 4h;
96%
With n-butyllithium In hexane at 25℃; for 1.5h;80%
hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With 1,3-dimethylimidazolim iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane for 3h; Heating;100%
With N-benzyl-N,N,N-triethylammonium chloride; 1-chloro-1-fluoromethyl phenyl sulfone In tetrahydrofuran at 20℃; for 4h;85%
With L-Tryptophan In water at 20℃; for 3h; Catalytic behavior; Solvent; Sealed tube; Green chemistry;78%
3-azidopropan-1-ol
72320-38-8

3-azidopropan-1-ol

hexanal
66-25-1

hexanal

2-Pentyl-5,6-dihydro-4H-[1,3]oxazine

2-Pentyl-5,6-dihydro-4H-[1,3]oxazine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane Ambient temperature; other reagents: H2SO4, TiCl4, SnCl4, trimethylsilyl triflate;100%
hexanal
66-25-1

hexanal

(1S,5S,6S,7R)-6,7-epoxy-6-[(E)-2'-carbobenzyloxy-1'-vinyl]-2-oxabicyclo[3.3.0]octan-3-one
249890-38-8

(1S,5S,6S,7R)-6,7-epoxy-6-[(E)-2'-carbobenzyloxy-1'-vinyl]-2-oxabicyclo[3.3.0]octan-3-one

(1S,5R,7R,2'R,S,3'R,S)-7-hydroxy-6-[(E,Z)-3'-hydroxyoct-2'-carbobenzyloxy-1'-ylidene]-2-oxabicyclo[3.3.0]octan-3-one
249890-37-7

(1S,5R,7R,2'R,S,3'R,S)-7-hydroxy-6-[(E,Z)-3'-hydroxyoct-2'-carbobenzyloxy-1'-ylidene]-2-oxabicyclo[3.3.0]octan-3-one

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran at -78℃; for 0.833333h; Condensation;100%
hexanal
66-25-1

hexanal

(3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one
790699-58-0

(3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one

6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one
849692-99-5

6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one

Conditions
ConditionsYield
Stage #1: (3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one With TEA; t-butyldimethylsiyl triflate In dichloromethane
Stage #2: hexanal With boron trifluoride diethyl etherate at -70℃;
100%
hexanal
66-25-1

hexanal

(5-hexyl-furan-3-yloxy)-trimethyl-silane
845960-16-9

(5-hexyl-furan-3-yloxy)-trimethyl-silane

5-hexyl-2-(1-hydroxy-hexyl)-furan-3-one

5-hexyl-2-(1-hydroxy-hexyl)-furan-3-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -78℃; for 1h;100%
hexanal
66-25-1

hexanal

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

(E)-2-cyano-oct-2-enoic acid methyl ester
111735-80-9

(E)-2-cyano-oct-2-enoic acid methyl ester

Conditions
ConditionsYield
With piperidine; acetic acid at 20℃; for 14h;100%
(R)-2-methoxy-1-phenylethylamine
64715-85-1, 91298-74-7, 127180-88-5

(R)-2-methoxy-1-phenylethylamine

hexanal
66-25-1

hexanal

C15H23NO

C15H23NO

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

hexanal
66-25-1

hexanal

(E)-oct-2-enoic acid
1871-67-6

(E)-oct-2-enoic acid

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 25℃; for 12h; Horner-Wadsworth-Emmons reaction;100%
6-({4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one
866932-09-4

6-({4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one

hexanal
66-25-1

hexanal

6-(hexyl{4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one
866932-12-9

6-(hexyl{4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one

Conditions
ConditionsYield
Stage #1: 6-({4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one; hexanal With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 70℃; for 24h;
Stage #2: With sodium hydrogencarbonate In water; 1,2-dichloro-ethane
100%
styrene
292638-84-7

styrene

sorbic Acid
110-44-1

sorbic Acid

hexanal
66-25-1

hexanal

(1RS,2SR)-2-(1-hydroxyhexyl)-3,5-hexadienoic acid
142077-75-6, 142077-76-7, 142247-75-4, 142247-76-5, 142247-77-6

(1RS,2SR)-2-(1-hydroxyhexyl)-3,5-hexadienoic acid

Conditions
ConditionsYield
In tetrahydrofuran; water; diisopropylamine; pentane100%
(R)-1-Amino-2-(methoxymethyl)pyrrolidine
72748-99-3

(R)-1-Amino-2-(methoxymethyl)pyrrolidine

hexanal
66-25-1

hexanal

C12H24N2O
128718-25-2

C12H24N2O

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; Molecular sieve; Inert atmosphere;100%
nitrostyrene
5153-67-3

nitrostyrene

hexanal
66-25-1

hexanal

(+)-(2S)-2-[(R)-2-nitro-1-phenyl-ethyl]-hexanal

(+)-(2S)-2-[(R)-2-nitro-1-phenyl-ethyl]-hexanal

Conditions
ConditionsYield
With : H-D-Pro-Pro-Glu supported on polyethyleneglycol-polystyrene (TentaGel resin) In chloroform; isopropyl alcohol at -15℃; for 19h; optical yield given as %ee; enantioselective reaction;100%
With 4-methyl-morpholine; C16H26N4O5 In neat (no solvent) at 20℃; for 24h; stereoselective reaction;100%
With 4-methyl-morpholine; H-D-Pro-L-Pro-L-Glu-NH2*TFA In chloroform; isopropyl alcohol at 20℃; optical yield given as %ee; enantioselective reaction;98%
1-pentylisonitrile
18971-59-0

1-pentylisonitrile

hexanal
66-25-1

hexanal

C18H35NO3

C18H35NO3

Conditions
ConditionsYield
With water; sodium sulfate at 20℃; for 7h; Passerini Condensation;100%
hexanal
66-25-1

hexanal

ethyl isocyano formate

ethyl isocyano formate

C11H21NO4

C11H21NO4

Conditions
ConditionsYield
With water; sodium tosylate at 20℃; for 7h; Passerini Condensation;100%
methanesulfonic acid
75-75-2

methanesulfonic acid

hexanal
66-25-1

hexanal

C7H13O3S(1-)*Na(1+)

C7H13O3S(1-)*Na(1+)

Conditions
ConditionsYield
With sodium butanolate In butan-1-ol Reflux;100%

66-25-1Relevant articles and documents

Photoactivated Oxidation of Alcohols by Oxygen

Cameron, Randy E.,Bocarsly, Andrew B.

, p. 6116 - 6117 (1985)

-

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.

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

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.

DIBALH: From known fundamental to an unusual reaction; Chemoselective partial reduction of tertiary amides in the presence of esters

An, Duk Keun,Heo, Yu Jin,Jaladi, Ashok Kumar,Kim, Hyun Tae

, p. 33809 - 33813 (2021/12/09)

This study presents a quick and reliable approach to the chemoselective partial reduction of tertiary amides to aldehydes in the presence of readily reducible ester groups using commercial DIBALH reagent. Moreover, the developed method was also extended to multi-functional molecules bearing ester moieties, which were successfully chemoselectively reduced to the corresponding aldehydes. This journal is

Synthesis of TEMPO radical decorated hollow porous aromatic frameworks for selective oxidation of alcohols

Shen, Yan-Ming,Xue, Yun,Yan, Mi,Mao, Hui-Ling,Cheng, Hu,Chen, Zhuo,Sui, Zhi-Wei,Zhu, Shao-Bin,Yu, Xiu-Jun,Zhuang, Jin-Liang

supporting information, p. 907 - 910 (2021/02/06)

A bottom-up approach was developed to prepare TEMPO radical decorated hollow aromatic frameworks (HPAF-TEMPO) by using TEMPO radical functionalized monomers and SiO2nanospheres as templates. The accessible inner layer, high density of TEMPO sites, and hybrid micro-/mesopores of the HPAF-TEMPO enable the aerobic oxidation of a broad range of alcohols with high efficiency and excellent selectivity.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 66-25-1