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1-Hexanol, also known as hexyl alcohol, is a six-carbon alcohol with the chemical formula C6H13OH. It is a clear, colorless liquid characterized by a slightly fruity odor. This organic compound is recognized for its versatility, serving as a solvent, a component in the production of flavors and perfumes, and as a raw material for synthesizing various other chemicals.

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  • 111-27-3 Structure
  • Basic information

    1. Product Name: 1-Hexanol
    2. Synonyms: Epal 6;NSC 9254;Pentylcarbinol;n-Hexan-1-ol;n-Hexanol;n-Hexylalcohol;Hexylalcohol (8CI);1-Hexyl alcohol;1-Hydroxyhexane;Amylcarbinol;Caproyl alcohol;1-Hexanol;
    3. CAS NO:111-27-3
    4. Molecular Formula: C6H14O
    5. Molecular Weight: 102.17476
    6. EINECS: 203-852-3
    7. Product Categories: N/A
    8. Mol File: 111-27-3.mol
  • Chemical Properties

    1. Melting Point: -52℃
    2. Boiling Point: 158.153 °C at 760 mmHg
    3. Flash Point: 60 °C
    4. Appearance: Colourless liquid
    5. Density: 0.817 g/cm3
    6. Refractive Index: 1.417-1.419
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 15.38±0.10(Predicted)
    10. Water Solubility: 6 g/L (25℃)
    11. CAS DataBase Reference: 1-Hexanol(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1-Hexanol(111-27-3)
    13. EPA Substance Registry System: 1-Hexanol(111-27-3)
  • Safety Data

    1. Hazard Codes:  Xn:Harmful;
    2. Statements: R22:;
    3. Safety Statements: S24/25:;
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 111-27-3(Hazardous Substances Data)

111-27-3 Usage

Uses

Used in the Solvent Industry:
1-Hexanol is used as a solvent for its ability to dissolve a wide range of substances, making it valuable in various industrial applications where a non-reactive liquid medium is required.
Used in the Flavor and Fragrance Industry:
1-Hexanol is used as a component in the production of flavors and perfumes due to its distinctive fruity scent, enhancing the aroma profiles of various consumer products.
Used in the Chemical Synthesis Industry:
1-Hexanol serves as a raw material for the synthesis of esters, which are utilized as flavor and fragrance additives, contributing to the rich sensory experiences of food, beverages, and cosmetic products.
Used in the Plasticizer Production:
1-Hexanol is used in the production of plasticizers, which are additives that increase the flexibility and workability of plastics, improving their performance in various applications.
Used as a Precursor in Chemical Production:
1-Hexanol acts as a precursor to other chemicals such as 1-hexyl chloride, highlighting its importance in the synthesis of a diverse range of chemical products.
Given its slightly soluble nature in water and its flammable properties, 1-Hexanol requires careful handling to ensure safety in its various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 111-27-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 111-27:
(5*1)+(4*1)+(3*1)+(2*2)+(1*7)=23
23 % 10 = 3
So 111-27-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3

111-27-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A18232)  1-Hexanol, 99%   

  • 111-27-3

  • 500ml

  • 234.0CNY

  • Detail
  • Alfa Aesar

  • (A18232)  1-Hexanol, 99%   

  • 111-27-3

  • 2500ml

  • 546.0CNY

  • Detail
  • Alfa Aesar

  • (31638)  1-Hexanol, 99+%   

  • 111-27-3

  • 4L

  • 2758.0CNY

  • Detail
  • Sigma-Aldrich

  • (471402)  1-Hexanol  anhydrous, ≥99%

  • 111-27-3

  • 471402-100ML

  • 806.13CNY

  • Detail
  • Sigma-Aldrich

  • (471402)  1-Hexanol  anhydrous, ≥99%

  • 111-27-3

  • 471402-1L

  • 1,755.00CNY

  • Detail
  • Sigma-Aldrich

  • (471402)  1-Hexanol  anhydrous, ≥99%

  • 111-27-3

  • 471402-2L

  • 2,523.69CNY

  • Detail
  • Sigma-Aldrich

  • (H13303)  1-Hexanol  reagent grade, 98%

  • 111-27-3

  • H13303-100ML

  • 265.59CNY

  • Detail
  • Sigma-Aldrich

  • (H13303)  1-Hexanol  reagent grade, 98%

  • 111-27-3

  • H13303-1L

  • 515.97CNY

  • Detail
  • Sigma-Aldrich

  • (H13303)  1-Hexanol  reagent grade, 98%

  • 111-27-3

  • H13303-2.5L

  • 936.00CNY

  • Detail
  • Vetec

  • (V900242)  1-Hexanol  Vetec reagent grade, 98%

  • 111-27-3

  • V900242-500ML

  • 184.86CNY

  • Detail
  • Sigma-Aldrich

  • (52828)  1-Hexanol  ReagentPlus®, ≥99.5% (GC)

  • 111-27-3

  • 52828-5ML

  • 1,104.48CNY

  • Detail
  • Sigma-Aldrich

  • (52828)  1-Hexanol  ReagentPlus®, ≥99.5% (GC)

  • 111-27-3

  • 52828-25ML

  • 4,079.79CNY

  • Detail

111-27-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name hexan-1-ol

1.2 Other means of identification

Product number -
Other names n-C6H13OH

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:111-27-3 SDS

111-27-3Synthetic route

Ethyl hexanoate
123-66-0

Ethyl hexanoate

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.5h;100%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;93%
With ethanol; ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium tert-butylate In toluene at 80℃; for 16h; Catalytic behavior; Reagent/catalyst;89%
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%
methyl hexanoate
106-70-7

methyl hexanoate

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With C39H39N6ORu(1+)*Br(1-); potassium methanolate; hydrogen In tetrahydrofuran at 70℃; under 37503.8 Torr; for 4h; Reagent/catalyst;100%
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
With C30H26Cl2N3PRu; hydrogen; sodium ethanolate In toluene at 80℃; under 38002.6 Torr; for 16h; Catalytic behavior; Autoclave; Inert atmosphere; Schlenk technique;95%
2,4,6-triisopropyl-benzenesulfonic acid n-hexylester
82965-03-5

2,4,6-triisopropyl-benzenesulfonic acid n-hexylester

A

1,3,5-triisopropyl benzene
717-74-8

1,3,5-triisopropyl benzene

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide; toluene Product distribution; Mechanism; further solvents;A 100%
B 100%
n-hexyl caproate
6378-65-0

n-hexyl caproate

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
With C66H102N4OP2Ru; hydrogen In toluene at 105℃; under 22502.3 Torr; for 20h; Inert atmosphere; Glovebox;99%
With C31H26ClN2OPRu; hydrogen; sodium methylate In tetrahydrofuran at 80℃; for 2h;98%
propyl hexanoate
626-77-7

propyl hexanoate

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
2-hexyloxy-tetrahydro-pyran
1927-63-5

2-hexyloxy-tetrahydro-pyran

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In methanol99.6%
With silica gel; iron(III) chloride for 45h; Ambient temperature;98.5%
ammonium cerium(IV) nitrate In alkaline aq. solution; acetonitrile at 70℃; for 2h; pH=8; Decomposition;94%
1-hexene
592-41-6

1-hexene

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
Stage #1: 1-hexene With 9-bora-bicyclo[3.3.1]nonane
Stage #2: With sodium peroxoborate tetrahydrate
99%
Stage #1: 1-hexene With borane-THF In tetrahydrofuran at 25℃; for 0.0138889h; Flow reactor;
Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; ethanol; water at 20℃; for 0.00555556h; Flow reactor;
88%
With di-n-pentylbromoborane; alkaline H2O2; sodium hydride 1.) diglyme, room temperature, 7 h; further dialkylbromoboranes; Yield given. Multistep reaction;
hexyl 2,4,6-trimethylbenzenesulfonate
82965-02-4

hexyl 2,4,6-trimethylbenzenesulfonate

A

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide; toluene Product distribution; Mechanism; further solvents;A 85%
B 99%
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A 99%
B n/a
With hydrogen In methanol at 30℃; under 760.051 Torr; for 3h;A 99%
B 1%
With hydrogen In methanol at 20℃; under 150.015 - 900.09 Torr; for 0.0116667h; Inert atmosphere; Schlenk technique; Green chemistry;A n/a
B n/a
hexanoic acid
142-62-1

hexanoic acid

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With water In aq. phosphate buffer at 20℃; pH=7.4; Electrolysis; Inert atmosphere; Enzymatic reaction;98.3%
With hydrogen; Rh/Al2O3; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 150℃; under 76000 Torr; for 16h;95%
With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate) In toluene at 80℃; for 16h; sealed tube;94%
Caproamide
628-02-4

Caproamide

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique;98%
With ethanol; sodium
With sodium aluminum tetrahydride In tetrahydrofuran for 12h; Ambient temperature;
benzenesulfonic acid n-hexylester
781-07-7

benzenesulfonic acid n-hexylester

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane; isopropyl alcohol at 23℃; for 2h;A 98%
B 98%
2-hexenal
505-57-7

2-hexenal

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium diacetate In methanol at 20℃; for 0.5h;98%
hex-2-yn-1-ol
764-60-3

hex-2-yn-1-ol

A

(Z)-2-hexen-1-ol
928-94-9

(Z)-2-hexen-1-ol

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen In tetrahydrofuran at 30℃; under 760.051 Torr; for 6h;A 98%
B 2%
2-Ethylhexanoic acid
149-57-5

2-Ethylhexanoic acid

1-Chlorohexane
544-10-5

1-Chlorohexane

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
In sodium hydroxide; water97%
1-(2-Thioxo-thiazolidin-3-yl)-hexan-1-one
74058-62-1

1-(2-Thioxo-thiazolidin-3-yl)-hexan-1-one

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate; water In tetrahydrofuran Ambient temperature;96%
benzenesulfonic acid n-hexylester
781-07-7

benzenesulfonic acid n-hexylester

A

lithium benzenesulfinate
16883-74-2

lithium benzenesulfinate

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide; toluene at 23℃; for 2h; Product distribution; Mechanism; further solvents (effect of pKa);A 95%
B 95%
4-methylbenzenesulfonic acid n-hexylester
3839-35-8

4-methylbenzenesulfonic acid n-hexylester

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane; isopropyl alcohol at 23℃; for 2h;A 95%
B 95%
4-chlorobenzenesulfonic acid n-hexylester
69564-60-9

4-chlorobenzenesulfonic acid n-hexylester

A

4-chlorobenzenesulfinic acid
100-03-8

4-chlorobenzenesulfinic acid

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane; isopropyl alcohol at 23℃; for 2h;A 91%
B 95%
hexyl 2-propenyl ether
3295-94-1

hexyl 2-propenyl ether

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With aniline; (ϖ-allyl)palladium triflate based catalyst at 50℃; for 2h;94%
With lithium aluminium tetrahydride; bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran for 8h; Ambient temperature;84%
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; polydimethylsiloxane In methanol; water at 50℃; for 24h;77%
2-hexen-1-ol
2305-21-7

2-hexen-1-ol

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
Stage #1: 2-hexen-1-ol With lithium triethylborohydride; cobalt(II) bromide In tetrahydrofuran Inert atmosphere; Glovebox;
Stage #2: With hydrogen In tetrahydrofuran at 60℃; under 7500.75 Torr; for 3h;
94%
1-hexene
592-41-6

1-hexene

A

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

n-hexan-2-ol

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
Stage #1: 1-hexene With Thexylboran
Stage #2: With sodium peroxoborate tetrahydrate
A n/a
B 93%
With borane-THF; dihydrogen peroxide; sodium carbonate 1.) THF, 0 deg C; 2.) H2O/THF, 50 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
With dimesitylboron hydride In tetrahydrofuran at 25℃; for 8h; Yields of byproduct given. Title compound not separated from byproducts;A n/a
B 96 % Chromat.
4-methoxybenzenesulfonic acid n-hexylester
69564-56-3

4-methoxybenzenesulfonic acid n-hexylester

A

4-methoxybenzenesulfinic acid
1709-60-0

4-methoxybenzenesulfinic acid

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide at 23℃; for 2h;A 93%
B 90%
1-(tert-butyldimethylsilyl)oxyhexane
80033-60-9

1-(tert-butyldimethylsilyl)oxyhexane

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With diisobutylaluminium hydride In dichloromethane; toluene at 23℃; for 2h;93%
hexan-1-amine
111-26-2

hexan-1-amine

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With carbonylchloro[4,5-bis(diisopropylphosphinomethyl)acridine]hydridoruthenium(II); water; hydrogen In 1,4-dioxane at 135℃; under 3750.38 Torr; for 48h; Pressure; Schlenk technique; Inert atmosphere;93%
2,4-hexadiene-1-ol
111-28-4

2,4-hexadiene-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

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

(E)-3-hexen-1-ol

D

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen; (methyl benzoate)Cr(CO)6 In methanol at 190 - 200℃; under 36775.4 Torr; for 2h;A 92.5%
B 4.6%
C 2.3%
D 0.6%
With hydrogen; (1,2,4,5-tetramethylbenzene)tricarbonylchromium(0) In methanol at 190 - 200℃; under 36775.4 Torr; for 4h; Product distribution; other arene ligands, other solvents; also in absence of arene ligands;
hexahydro-2H-oxepin-2-one
502-44-3

hexahydro-2H-oxepin-2-one

A

1,6-hexanediol
629-11-8

1,6-hexanediol

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen In 1,2-dimethoxyethane at 80℃; under 60006 Torr; for 2h; Reagent/catalyst; Pressure; Solvent; Temperature;A 92.3%
B 8%
With hydrogen; (acetylacetonato)dicarbonylrhodium (l); molybdenum hexacarbonyl In 1,4-dioxane at 150℃; under 75007.5 Torr; for 3h;A 79%
B 7%
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With Na12(Ga4(1,5-bis(2,3-dihydroxybenzamido)naphthalene))6; [(DMPE)Rh(COD)][BF4]; hydrogen In water-d2 at 20℃; for 12h; Reagent/catalyst;92%
phthalic anhydride
85-44-9

phthalic anhydride

hexan-1-ol
111-27-3

hexan-1-ol

mono-n-hexyl phthalate
24539-57-9

mono-n-hexyl phthalate

Conditions
ConditionsYield
at 20 - 50℃; for 1h; Temperature;100%
at 100 - 110℃;
at 20 - 135℃;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

hexan-1-ol
111-27-3

hexan-1-ol

n-hexyl methanesulfonate
16156-50-6

n-hexyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -15℃; for 1h; Green chemistry;100%
With triethylamine99%
With triethylamine In dichloromethane at 0 - 20℃;99%
aniline
62-53-3

aniline

hexan-1-ol
111-27-3

hexan-1-ol

N-hexylaniline
4746-32-1

N-hexylaniline

Conditions
ConditionsYield
With C19H35Cl2CoN2P; sodium triethylborohydride In toluene at 150℃; for 24h;100%
With chloro(η5-pentamethylcyclopentadienyl)(L-prolinato)iridium(III) In toluene at 95℃; for 24h; Inert atmosphere; Sealed tube;98%
With chloro(η5-pentamethylcyclopentadienyl)(L-prolinato)iridium(III) In toluene at 95℃; for 24h;98%
vinyl acetate
108-05-4

vinyl acetate

hexan-1-ol
111-27-3

hexan-1-ol

1-hexyl acetate
142-92-7

1-hexyl acetate

Conditions
ConditionsYield
With dilithium tetra(tert-butyl)zincate In toluene at 0℃; for 1h; Inert atmosphere;100%
With pseudomonas fuorescens lipase immobilized on multiwall carbon nano-tubes at 50℃; for 5h; Green chemistry;99%
With sulfuric acid beim Erhitzen;
With aluminium trichloride at 105℃;
In diethyl ether at 35℃; Candida cylindracea lipase;
hexan-1-ol
111-27-3

hexan-1-ol

n-hexyl caproate
6378-65-0

n-hexyl caproate

Conditions
ConditionsYield
With C23H42N2OP2Ru for 12h; Reflux; Inert atmosphere; Darkness;100%
Ru complex at 157℃; for 24h; Inert atmosphere;99%
With calcium hypochlorite In water; acetic acid; acetonitrile at 0℃; for 1h;98%
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%
hexan-1-ol
111-27-3

hexan-1-ol

hexanoic acid
142-62-1

hexanoic acid

Conditions
ConditionsYield
With air; potassium carbonate In water at 66.84℃; for 24h;100%
With oxygen In water at 80℃; under 760.051 Torr; for 24h;99.3%
Stage #1: hexan-1-ol With gold on titanium oxide In water at 90℃; for 0.166667h; Inert atmosphere;
Stage #2: With dihydrogen peroxide In water at 90℃; for 1.08333h; Inert atmosphere; chemoselective reaction;
99%
3-tert-butoxycarbonyl-2-chloro-1,3,2-oxazaphospholidine
148160-26-3

3-tert-butoxycarbonyl-2-chloro-1,3,2-oxazaphospholidine

hexan-1-ol
111-27-3

hexan-1-ol

3-tert-butoxycarbonyl-2-hexyloxy-1,3,2-oxazaphospholidine
148160-27-4

3-tert-butoxycarbonyl-2-hexyloxy-1,3,2-oxazaphospholidine

Conditions
ConditionsYield
With triethylamine In dichloromethane -60 deg C to r.t., 1 h;100%
Propiolic acid
471-25-0

Propiolic acid

hexan-1-ol
111-27-3

hexan-1-ol

acetylene carboxylic acid n-hexyl ester
68279-21-0

acetylene carboxylic acid n-hexyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene100%
toluene-4-sulfonic acid In toluene for 18h; Heating / reflux;96%
With toluene-4-sulfonic acid84%
With toluene-4-sulfonic acid In benzene for 16h; Heating;84%
Glp-Glu-Pro-NH2

Glp-Glu-Pro-NH2

hexan-1-ol
111-27-3

hexan-1-ol

(S)-5-((S)-2-Carbamoyl-pyrrolidin-1-yl)-5-oxo-4-[((S)-5-oxo-pyrrolidine-2-carbonyl)-amino]-pentanoic acid hexyl ester

(S)-5-((S)-2-Carbamoyl-pyrrolidin-1-yl)-5-oxo-4-[((S)-5-oxo-pyrrolidine-2-carbonyl)-amino]-pentanoic acid hexyl ester

Conditions
ConditionsYield
With polyvinylpyridine polymer-supported dimethylaminopyridine; polystyrene-bound N-cyclohexylcarbodiimide In dichloromethane at 20℃;100%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

hexan-1-ol
111-27-3

hexan-1-ol

5-hexylthio-1-phenyl-1H-tetrazole

5-hexylthio-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 0.5h; Inert atmosphere;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 1h;95%
ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

hexan-1-ol
111-27-3

hexan-1-ol

1-(hexyloxy)-2-nitrobenzene
67285-54-5

1-(hexyloxy)-2-nitrobenzene

Conditions
ConditionsYield
With triethylsilane; t-Bu-P4 In hexane; dimethyl sulfoxide at 100℃; for 2h;100%
3-(triethoxypropyl) isocyanate
24801-88-5

3-(triethoxypropyl) isocyanate

hexan-1-ol
111-27-3

hexan-1-ol

C16H35NO5Si

C16H35NO5Si

Conditions
ConditionsYield
at 85℃; for 24h;100%
4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline
286371-46-8

4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

hexan-1-ol
111-27-3

hexan-1-ol

hexyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate

hexyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane; chloroform; toluene100%
diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

hexan-1-ol
111-27-3

hexan-1-ol

C13H28N2O
123196-37-2

C13H28N2O

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) at 100℃; for 0.0833333h; Microwave irradiation;100%
hexan-1-ol
111-27-3

hexan-1-ol

heptanal
111-71-7

heptanal

Conditions
ConditionsYield
With oxidase In water at 40℃; for 1.5h; Reformatsky Reaction;100%
With oxygen In neat (no solvent) at 45℃; for 7h; Solvent; Temperature;50 %Chromat.
β-naphthol
135-19-3

β-naphthol

hexan-1-ol
111-27-3

hexan-1-ol

2-(n-hexyloxy)naphthalene
31059-20-8

2-(n-hexyloxy)naphthalene

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; chemoselective reaction;100%
With toluene-4-sulfonic acid In neat (no solvent) at 120℃; for 24h; Inert atmosphere; Sealed tube;98%
With p-toluene sulfonic acid - choline chloride covalently immobilized on polymeric microspheres coated iron oxide magnetic nanoparticles In neat (no solvent) at 120℃; for 12h; Reagent/catalyst; Solvent; chemoselective reaction;90%
6-ethyl-2-naphthol
1999-64-0

6-ethyl-2-naphthol

hexan-1-ol
111-27-3

hexan-1-ol

6-ethyl-2-hexyloxynaphthalene

6-ethyl-2-hexyloxynaphthalene

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;100%
4,4'-((pentane-1,5-diylbis(oxy))bis(4,1-phenylene))bis(dihydro-2H-pyran-2,6(3H)-dione)

4,4'-((pentane-1,5-diylbis(oxy))bis(4,1-phenylene))bis(dihydro-2H-pyran-2,6(3H)-dione)

hexan-1-ol
111-27-3

hexan-1-ol

3,3'-((pentane-1,5-diylbis(oxy))bis(4,1-phenylene))bis(5-(hexyloxy)-5-oxopentanoic acid)

3,3'-((pentane-1,5-diylbis(oxy))bis(4,1-phenylene))bis(5-(hexyloxy)-5-oxopentanoic acid)

Conditions
ConditionsYield
With C28H27F6N3O3S In tetrahydrofuran at 25℃; for 72h; Inert atmosphere;100%
4-cyanophenol
767-00-0

4-cyanophenol

hexan-1-ol
111-27-3

hexan-1-ol

1-(4-cyanophenyl)oxyhexane
66052-06-0

1-(4-cyanophenyl)oxyhexane

Conditions
ConditionsYield
With nickel(II) sulfate hexahydrate; 4,4'-Dimethoxy-2,2'-bipyridin; C41H40O16; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Schlenk technique; Irradiation; Inert atmosphere;100%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

hexan-1-ol
111-27-3

hexan-1-ol

2-hexyloxy-tetrahydro-pyran
1927-63-5

2-hexyloxy-tetrahydro-pyran

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In acetonitrile for 0.166667h;99.8%
With sulfated zirconia In dichloromethane for 1h; Ambient temperature;96%
With aminosulfonic acid at 15℃; for 4.5h;96%
acetic anhydride
108-24-7

acetic anhydride

hexan-1-ol
111-27-3

hexan-1-ol

1-hexyl acetate
142-92-7

1-hexyl acetate

Conditions
ConditionsYield
With sodium hydroxide for 0.0194444h; microwave irradiation;99%
With H3[P(Mo3O10)4]*nH2O at 20℃; for 0.1h;97%
With zirconium phosphate In neat (no solvent) at 60℃; for 0.5h; Green chemistry;96%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

hexan-1-ol
111-27-3

hexan-1-ol

2-pentyl-1H-benzoimidazole
5851-46-7

2-pentyl-1H-benzoimidazole

Conditions
ConditionsYield
With C19H35Cl2CoN2P; sodium triethylborohydride In toluene at 150℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Molecular sieve; Schlenk technique;99%
With C15H15ClN7Ru(1+)*Cl(1-); sodium tetraphenyl borate; 1,2-bis-(diphenylphosphino)ethane at 165℃; for 12h; Reagent/catalyst; Schlenk technique; Inert atmosphere;98%
With [Py(NP(iPr)2)(NHP(iPr)2)Ir(cod)]; potassium tert-butylate In diethylene glycol dimethyl ether at 110℃; for 24h; Inert atmosphere;95%

111-27-3Related news

Kinetics of 1-Hexanol (cas 111-27-3) etherification on Amberlyst 7008/26/2019

The kinetics of the liquid-phase etherification of 1-hexanol to di-n-ethyl ether and water on the ion-exchange resin Amberlyst 70 in the temperature range 423–463 K is studied. The strong inhibition effect of water is considered following two approaches. First, a model stemming from a Langmuir–...detailed

Pressure dependence of the solubility of light fullerenes in 1-Hexanol (cas 111-27-3) from 298.15 K to 363.15 K08/25/2019

The solubility of light fullerenes (C60 and C70) in 1-hexanol was investigated in the range of pressures of 0.1–100 MPa and in the range of temperatures of 298.15–363.15 K. In all of the studied temperatures, solubility increases monotonously with increasing pressure. At ambient pressure, we h...detailed

Association of 1-Hexanol (cas 111-27-3) in mixtures with n-hexane: Dielectric, near-infrared and DFT studies08/21/2019

Association of 1-hexanol in n-hexane has been studied by measurements of nonlinear dielectric effect (NDE) and near-infrared (NIR) spectroscopy. Besides, the dipole moments of selected open and cyclic associates were determined by DFT (density functional theory) calculations. All measurements we...detailed

1-Hexanol (cas 111-27-3) conformers in a nitrogen matrix: FTIR study and high-level ab initio calculations08/20/2019

FTIR spectra of 1-hexanol trapped in a nitrogen matrix were registered in the temperature range from 10 to 40 K. The experiment has shown that only non‑hydrogen-bonded alcohol molecules were present in the sample at 10 K. Conformational analysis using high-level ROCBS-QB3 ab-initio calculations ...detailed

111-27-3Relevant articles and documents

Oxyfunctionalization of Alkanes with H2O2 catalysed by Vanadium Silicates

Rao, P. R. Hari Prasad,Ramaswamy, A. V.

, p. 1245 - 1246 (1992)

Vanadium silicate molecular sieves can catalyse the oxyfunctionalization of alkanes to corresponding alcohols, aldehydes and ketones; they are able to oxidise the primary carbon atom as well.

Highly Efficient Photocatalytic Degradation of Dyes by a Copper–Triazolate Metal–Organic Framework

Liu, Chen-Xia,Zhang, Wen-Hua,Wang, Nan,Guo, Penghu,Muhler, Martin,Wang, Yuemin,Lin, Shiru,Chen, Zhongfang,Yang, Guang

, p. 16804 - 16813 (2018)

A copper(I) 3,5-diphenyltriazolate metal–organic framework (CuTz-1) was synthesized and extensively characterized by using a multi-technique approach. The combined results provided solid evidence that CuTz-1 features an unprecedented Cu5tz6 cluster as the secondary building unit (SBU) with channels approximately 8.3 ? in diameter. This metal–organic framework (MOF) material, which is both thermally and chemically (basic and acidic) stable, exhibited semiconductivity and high photocatalytic activity towards the degradation of dyes in the presence of H2O2. Its catalytic performance was superior to that of reported MOFs and comparable to some composites, which has been attributed to its high efficiency in generating .OH, the most active species for the degradation of dyes. It is suggested that the photogenerated holes are trapped by CuI, which yields CuII, the latter of which behaves as a catalyst for a Fenton-like reaction to produce an excess amount of .OH in addition to that formed through the scavenging of photogenerated electrons by H2O2. Furthermore, it was shown that a dye mixture (methyl orange, methyl blue, methylene blue, and rhodamine B) could be totally decolorized by using CuTz-1 as a photocatalyst in the presence of H2O2 under the irradiation of a Xe lamp or natural sunlight.

Interfacial Sites in Ag Supported Layered Double Oxide for Dehydrogenation Coupling of Ethanol to n-Butanol

Zhang, Jian,Shi, Kai,Zhu, Yanru,An, Zhe,Wang, Wanning,Ma, Xiaodan,Shu, Xin,Song, Hongyan,Xiang, Xu,He, Jing

, p. 1095 - 1103 (2021)

Upgrading of ethanol to n-butanol through dehydrogenation coupling has received increasing attention due to the wide application of n-butanol. But the enhancement of ethanol dehydrogenation and followed coupling to produce high selectivity to n-butanol is still highly desired. Our previous work has reported an acid-base-Ag synergistic catalysis, with Ag particles supported on Mg and Al-containing layered double oxides (Ag/MgAl-LDO). Here, Ag-LDO interfaces have been manipulated for dehydrogenation coupling of ethanol to n-butanol by tailoring the size of Ag particles and the interactions between Ag and LDO. It has been revealed that increasing the population of surface Ag sites at Ag-LDO interfaces promotes not only the dehydrogenation of ethanol to acetaldehyde but also the subsequent aldol condensation of generated acetaldehyde. A selectivity of up to 76 % to n-butanol with an ethanol conversion of 44 % has been achieved on Ag/LDO with abundant interfacial Ag sites, much superior to the state-of-the-art catalysts.

New selectivities from old catalysts. Occlusion of Grubbs' catalysts in PDMS to change their reactions

Brett Runge,Mwangi, Martin T.,Bowden, Ned B.

, p. 5278 - 5288 (2006)

This article describes new selectivities for Grubbs' first and second generation catalysts when occluded in a hydrophobic matrix of polydimethylsiloxane (PDMS). Occlusion of catalysts in mm-sized slabs of PDMS is accomplished by swelling with methylene chloride then removing the solvent under vacuum. The catalysts are homogenously dissolved in PDMS yet remain catalytically active. Many substrates that react by olefin metathesis with Grubbs' catalysts freely dissolved in methylene chloride also react by olefin isomerization with occluded catalysts. Eleven examples of substrates that exhibit dual reactivity by undergoing olefin isomerization with occluded catalysts and olefin metathesis with catalysts dissolved in methylene chloride are reported. Most of these substrates have olefins with allylic phosphine oxides, carbonyls, or ethers. Control experiments demonstrate that isomerization is occurring in the solvent by decomposition of the catalyst from a ruthenium carbene to a proposed ruthenium hydride. This work was extended by heating occluded Grubbs' first generation catalyst to 100 °C in 90% MeOH in H2O in the presence of various alkenes to transform the Grubbs' catalyst into an isomerization catalyst for unfunctionalized olefins. This work demonstrates that occlusion of organometallic catalysts in PDMS has important implications for their reactions and can be used as a method to control which reactions they catalyze.

Thermal desulfurization of (Alkoxymethyl)thiiranes

Nalet'Ko,Pervova,Gorbunova,Zapevalov, A. Ya,Toporova,Saloutin

, p. 2120 - 2124 (2014)

Reaction of (alkoxymethyl)oxiranes with thiourea in methanol has afforded the corresponding thiiranes, and catalyst-free thermal desulfurization of the products has been studied. The major products of desulfurization are alcohols and alkenes, both in the cases of (polyfluoroalkyloxymethyl)thiiranes and their non-fluorinated analogs. Longer alkyl chain in thiiranes favors formation of alcohols over alkenes formation in the course of desulfurization.

Mechanistic study of the selective hydrogenation of carboxylic acid derivatives over supported rhenium catalysts

Toyao, Takashi,Ting, Kah Wei,Siddiki, S. M. A. Hakim,Touchy, Abeda S.,Onodera, Wataru,Maeno, Zen,Ariga-Miwa, Hiroko,Kanda, Yasuharu,Asakura, Kiyotaka,Shimizu, Ken-ichi

, p. 5413 - 5424 (2019)

The structure and performance of TiO2-supported Re (Re/TiO2) catalysts for selective hydrogenation of carboxylic acid derivatives have been investigated. Re/TiO2 promotes selective hydrogenation reactions of carboxylic acids and esters that form the corresponding alcohols, and of amides that generate the corresponding amines. These processes are not accompanied by reduction of aromatic moieties. A Re loading amount of 5 wt% and a catalyst pretreatment with H2 at 500 °C were identified as being optimal to obtain the highest catalytic activity for the hydrogenation processes. The results of studies using various characterization methods, including X-ray diffraction (XRD), X-ray absorption fine structure (XAFS), X-ray photoelectron spectroscopy (XPS), and scanning transmission electron microscopy (STEM), indicate that the Re species responsible for the catalytic hydrogenation processes have sub-nanometer to a few nanometer sizes and average oxidation states higher than 0 and below +4. The presence of either a carboxylic acid and/or its corresponding alcohol is critical for preventing the Re/TiO2 catalyst from promoting production of dearomatized byproducts. Although Re/TiO2 is intrinsically capable of hydrogenating aromatic rings, carboxylic acids, alcohols, amides, and amines strongly adsorb on the Re species, which leads to suppression of this process. Moreover, the developed catalytic system was applied to selective hydrogenation of triglycerides that form the corresponding alcohols.

Epoxidation of Alkenes with O2 Catalyzed by EuCl3 under Ambient Conditions

Yamanaka, Ichiro,Nakagaki, Katsumi,Akimoto, Takashi,Otsuka, Kiyoshi

, p. 1717 - 1720 (1994)

EuCl3 dissolved in a mixture of propanoic acid and 1,2-dichloroethane catalyzed the epoxidation of 1-hexene (81.4percent selectivity, 5.34percent yield for 1h) with O2 in the presence of Zn powder at 40 deg C.The epoxidation was also catalyzed by LaCl3 (0.75percent yield) and SmCl3 (0.57percent yield), but CeCl3 (0.08percent yield) was inactive.Epoxidations of styrene and cyclohexene were also promoted by the EuCl3-catalytic system.

LiBH4-promoted Hydroboration of Alkenes with 1,3,2-Benzodioxaborole

Arase, Akira,Nunokawa, Yutaka,Masuda, Yuzuru,Hoshi, Masayuki

, p. 205 - 206 (1991)

In the presence of a small amount of LiBH4 mono-, di-, tri- and tetr-substituted ethenes were hydroborated almost quantitatively with 1,3,2-benzodioxaborole (catecholborane) under very mild conditions.

Catalytic conversion of ethanol into an advanced biofuel: Unprecedented selectivity for n-butanol

Dowson, George R. M.,Haddow, Mairi F.,Lee, Jason,Wingad, Richard L.,Wass, Duncan F.

, p. 9005 - 9008 (2013)

Taming the beast: Unprecedented selectivity of over 94 % at good (20 %+) conversion was observed for the upgrade of ethanol to the advanced biofuel 1-butanol with a ruthenium diphosphine catalyst (see picture; P orange, Ru blue). Preliminary mechanistic studies indicate that control over the notoriously uncontrolled acetaldehyde aldol condensation is critical for the high selectivity, and evidence was found for an on-metal condensation step. Copyright

Supported nickel-rhenium catalysts for selective hydrogenation of methyl esters to alcohols

Liu, Kaituo,Pritchard, James,Lu, Li,Van Putten, Robbert,Verhoeven,Schmitkamp, Mike,Huang, Xiaoming,Lefort, Laurent,Kiely, Christopher J.,Hensen, Emiel J. M.,Pidko, Evgeny A.

, p. 9761 - 9764 (2017)

The addition of Re to Ni on TiO2 yields efficient catalysts for the hydrogenation of acids and esters to alcohols under mild conditions. Rhenium promotes the formation of atomically dispersed and sub-nanometre-sized bimetallic species interacting strongly with the oxide support.

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