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1,2-Epoxyhexane, also known as hexylene oxide, is an organic compound that belongs to the epoxy group of chemicals. It is a clear colorless liquid with a reactive epoxide ring, which makes it a versatile building block in the synthesis of various organic compounds. Due to its chemical properties, 1,2-Epoxyhexane is widely used in different industries for various applications.

1436-34-6

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1436-34-6 Usage

Uses

Used in Chemical Industry:
1,2-Epoxyhexane is used as a chemical reagent for the synthesis of various organic compounds, including polymers, resins, and other specialty chemicals. Its reactive epoxide ring allows for easy functionalization and modification, making it a valuable intermediate in the chemical industry.
Used in Pharmaceutical Research and Development:
1,2-Epoxyhexane serves as an organic intermediate in the development of new pharmaceutical compounds. Its unique chemical structure enables the creation of novel drug candidates with potential therapeutic applications.
Used in Fine Chemicals:
In the fine chemicals sector, 1,2-Epoxyhexane is utilized as a key component in the production of high-value specialty chemicals, such as fragrances, dyes, and other performance chemicals.
Overall, 1,2-Epoxyhexane is a versatile and valuable compound with a wide range of applications across various industries, including the chemical, pharmaceutical, and fine chemicals sectors. Its unique chemical properties and reactivity make it an essential building block in the synthesis of numerous organic compounds and materials.

Purification Methods

Purify it by fractional distillation through a 2ft helices-packed column at atmospheric pressure in a N2 atmosphere. [Pasto & Cumbo J Org Chem 30 1271 1965, Howarth et al. J Chem Soc 2433 1927, 13C NMR Davies & Witham J Chem Soc Perkin Trans 2 861 1975, Beilstein 17/1 V 103.]

Check Digit Verification of cas no

The CAS Registry Mumber 1436-34-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,3 and 6 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1436-34:
(6*1)+(5*4)+(4*3)+(3*6)+(2*3)+(1*4)=66
66 % 10 = 6
So 1436-34-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O/c1-2-3-4-6-5-7-6/h6H,2-5H2,1H3/t6-/m0/s1

1436-34-6 Well-known Company Product Price

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  • Alfa Aesar

  • (L07609)  1,2-Epoxyhexane, 96%   

  • 1436-34-6

  • 25g

  • 328.0CNY

  • Detail
  • Alfa Aesar

  • (L07609)  1,2-Epoxyhexane, 96%   

  • 1436-34-6

  • 100g

  • 1015.0CNY

  • Detail
  • Aldrich

  • (377171)  1,2-Epoxyhexane  97%

  • 1436-34-6

  • 377171-25G

  • 422.37CNY

  • Detail
  • Aldrich

  • (377171)  1,2-Epoxyhexane  97%

  • 1436-34-6

  • 377171-100G

  • 1,838.07CNY

  • Detail

1436-34-6SDS

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 1,2-Epoxyhexane

1.2 Other means of identification

Product number -
Other names 1-Hexene oxide,Butyloxirane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:1436-34-6 SDS

1436-34-6Synthetic route

1-hexene
592-41-6

1-hexene

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With C20H24CoN2O6(1+)*NO3(1-)*H2O; oxygen; isobutyraldehyde In acetonitrile at 60℃; under 760.051 Torr; for 8h; Time; chemoselective reaction;100%
With dihydrogen peroxide; (Bu4N)3K[γ-SiW10O36(PhPO)2] In water at 65℃; for 2h; microwave irradiation;99%
With tert.-butylhydroperoxide In acetonitrile at 65 - 68℃; for 24h;99%
1-iodo-2-hexanol

1-iodo-2-hexanol

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With Al2O3-Na2CO3 catalyst at 40 - 45℃; for 0.00833333h; Microwave irradiation;98%
1,2-epoxy-5-hexene
10353-53-4

1,2-epoxy-5-hexene

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With [Fe(nacnac)dippCH2SiMe3]; N-butylamine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 20℃; for 1h; Sealed tube; Schlenk technique; Glovebox; Inert atmosphere;91%
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; Y2(N3)(nic)2(OH)3(Hnic)(H2O) In acetonitrile at 68 - 70℃; for 24h;A 85%
B 10%
trans-2-hexene
4050-45-7

trans-2-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

trans-2,3-epoxyhexane
6124-91-0

trans-2,3-epoxyhexane

cis-2,3-epoxyhexane
6124-90-9

cis-2,3-epoxyhexane

D

butyraldehyde
123-72-8

butyraldehyde

Conditions
ConditionsYield
With oxygen; titanium(IV) oxide for 19h; Irradiation;A n/a
B 66%
C n/a
D n/a
1,2-epoxy-2-hexyl(triphenyl)silane
119101-55-2

1,2-epoxy-2-hexyl(triphenyl)silane

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide for 2h; Ambient temperature;65%
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

Hexane-1,2-diol
6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With poly{[CuMg(pyridine-2,5-dicarboxylate)2(H2O)4]*2H2O}; dihydrogen peroxide In acetonitrile at 60℃; for 24h; Catalytic behavior;A 22%
B 61%
With dihydrogen peroxide; large pore titanium silicate (MCM-41) In methanol at 55.9℃; for 5h; Product distribution; other hydrocarbon; var. oxidation compounds; var. time;
With urea-hydrogen peroxide; tegafur In methanol at 39.85℃; for 12h; Product distribution; Further Variations:; Reagents;
cis-2-hexene
7688-21-3

cis-2-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

trans-2,3-epoxyhexane
6124-91-0

trans-2,3-epoxyhexane

cis-2,3-epoxyhexane
6124-90-9

cis-2,3-epoxyhexane

D

butyraldehyde
123-72-8

butyraldehyde

Conditions
ConditionsYield
With oxygen; titanium(IV) oxide for 19h; Irradiation;A n/a
B n/a
C 61%
D n/a
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

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

n-hexan-2-ol

C

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

n-hexan-2-one

Conditions
ConditionsYield
With iodosylbenzene; (n-Bu4N)4H(Mn)PW11O39 In acetonitrile at 24℃; for 2h; Product distribution; other reagent, other catalysts, other time;A 58%
B n/a
C 3.5%
With sodium tetrahydroborate; 5,10,15,20-tetra(4-methoxyphenyl) porphyrinato manganese chloride; oxygen In ethanol; benzene for 24h; Product distribution;
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

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

n-hexan-2-one

Conditions
ConditionsYield
With iodosylbenzene; (n-Bu4N)4H(Mn)PW11O39 In acetonitrile at 24℃; for 2h;A 58%
B 3.5%
With tert.-butylhydroperoxide; 2C21H13N3O6(2-)*4Co(2+)*HO(1-)*17H2O In neat (no solvent) at 50℃; for 4h; Green chemistry;A 80 %Chromat.
B 20 %Chromat.
With C60H62Fe2Li2N10O7(2+)*2ClO4(1-); dihydrogen peroxide; acetic acid In water; acetonitrile at 30℃; for 3h;A 15 %Chromat.
B n/a
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

rac-2-hydroxyhexanoic acid
636-36-2, 6064-63-7

rac-2-hydroxyhexanoic acid

C

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
With [γ-W10SiO36(PhPO)2][TBA]4; dihydrogen peroxide In acetonitrile at 90 - 120℃; for 0.833333h; microwave irradiation;A 50%
B n/a
C n/a
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

1-hexene-3-ol
4798-44-1

1-hexene-3-ol

Conditions
ConditionsYield
With iodosylbenzene; meso-tetrakis(tetraphenyl)porphyrin iron(III) chloride In benzene at 20℃; for 1h;A 40%
B 3%
With 1H-imidazole; C44H28MnN4O12S4(1+)*C2H3O2(1-); tetrabutylammonium periodite In dichloromethane at 20℃; for 4h; Reagent/catalyst;A 14%
B 7%
With P450 In phosphate buffer at 37℃; pH=7.4; Enzyme kinetics;
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 65 - 68℃; for 24h;A 35%
B 13%
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

1-hexene-3-ol
4798-44-1

1-hexene-3-ol

C

1-hexene-3-one
1629-60-3

1-hexene-3-one

D

hexanal
66-25-1

hexanal

Conditions
ConditionsYield
With iodosylbenzene; 5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride In benzene for 2h; Ambient temperature; anaerobic cond.;A 29%
B 4%
C 3%
D 1%
With iodosylbenzene; 5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride In benzene at 20℃; for 1h; Product distribution; regioselectivity of the oxidation of olefins in presence of various metalloporphyrins;A 29%
B 4%
C 3%
D 1%
5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride In benzene for 2h; Product distribution; Mechanism; Ambient temperature; variations of pH, reagents, pO2, T;A 29%
B 4%
C 3%
D 1%
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

1-hexene oxide dimer
96128-93-7

1-hexene oxide dimer

Conditions
ConditionsYield
With dihydrogen peroxide; iron(III) chloride In acetonitrile at -5℃; for 0.166667h; Product distribution; Mechanism; other alkenes, alkanes, alcohols, ethers, aldehydes, thioethers and sulfoxides; other temperature, other time;A 71 % Chromat.
B 10 % Chromat.
6-iodo-1,2-epoxyhexane
94444-14-1

6-iodo-1,2-epoxyhexane

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With methanol; tert.-butyl lithium 1.) Et2O, pentane, -78 deg C.; Yield given. Multistep reaction;
methanol
67-56-1

methanol

1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

2-n-hexyl methyl ether
25246-71-3

2-n-hexyl methyl ether

C

hexyl methyl ether
4747-07-3

hexyl methyl ether

Conditions
ConditionsYield
With dihydrogen peroxide; Ti-β zeolite at 59.9℃; for 5h; Product distribution; var. of catalyst;
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

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

n-hexan-2-ol

C

Hexane-1,2-diol
6920-22-5

Hexane-1,2-diol

D

1-hexene-3-ol
4798-44-1

1-hexene-3-ol

E

hexanal
66-25-1

hexanal

F

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With europioum(III) chloride; oxygen; propionic acid; zinc In 1,2-dichloro-ethane at 40℃; for 1h; Product distribution; various catalysts, various solvents, other alkenes;
methanol
67-56-1

methanol

1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

1-hydroxy-2-methoxyhexane
80717-22-2

1-hydroxy-2-methoxyhexane

C

1-methoxy-2-hexanol
80717-20-0

1-methoxy-2-hexanol

Conditions
ConditionsYield
With Ti-Beta catalyst; dihydrogen peroxide at 50℃; for 2h; Product distribution; selectivity to epoxide; var. olefins; other catalyst and oxidating agent; var. reaction time;
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

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

n-hexan-2-one

C

hexanal
66-25-1

hexanal

D

hexanoic acid
142-62-1

hexanoic acid

E

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
Product distribution; Ambient temperature; electrochemical oxidation, var. voltage, var. anodes;
(+-)-1-chloro-hexan-2-ol

(+-)-1-chloro-hexan-2-ol

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With sodium hydroxide; diethyl ether
With sodium hydroxide; water
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

pentanal
110-62-3

pentanal

C

Hexane-1,2-diol
6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With dihydrogen peroxide; peroxy-niobic acid In water at 34.85℃; for 24h;A 27 % Chromat.
B 20 % Chromat.
C 15 % Chromat.
1-bromohexan-2-ol
26818-04-2

1-bromohexan-2-ol

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With ammonia
1-hexene
592-41-6

1-hexene

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

Hexane-1,2-diol
6920-22-5

Hexane-1,2-diol

C

1-hexene-3-ol
4798-44-1

1-hexene-3-ol

D

1-hexene-3-one
1629-60-3

1-hexene-3-one

Conditions
ConditionsYield
With dihydrogen peroxide; [Ti,Al]-Beta In methanol at -240.15℃; for 3h; Product distribution; Further Variations:; Catalysts;
β-hydroxy-n-hexyl(tetraphenylporphyrinato)rhodium(III)

β-hydroxy-n-hexyl(tetraphenylporphyrinato)rhodium(III)

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With 18-crown-6 ether; potassium tert-butylate In benzene-d6 at 25℃; for 0.0833333h;
1-hexene
592-41-6

1-hexene

[[2,6-iPr2C6H3-N=C(Me)-C(Me)=N-C6H3(2,6-iPr2)]Pd-(CH2)3C(O)OMe](1+)

[[2,6-iPr2C6H3-N=C(Me)-C(Me)=N-C6H3(2,6-iPr2)]Pd-(CH2)3C(O)OMe](1+)

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / NBS / H2O
2: NH3*H2O
View Scheme
oxirane
75-21-8

oxirane

1-hexene
592-41-6

1-hexene

aqueous HOCl

aqueous HOCl

nonylphenol ethoxylate

nonylphenol ethoxylate

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With sodium hydroxide; sodium chloride In water
1,3-Dichloropropane
142-28-9

1,3-Dichloropropane

1-chloro-3-hydroxypropane
627-30-5

1-chloro-3-hydroxypropane

A

glycidyl methyl ether
930-37-0

glycidyl methyl ether

B

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

C

2,3-Dichloroprop-1-ene
78-88-6

2,3-Dichloroprop-1-ene

D

2-chloroallyl alcohol
5976-47-6

2-chloroallyl alcohol

E

1,2,2-trichloropropane
3175-23-3

1,2,2-trichloropropane

F

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

G

(Z)-1,3-dichloropropene
10061-01-5

(Z)-1,3-dichloropropene

H

1,2,3-trichloro-1-propene
13116-58-0

1,2,3-trichloro-1-propene

I

(1Z)-1,2,3-trichloroprop-1-ene
96-19-5, 13116-58-0, 13116-57-9

(1Z)-1,2,3-trichloroprop-1-ene

J

1,3,3-trichloro-propene
2953-50-6

1,3,3-trichloro-propene

K

1t,3,3-trichloro-propene
2598-01-8

1t,3,3-trichloro-propene

L

chlorodibromomethane
124-48-1

chlorodibromomethane

M

1,1,2-trichloropropane
598-77-6

1,1,2-trichloropropane

N

2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

O

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

P

1,2,3-trichloropropane
96-18-4

1,2,3-trichloropropane

Q

3,3-dichloropropene
563-57-5

3,3-dichloropropene

R

3,3-dichloroallyl chloride
2567-14-8

3,3-dichloroallyl chloride

S

acetaldehyde
75-07-0

acetaldehyde

T

allyl alcohol
107-18-6

allyl alcohol

U

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

V

chloroacetone
78-95-5

chloroacetone

W

cyclopentanone
120-92-3

cyclopentanone

X

chlorobenzene
108-90-7

chlorobenzene

Y

isopropyl alcohol
67-63-0

isopropyl alcohol

Z

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

[

acrolein
107-02-8

acrolein

\

epichlorohydrin
106-89-8

epichlorohydrin

]

(E)-1,3-dichloro-prop-1-ene
10061-02-6

(E)-1,3-dichloro-prop-1-ene

Conditions
ConditionsYield
With sodium hydroxide; water at 45 - 62.4℃; under 112.511 - 750.075 Torr; Product distribution / selectivity;
Rh(III)(tetra(p-sulfonatophenyl)porphyrinato)(CH2CH(OD)CH2CH2CH2CH3)(OD2)(4-)
1167549-15-6

Rh(III)(tetra(p-sulfonatophenyl)porphyrinato)(CH2CH(OD)CH2CH2CH2CH3)(OD2)(4-)

A

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

B

[(TSPP)Rh(D)(D2O)](4-)

[(TSPP)Rh(D)(D2O)](4-)

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.0833333h;
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Hexane-1,2-diol
6920-22-5

Hexane-1,2-diol

Conditions
ConditionsYield
With water; erbium(III) triflate In acetonitrile at 25℃; for 1h;100%
With poly{[CuBa(pyridine-2,5-dicarboxylate)2(H2O)5]*H2O}; dihydrogen peroxide In water; acetonitrile at 40℃; for 2h; Catalytic behavior; Reagent/catalyst;100%
With water at 40℃; for 8h; Autoclave;99%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

1-hexene
592-41-6

1-hexene

Conditions
ConditionsYield
With triphenylphosphine at 200℃; for 6h;100%
With carbon monoxide; C29H32IrN5O; bis(trifluoromethane)sulfonimide lithium In benzene-d6 at 80℃; under 7500.75 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Schlenk technique; chemoselective reaction;98%
With zirconium(IV) chloride; sodium iodide In acetonitrile for 0.0166667h; Heating;88%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

carbon dioxide
124-38-9

carbon dioxide

4-butyl-1,3-dioxolan-2-one
66675-43-2

4-butyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; 1,3,5-trimethyl-benzene; 2-hydroxyresorcinol In butanone at 45℃; under 3750.38 - 7500.75 Torr; for 18h; Autoclave;100%
With C26H42N5(3+)*3Br(1-); 1,1'-hexane-1,6-diylbis(1-methylpyrrolidinium) bis(trifluromethane)sulfonamide at 80℃; under 30003 Torr; for 3h; Autoclave; Green chemistry;100%
With potassium iodide In neat (no solvent) at 80℃; under 5250.53 Torr; Catalytic behavior; Autoclave;100%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

o-bromobenzyl alcohol
18982-54-2

o-bromobenzyl alcohol

(R)-1-(2-bromobenzyloxy)-2-hexanol

(R)-1-(2-bromobenzyloxy)-2-hexanol

Conditions
ConditionsYield
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 24h;100%
With Co(salen) macrocycles 1(OTs) In acetonitrile at 4℃; for 24h; optical yield given as %ee; enantioselective reaction;97%
pyrrolidine
123-75-1

pyrrolidine

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

1-n-butyl-2-pyrrolidinyl ethanol
225117-10-2

1-n-butyl-2-pyrrolidinyl ethanol

Conditions
ConditionsYield
With calcium bistrifluoroacetate In neat (no solvent) at 40℃; for 31h; regioselective reaction;100%
With zinc(II) chloride In acetonitrile for 12h; Heating;66%
With C8H18N2(2+)*2C2F6NO4S2(1-) In dichloromethane at 20℃; for 24h; Reagent/catalyst; Molecular sieve; Schlenk technique; Inert atmosphere; regioselective reaction;
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

trans-2-butylcyclopropanecarboxylic acid ethyl ester
878-15-9, 5532-44-5, 5595-61-9

trans-2-butylcyclopropanecarboxylic acid ethyl ester

Conditions
ConditionsYield
With n-butyllithium In 1,2-dimethoxyethane; hexane at 130℃; for 16h; Sealed tube;100%
With n-butyllithium In 1,2-dimethoxyethane at 130℃; for 18h; Sealed tube; Inert atmosphere;68%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

methylamine
74-89-5

methylamine

1-(methylamino)hexan-2-ol
1343267-21-9

1-(methylamino)hexan-2-ol

Conditions
ConditionsYield
With calcium bistrifluoroacetate In neat (no solvent) at 40℃; for 31h; regioselective reaction;100%
In methanol; water at 140℃; under 15514.9 Torr; for 0.166667h; Flow reactor;75%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-butyl thiirane
4468-63-7, 59854-39-6

2-butyl thiirane

Conditions
ConditionsYield
With ruthenium trichloride; ammonium thiocyanate In acetonitrile at 25℃; for 0.25h;99%
With ammonium thiocyanate at 60℃; for 0.366667h; Neat (no solvent);97%
With cross-linked polystyrene supported aluminium chloride; thiourea In acetonitrile for 2h; Heating;95%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

acetone
67-64-1

acetone

4-butyl-2,2-dimethyl-[1,3]dioxolane
93339-59-4

4-butyl-2,2-dimethyl-[1,3]dioxolane

Conditions
ConditionsYield
erbium(III) triflate at 20℃; for 1h;99%
With trichloro(trifluoromethanesulfonato)titanium(IV); n-tetrabutylammonium hydroxide In water for 0.166667h; Ambient temperature;93%
With 12-molybdo phosphoric acid n-hydrate at 20℃; for 0.0166667h; neat (no solvent);93%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

3-methyl-phenol
108-39-4

3-methyl-phenol

(S)-1-(3-methylphenoxy)hexan-2-ol

(S)-1-(3-methylphenoxy)hexan-2-ol

Conditions
ConditionsYield
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at 25℃; for 16h;99%
With 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-ol; polysytrene-immobilized chiral Co-salen complex In tetrahydrofuran at 20℃; for 24h;96%
In acetonitrile at 23℃; for 14h; enantioselective reaction;95%
With Co(salen) macrocycles 1(OTs) In tert-butyl methyl ether at 20℃; for 19h; optical yield given as %ee; enantioselective reaction;91%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

phenol
108-95-2

phenol

(2S)-1-phenoxyhexan-2-ol

(2S)-1-phenoxyhexan-2-ol

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-ol; polystyrene-immobilized chiral Co-salen complex In tetrahydrofuran at 20℃; for 17h;99%
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at 25℃; for 12h;97%
With Co(salen) macrocycles 1(OTs) In tert-butyl methyl ether at 4℃; for 24h; optical yield given as %ee; enantioselective reaction;97%
In acetonitrile at 23℃; for 16h; enantioselective reaction;92%
Stage #1: 1,2-Epoxyhexane With 3 A molecular sieve; fluorous (R,R)-(salen)cobalt(III) In various solvent(s) for 0.0833333h;
Stage #2: phenol In various solvent(s) for 18h;
53%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

tert-butyl carbamate
4248-19-5

tert-butyl carbamate

B

((S)-2-hydroxyhexyl)carbamic acid tert-butyl ester

((S)-2-hydroxyhexyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With air; 4-nitro-benzoic acid; (R,R)-((t-Bu)4-salen)Co(II) In various solvent(s) at 20℃; for 24h;A n/a
B 99%
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; 4-nitro-benzoic acid at 20℃; for 10h; optical yield given as %ee; enantioselective reaction;
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

poly(hexene oxide)

poly(hexene oxide)

Conditions
ConditionsYield
C64H74Cl2Co2N4O4; bis(triphenylphosphoranylidene)-ammonium acetate In toluene at 0℃; for 15h;99%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

hexan-1-ol
111-27-3

hexan-1-ol

C12H26O2
1247064-78-3

C12H26O2

Conditions
ConditionsYield
With Co(salen) macrocycles 1(OTs) In acetonitrile at 20℃; for 4h; optical yield given as %ee; enantioselective reaction;99%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

1-chloro-hexan-2-ol
52802-07-0

1-chloro-hexan-2-ol

Conditions
ConditionsYield
With chloro-trimethyl-silane; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 20℃; for 1h; ring opening reaction;98%
With magnesium; tin(ll) chloride In tetrahydrofuran for 0.5h; Ambient temperature;77%
With water; silica gel; lithium chloride for 17h; Ambient temperature;76%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-monochlorophenol
95-57-8

2-monochlorophenol

(2S)-1-(2-chlorophenoxy)hexan-2-ol

(2S)-1-(2-chlorophenoxy)hexan-2-ol

Conditions
ConditionsYield
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 6h;98%
In acetonitrile at 23℃; for 6h; enantioselective reaction;97%
With water; macrocyclic salen type Co In acetonitrile at 4℃; for 10h;95%
With 4 A molecular sieve; lutidinium p-toluene sulfonate; chiral oligo-(salen)Co(OTs) complexes In acetonitrile at 30℃; Kinetics; Further Variations:; concentration of catalyst; concentration of reagent;
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

(S)-1-(2-nitrobenzyloxy)-2-hexanol

(S)-1-(2-nitrobenzyloxy)-2-hexanol

Conditions
ConditionsYield
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 24h;98%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

1,3-dithiol-2-thione
930-35-8

1,3-dithiol-2-thione

2-Butyl-1-oxa-4,6,9-trithiaspiro<4.4>non-7-en
138197-10-1

2-Butyl-1-oxa-4,6,9-trithiaspiro<4.4>non-7-en

Conditions
ConditionsYield
With magnesium(II) perchlorate In acetonitrile for 12h; Heating;97%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol

(S)-1-(2-trimethylsilyl ethoxy)-2-hexanol

(S)-1-(2-trimethylsilyl ethoxy)-2-hexanol

Conditions
ConditionsYield
With water; macrocyclic salen-type Co-complex In acetonitrile at 4℃; for 2h;97%
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 3h;97%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

benzylamine
100-46-9

benzylamine

1-(benzylamino)hexan-2-ol

1-(benzylamino)hexan-2-ol

Conditions
ConditionsYield
With calcium bistrifluoroacetate In neat (no solvent) at 40℃; for 31h; regioselective reaction;97%
With sulfated zirconia at 60℃; for 6h;82%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

(2-hydroxy-5-methylphenyl)triphenylphosphonium iodide

(2-hydroxy-5-methylphenyl)triphenylphosphonium iodide

(2-(2-hydroxyhexyloxy)-5-methylphenyl)triphenylphosphonium iodide

(2-(2-hydroxyhexyloxy)-5-methylphenyl)triphenylphosphonium iodide

Conditions
ConditionsYield
In chlorobenzene at 100℃; for 2h;97%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-Hydroxyhexylazide
124718-84-9

2-Hydroxyhexylazide

Conditions
ConditionsYield
With sodium azide; cerium(III) chloride In water; acetonitrile for 6h; Heating;96%
With PEG-400; sodium azide at 20℃; for 0.75h;95%
With sodium azide; ammonium chloride In methanol; water at 20℃; for 24h;94%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

acetic anhydride
108-24-7

acetic anhydride

pentane-1,2-diyl diacetate
22007-57-4, 140238-23-9, 140238-24-0

pentane-1,2-diyl diacetate

Conditions
ConditionsYield
With tributylphosphine In toluene Heating;96%
With zeolite HY at 20℃; for 9.5h;95%
With sodium phosphate dibasic dodecahydrate for 2h; Catalytic behavior; Reagent/catalyst; Reflux;90%
With antimony(III) fluoride for 2h; Reflux; regioselective reaction;80%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

methanol
67-56-1

methanol

(R)-1-methoxy-2-hexanol

(R)-1-methoxy-2-hexanol

Conditions
ConditionsYield
With Co(salen) macrocycles 1(OTs) In acetonitrile at 20℃; for 3h; optical yield given as %ee; enantioselective reaction;96%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

(2S)-1-(2-bromophenoxy)hexan-2-ol
233770-25-7

(2S)-1-(2-bromophenoxy)hexan-2-ol

Conditions
ConditionsYield
In acetonitrile at 23℃; for 6h; Reagent/catalyst; enantioselective reaction;96%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

carbon disulfide
75-15-0

carbon disulfide

4-n-butyl-1,3-dithiolane-2-thione

4-n-butyl-1,3-dithiolane-2-thione

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide; potassium hydroxide; lithium bromide In neat (no solvent) at 70℃; for 24h; chemoselective reaction;96%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

2-hydroxyhexyl methacrylate
48063-75-8

2-hydroxyhexyl methacrylate

Conditions
ConditionsYield
orthosilicic acid tetrakis-2,2,6,6-tetramethyl-4-hydroxy-1-oxylpiperidyl ester at 120℃; for 6h;95.2%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

p-cresol
106-44-5

p-cresol

1-p-tolyloxy-hexan-2-ol

1-p-tolyloxy-hexan-2-ol

Conditions
ConditionsYield
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at 25℃; for 12h;95%

1436-34-6Relevant academic research and scientific papers

Colloidal gold nanoparticles: An unexpected catalytic activity in aqueous phase with dioxygen

Salari, Hadi,Robatjazi, Hossein,Hormozi-Nezhad, Mohammad Reza,Padervand, Mohsen,Gholami, Mohammad Reza

, p. 1219 - 1222 (2014)

Selective oxidations of alkenes were investigated using molecular oxygen in aqueous solution under mild conditions. Colloidal gold nanoparticles are particularly versatile catalysts for oxidation reaction with exceptionally high efficiency and significant selectivity. Gold nanorods (Au NRs) exhibited a slightly enhanced activity compare to gold nanospheres.

Alkoxysilylation of Ti-MWW lamellar precursors into interlayer pore-expanded titanosilicates

Wang, Lingling,Wang, Yong,Liu, Yueming,Wu, Haihong,Li, Xiaohong,He, Mingyuan,Wu, Peng

, p. 8594 - 8602 (2009)

Silylation of Ti-MWW lamellar precursor and subsequent calcination constructed an interlayer expanded structure, leading to novel titanosilicates with large pores. The silylating agents suitable for pore expansion were diethoxydimethylsilane, trimethylethoxysilane and triethoxymethylsilane containing methyl groups, which inhibited the intermolecular condensation of silanes effectively. In contrast to well-known 3D Ti-MWW with only medium pores of 10-membered rings, the silylation led to new crystalline structures with more open pores by ca. 2.5 A, as evidenced by the shift of layer-related diffractions to the lower-angle region in XRD patterns and the enlarged interlayer pores in HRTEM images. The interlayer expanded Ti-MWW was prepared readily from the corresponding hydrothermally synthesized precursors with a wide range of Ti contents (Si/Ti = 20-100). In addition, the pore expansion by silylation was realized under mild acid conditions with 0.1 M HNO3. The interlayer expanded Ti-MWW exhibited 3-7 times higher turnover number than 3D Ti-MWW in the oxidation of cyclohexene with H2O2. The Royal Society of Chemistry 2009.

Catalytic olefin epoxidation over cobalt(ii)-containing mesoporous silica by molecular oxygen in dimethylformamide medium

Bhunia, Susmita,Jana, Sreyashi,Saha, Debraj,Dutta, Buddhadeb,Koner, Subratanath

, p. 1820 - 1828 (2014)

A cobalt(ii) Schiff base complex has been immobilized onto the surface of Si-MCM-41 to prepare a new catalyst. The amine group-containing organic moiety 3-aminopropyl-triethoxysilane had first been anchored on the surface of Si-MCM-41 via a silicon alkoxide route. Upon condensation with salicylaldehyde, the amine group affords a bidentate Schiff-base moiety in the mesoporous matrix, which is subsequently used for anchoring of cobalt(ii) centers. The prepared catalyst has been characterized by UV-vis, infrared (IR), EPR spectroscopic and small angle X-ray diffraction (XRD) analyses, and N2 sorption studies. The catalytic activity was tested in epoxidation reactions of olefinic compounds, including styrene and allyl alcohol, with molecular oxygen at atmospheric pressure in dimethylformamide medium in the absence of additional sacrificial reductant. The reactions seemed to proceed through a radical formation mechanism. The immobilized catalyst showed good activity and epoxide selectivity in the alkene epoxidation. Notably, the catalyst can be recovered and reused without any loss of activity. This journal is the Partner Organisations 2014.

Fast catalytic epoxidation with H2O2 and [γ-SiW10O36(PhPO)2]4- in ionic liquids under microwave irradiation

Berardi, Serena,Bonchio, Marcella,Carraro, Mauro,Conte, Valeria,Sartorel, Andrea,Scorrano, Gianfranco

, p. 8954 - 8957 (2007)

(Figure Presented) Olefin epoxidation by [γ-SiW10O 36(PhPO)2]4- and H2O2 occurs in hydrophobic ionic liquids (ILs), with yields and selectivity up to >99%. The catalytic IL phase is recyclable. Under MW irradiation the reaction occurs with up to 200 turnovers per minute. Simultaneous cooling is instrumental for quantitative H2O2 conversion.

Synthesis, spectroscopic characterization, thermal studies, catalytic epoxidation and biological activity of chromium and molybdenum hexacarbonyl bound to a novel N2O2 Schiff base

Abdel Aziz, Ayman A.

, p. 77 - 85 (2010)

Complexes of M(CO)6 (M = Cr and Mo) with novel Schiff base N,N′-bis(salicylidene)4,5-dichloro-1,2-phenylenediamine (H2L) were prepared in benzene in two different conditions: (i) under reduced pressure resulting the dicarbonyl precursors [Cr(CO)2(H2L)] and [Mo(CO)2(L)] and (ii) in air resulting the oxo complex [Cr(O)(L)] and the dioxo complex [Mo(O)2(L)]. The complexes were characterized by elemental analysis, IR, 1H NMR, mass spectrometry, and magnetic measurement. Thermal behaviors of the complexes were also studied by using thermogravimetric analysis (TGA). The catalytic activity of the novel complexes in the epoxidation of cyclooctene, cyclohexene, 1-octene and 1-hexene with tert-butyl-hydroperoxide (TBHP) in methylene chloride was investigated. The antimicrobial activities of the ligand and their complexes have been screened against various strains of bacteria and fungi and the results have been compared with some known antibiotics.

Enhancement of alkene epoxidation activity of titanosilicates by gas-phase ammonia modification

Zhang, Liyan,Xu, Le,Sun, Jingjing,Jiang, Jingang,Liu, Yueming,Wu, Haihong,Wu, Peng

, p. 2205 - 2211,7 (2012)

Novel ammonia-treated titanosilicates have been prepared by heating the samples of Ti-MWW, TS-1 and Ti-Beta under pure ammonia gas flow at 673 K for a period of time. The ammonia modification improved their catalytic performance in liquid-phase oxidations. Especially, the catalytic activities of ammonified Ti-MWW, N-Ti-MWW, were enhanced greatly in the epoxidation of 1-hexene with H2O2. The reason that the ammonia treatment played such an important role in post-modification of titanosilicate was investigated in details. In comparison to the parent Ti-MWW catalyst, N-Ti-MMW was more robust and produced less coke in oxidation reactions.

Nanoparticulate tungsten oxide for catalytic epoxidations

Hammond, Ceri,Straus, Julian,Righettoni, Marco,Pratsinis, Sotiris E.,Hermans, Ive

, p. 321 - 327 (2013)

A combination of spectroscopic and catalytic investigations led to the surprising conclusion that not isolated WVI species but WO 3 oxide is the most active and stable phase for olefin epoxidation with H2O2. Opt

A recyclable hybrid manganese(III) porphyrin magnetic catalyst for selective olefin epoxidation using molecular oxygen

Dias, Lucas D.,Carrilho, Rui M.B.,Henriques, César A.,Piccirillo, Giusi,Fernandes, Auguste,Rossi, Liane M.,Filipa Ribeiro,Calvete, Mário J.F.,Pereira, Mariette M.

, p. 331 - 341 (2018)

The synthesis and characterization of a hybrid Mn(III)-porphyrin magnetic nanocomposite is described. Moreover, a sustainable methodology for epoxidation of olefins is reported, using O2 as a green oxidant and the magnetic nanoparticle as a rec

Manganese(III) Tetraphenylporphyrin Encapsulated by Ion-Modified Hexagonal Mesoporous Silica With Unexpected Enhanced Epoxidation Selectivity

Zhang, Weijie,Jiang, Pingping,Wang, Ying,Zhang, Jian,Zhang, Pingbo

, p. 1765 - 1772 (2016)

Tetraphenylporphyrin manganese (III) chloride (Mn-TPP) was encapsulated into hexagonal mesoporous silica (HMS) modified by different Lewis acid ions Al, Ti, Zr, and W, which have been tested for selective oxidation of unsaturated olefins and more challeng

Highly effective peroxidic epoxidation of olefins using hexathiocyanatorhenate(IV) as catalyst and bicarbonate as co-catalyst

Dinda, Subhajit,Roy Chowdhury, Sujoy,Abdul Malik,Bhattacharyya, Ramgopal

, p. 339 - 341 (2005)

In the presence of bicarbonate as co-catalyst hexathiocyanatorhenate(IV) functions as an extremely effective catalyst in the epoxidation of olefins using aqueous hydrogen peroxide as the terminal oxidant.

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