Product Name

  • Name

    1,2-EPOXYHEXANE

  • EINECS
  • CAS No. 1436-34-6
  • Article Data138
  • CAS DataBase
  • Density 0.871g/cm3
  • Solubility
  • Melting Point 94°C
  • Formula C6H12 O
  • Boiling Point 117.1°Cat760mmHg
  • Molecular Weight 100.161
  • Flash Point 21.8°C
  • Transport Information
  • Appearance clear colorless liquid
  • Safety Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes 11-22-36/37/38
  • Molecular Structure Molecular Structure of 1436-34-6 (1,2-EPOXYHEXANE)
  • Hazard Symbols
  • Synonyms Hexane,1,2-epoxy- (7CI,8CI); Oxirane, butyl- (9CI); (?à)-1,2-Epoxyhexane; (?à)-Butyloxirane; 1,2-Epoxyhexane; 1,2-Hexene oxide;1-Hexene epoxide; 1-Hexene oxide; 2-Butyloxirane; Butyloxirane; NSC 24268
  • PSA 12.53000
  • LogP 1.57540

Synthetic 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%

2-Butyloxirane Chemical Properties

IUPAC Name: 2-Butyloxirane
The molecular formula of 2-Butyloxirane (CAS NO.1436-34-6) is C6H12O.

                                  
The molecular weight of 2-Butyloxirane (CAS NO.1436-34-6) is 100.16.
Synonyms of 2-Butyloxirane (CAS NO.1436-34-6): 2-Butyloxirane ; Hexene oxide ; 2-Hexene oxide ; 1,2-Hexeneoxide
Product Categories: Oxiranes;Simple 3-Membered Ring Compounds
Apperance: clear colorless liquid
Index of Refraction: 1.425 
EINECS: 215-864-6
Density: 0.871 g/ml 
Flash Point: 21.8 °C 
Boiling Point: 117.1 °C
Storage temp: 2-8 °C
BRN: 102568

2-Butyloxirane Uses

 2-Butyloxirane (CAS NO.1436-34-6) is used as chemical reagent, organic intermediates, fine chemicals, pharmaceutical research and development.

2-Butyloxirane Toxicity Data With Reference

1.    

mmo-sat 20 µmol/plate

    BCPCA6    Biochemical Pharmacology. 29 (1980),1068.
2.    

sce-ham:lng 1250 µmol/L

    MUREAV    Mutation Research. 249 (1991),55.

2-Butyloxirane Safety Profile

Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.Safety information of 2-Butyloxirane (CAS NO.1436-34-6):
Hazard Codes  FlammableF,HarmfulXn
Risk Statements  11-22-36/37/38
R11:Highly flammable. 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements  26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR  UN 1993 3/PG 2
WGK Germany  3
RTECS  MO3630000
F  10-21
HazardClass  3
PackingGroup  III

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