Conditions | Yield |
---|---|
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% |
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With Al2O3-Na2CO3 catalyst at 40 - 45℃; for 0.00833333h; Microwave irradiation; | 98% |
1,2-epoxy-5-hexene
1,2-Epoxyhexane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
A
1,2-Epoxyhexane
trans-2,3-epoxyhexane
cis-2,3-epoxyhexane
D
butyraldehyde
Conditions | Yield |
---|---|
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
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide for 2h; Ambient temperature; | 65% |
Conditions | Yield |
---|---|
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
A
1,2-Epoxyhexane
trans-2,3-epoxyhexane
cis-2,3-epoxyhexane
D
butyraldehyde
Conditions | Yield |
---|---|
With oxygen; titanium(IV) oxide for 19h; Irradiation; | A n/a B n/a C 61% D n/a |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
A
1,2-Epoxyhexane
B
rac-2-hydroxyhexanoic acid
C
valeric acid
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetonitrile at 65 - 68℃; for 24h; | A 35% B 13% |
1-hexene
A
1,2-Epoxyhexane
B
1-hexene-3-ol
C
1-hexene-3-one
D
hexanal
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With methanol; tert.-butyl lithium 1.) Et2O, pentane, -78 deg C.; Yield given. Multistep reaction; |
methanol
1-hexene
A
1,2-Epoxyhexane
B
2-n-hexyl methyl ether
C
hexyl methyl ether
Conditions | Yield |
---|---|
With dihydrogen peroxide; Ti-β zeolite at 59.9℃; for 5h; Product distribution; var. of catalyst; |
1-hexene
A
1,2-Epoxyhexane
B
n-hexan-2-ol
C
Hexane-1,2-diol
D
1-hexene-3-ol
E
hexanal
F
hexan-1-ol
Conditions | Yield |
---|---|
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
1-hexene
A
1,2-Epoxyhexane
B
1-hydroxy-2-methoxyhexane
C
1-methoxy-2-hexanol
Conditions | Yield |
---|---|
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
A
1,2-Epoxyhexane
B
n-hexan-2-one
C
hexanal
D
hexanoic acid
E
valeric acid
Conditions | Yield |
---|---|
Product distribution; Ambient temperature; electrochemical oxidation, var. voltage, var. anodes; |
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With sodium hydroxide; diethyl ether | |
With sodium hydroxide; water |
Conditions | Yield |
---|---|
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
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With ammonia |
1-hexene
A
1,2-Epoxyhexane
B
Hexane-1,2-diol
C
1-hexene-3-ol
D
1-hexene-3-one
Conditions | Yield |
---|---|
With dihydrogen peroxide; [Ti,Al]-Beta In methanol at -240.15℃; for 3h; Product distribution; Further Variations:; Catalysts; |
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In benzene-d6 at 25℃; for 0.0833333h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / NBS / H2O 2: NH3*H2O View Scheme |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium chloride In water |
1,3-Dichloropropane
1-chloro-3-hydroxypropane
A
glycidyl methyl ether
B
1,2-Epoxyhexane
C
2,3-Dichloroprop-1-ene
D
2-chloroallyl alcohol
E
1,2,2-trichloropropane
F
1,2-Dichloropropane
G
(Z)-1,3-dichloropropene
H
1,2,3-trichloro-1-propene
I
(1Z)-1,2,3-trichloroprop-1-ene
J
1,3,3-trichloro-propene
K
1t,3,3-trichloro-propene
L
chlorodibromomethane
M
1,1,2-trichloropropane
N
2,3-Dichloro-1-propanol
O
1,3-Dichloro-2-propanol
P
1,2,3-trichloropropane
Q
3,3-dichloropropene
R
3,3-dichloroallyl chloride
S
acetaldehyde
T
allyl alcohol
U
hydroxy-2-propanone
V
chloroacetone
W
cyclopentanone
X
chlorobenzene
Y
isopropyl alcohol
Z
3-monochloro-1,2-propanediol
[
acrolein
\
epichlorohydrin
]
(E)-1,3-dichloro-prop-1-ene
Conditions | Yield |
---|---|
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-)
A
1,2-Epoxyhexane
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.0833333h; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
diethoxyphosphoryl-acetic acid ethyl ester
trans-2-butylcyclopropanecarboxylic acid ethyl ester
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
2-butyl thiirane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
tert-butyl carbamate
A
(R)-1,2-epoxyhexane
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
C64H74Cl2Co2N4O4; bis(triphenylphosphoranylidene)-ammonium acetate In toluene at 0℃; for 15h; | 99% |
Conditions | Yield |
---|---|
With Co(salen) macrocycles 1(OTs) In acetonitrile at 20℃; for 4h; optical yield given as %ee; enantioselective reaction; | 99% |
1,2-Epoxyhexane
1-chloro-hexan-2-ol
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 24h; | 98% |
1,2-Epoxyhexane
1,3-dithiol-2-thione
2-Butyl-1-oxa-4,6,9-trithiaspiro<4.4>non-7-en
Conditions | Yield |
---|---|
With magnesium(II) perchlorate In acetonitrile for 12h; Heating; | 97% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
In chlorobenzene at 100℃; for 2h; | 97% |
1,2-Epoxyhexane
2-Hydroxyhexylazide
Conditions | Yield |
---|---|
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
acetic anhydride
pentane-1,2-diyl diacetate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With Co(salen) macrocycles 1(OTs) In acetonitrile at 20℃; for 3h; optical yield given as %ee; enantioselective reaction; | 96% |
1,2-Epoxyhexane
2-hydroxybromobenzene
(2S)-1-(2-bromophenoxy)hexan-2-ol
Conditions | Yield |
---|---|
In acetonitrile at 23℃; for 6h; Reagent/catalyst; enantioselective reaction; | 96% |
Conditions | Yield |
---|---|
With 1-n-butyl-3-methylimidazolim bromide; potassium hydroxide; lithium bromide In neat (no solvent) at 70℃; for 24h; chemoselective reaction; | 96% |
Conditions | Yield |
---|---|
orthosilicic acid tetrakis-2,2,6,6-tetramethyl-4-hydroxy-1-oxylpiperidyl ester at 120℃; for 6h; | 95.2% |
Conditions | Yield |
---|---|
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at 25℃; for 12h; | 95% |
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 (CAS NO.1436-34-6) is used as chemical reagent, organic intermediates, fine chemicals, pharmaceutical research and development.
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. |
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 F,Xn
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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