Product Name

  • Name

    1,2-Epoxybutane

  • EINECS 203-438-2
  • CAS No. 106-88-7
  • Article Data106
  • CAS DataBase
  • Density 0.88 g/cm3
  • Solubility 86.8g/L at 25℃
  • Melting Point -130oC
  • Formula C4H8O
  • Boiling Point 63.4 °C at 760 mmHg
  • Molecular Weight 72.1069
  • Flash Point -15 °C
  • Transport Information UN 3022 3/PG 2
  • Appearance colourless liquid with an unpleasant smell
  • Safety 9-16-29-36/37-61-19
  • Risk Codes 11-20/21/22-36/37/38-40-52/53
  • Molecular Structure Molecular Structure of 106-88-7 (1,2-Epoxybutane)
  • Hazard Symbols FlammableF, HarmfulXn
  • Synonyms Butane,1,2-epoxy- (8CI);Oxirane, ethyl- (9CI);1,2-Butene oxide;1,2-Butyleneepoxide;1,2-Butylene oxide;1,2-Epoxybutane;1-Butene oxide;1-Butylene oxide;2-Ethyloxirane;Butene 1,2-epoxide;DL-1,2-Epoxybutane;Ethylethylene oxide;Ethyloxirane;NSC 24240;a-Butylene oxide;
  • PSA 12.53000
  • LogP 0.79520

Synthetic route

1-butylene
106-98-9

1-butylene

Cumene hydroperoxide
80-15-9

Cumene hydroperoxide

A

ethyloxirane
106-88-7

ethyloxirane

B

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

Conditions
ConditionsYield
With Ti-HMS at 95℃; under 26252.6 Torr;A 98.6%
B n/a
1-butylene
106-98-9

1-butylene

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
With phosphotungstic acid; phosphoric acid tributyl ester; dihydrogen peroxide In toluene at 70℃; under 3750.38 Torr; for 5h; Temperature; Pressure;96.8%
With tert.-butylhydroperoxide; 2C13H10N3O2(1-)*MoO2(2+) In methanol; dichloromethane for 1h; Catalytic behavior; Reagent/catalyst;91%
With dihydrogen peroxide; teterabutylammonium In acetonitrile at 31.85℃; for 8h;88%
1-chloro-butan-2-ol
1873-25-2

1-chloro-butan-2-ol

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
With Ph4SbOMe In dichloromethane at 40℃; for 3h;64%
With potassium hydroxide
With Ph4SbOMe In dichloromethane at 40℃; for 4h;75 % Chromat.
2-chloro-1-butanol
26106-95-6

2-chloro-1-butanol

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
With Ph4SbOMe In dichloromethane at 40℃; for 3h;10%
1-butylene
106-98-9

1-butylene

A

ethyloxirane
106-88-7

ethyloxirane

B

1-Hydroxy-2-butanone
5077-67-8

1-Hydroxy-2-butanone

Conditions
ConditionsYield
With oxygen at 500℃; under 5148.6 Torr;
1-bromo-2-butanol
2482-57-7

1-bromo-2-butanol

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
With potassium hydroxide
1-butylene
106-98-9

1-butylene

acetylperoxy radical
36709-10-1

acetylperoxy radical

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
at 83.4 - 137℃; Kinetics; further compounds;
epoxybutene
930-22-3

epoxybutene

A

ethyloxirane
106-88-7

ethyloxirane

B

homoalylic alcohol
627-27-0

homoalylic alcohol

C

(E/Z)-2-buten-1-ol
6117-91-5

(E/Z)-2-buten-1-ol

D

butyraldehyde
123-72-8

butyraldehyde

E

crotonaldehyde
123-73-9

crotonaldehyde

F

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; at 30℃; under 760 Torr; for 8h; Product distribution; Mechanism; catalytic hydrogenation of the title compound in the presence of various catalysts (cationic rhodium complexes); influence of the type of catalyst's ligand, reaction time and pressure on the activity of catalysts;A 2.1 % Chromat.
B 16.5 % Chromat.
C 11.7 % Chromat.
D 4.4 % Chromat.
E 44.3 % Chromat.
F 1.7 % Chromat.
With hydrogen at 80℃; under 16274.9 Torr; Autoclave;
2-bromo-1-butanol
24068-63-1

2-bromo-1-butanol

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 25℃; for 120h; Yield given;
allyl t-butyl peroxide
39972-78-6

allyl t-butyl peroxide

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
With tert-butyl peroxyacetate at 110℃; under 0.001 Torr; for 12h;
epoxybutene
930-22-3

epoxybutene

A

ethyloxirane
106-88-7

ethyloxirane

B

trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

C

methyl propyl ether
557-17-5

methyl propyl ether

D

methylallylether
627-40-7

methylallylether

E

butyraldehyde
123-72-8

butyraldehyde

F

n-butane
106-97-8

n-butane

Conditions
ConditionsYield
With hydrogen; silica gel; palladium at -0.15℃; under 150.012 Torr; Product distribution; Mechanism; also ethyloxirane; also with duterium; also over Pt-SiO2; var. temp. and time;
1-butylene
106-98-9

1-butylene

oxygen

oxygen

A

ethyloxirane
106-88-7

ethyloxirane

B

1-Hydroxy-2-butanone
5077-67-8

1-Hydroxy-2-butanone

Conditions
ConditionsYield
at 340 - 510℃; under 5148.6 Torr;
1-butylene
106-98-9

1-butylene

atomic oxygen

atomic oxygen

A

ethyloxirane
106-88-7

ethyloxirane

B

butyraldehyde
123-72-8

butyraldehyde

C

butanone
78-93-3

butanone

n-butane
106-97-8

n-butane

A

ethyloxirane
106-88-7

ethyloxirane

C

nitromethane
75-52-5

nitromethane

D

ethanol
64-17-5

ethanol

E

butanone
78-93-3

butanone

F

iso-butanol
78-92-2, 15892-23-6

iso-butanol

G

CO, CO2

CO, CO2

Conditions
ConditionsYield
With oxygen; dimethyl amine at 291℃; under 123 Torr; Product distribution; study of the oxidation of butane in the presence of primary and secondary amines; variation of pressure and time; mechanism for the formation of nitromethane is proposed;
buta-1,3-diene
106-99-0

buta-1,3-diene

ethyloxirane
106-88-7

ethyloxirane

Conditions
ConditionsYield
0.1% gold/titanium/silicon catalyst Product distribution / selectivity;
epoxybutene
930-22-3

epoxybutene

A

ethyloxirane
106-88-7

ethyloxirane

B

homoalylic alcohol
627-27-0

homoalylic alcohol

C

(E/Z)-2-buten-1-ol
6117-91-5

(E/Z)-2-buten-1-ol

D

crotonaldehyde
123-73-9

crotonaldehyde

Conditions
ConditionsYield
With hydrogen; Ag-Pt/SiO2 Kinetics; Product distribution; Further Variations:; Catalysts; effect of Ag addition;
1-butylene
106-98-9

1-butylene

1-hexene
592-41-6

1-hexene

A

ethyloxirane
106-88-7

ethyloxirane

B

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 59.84℃; under 1824.12 Torr; for 12h;A 72 %Chromat.
B 27 %Chromat.
1,2-Epoxydecane
2404-44-6

1,2-Epoxydecane

C6H14OS
872313-01-4

C6H14OS

A

ethyloxirane
106-88-7

ethyloxirane

B

2-hydroxybutyl n-octyl sulfide
100392-70-9

2-hydroxybutyl n-octyl sulfide

Conditions
ConditionsYield
In chlorobenzene Kinetics;
styrene oxide
96-09-3

styrene oxide

C6H14OS
872313-01-4

C6H14OS

A

ethyloxirane
106-88-7

ethyloxirane

B

(±)-1-(phenylthio)butan-2-ol
67210-33-7, 67210-38-2, 136656-75-2, 79345-23-6

(±)-1-(phenylthio)butan-2-ol

Conditions
ConditionsYield
In chlorobenzene Kinetics;

1,2-Epoxybutane Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MLD

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,770.
2.   

eye-rbt 100 mg/24H MOD

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,770.
3.   

mmo-klp mmol/L

   MUREAV    Mutation Research. 89 (1981),269.
4.   

trn-dmg-orl 5 pph

   ENMUDM    Environmental Mutagenesis. 7 (1985),349.
5.   

mma-ssp 1600 μmol/L

   TCMUD8    Teratogenesis, Carcinogenesis, and Mutagenesis. 3 (1983),75.
6.   

orl-rat LD50:500 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB81-168510 .
7.   

ihl-rat LCLo:4000 ppm/4H

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
8.   

skn-rbt LD50:2100 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.

1,2-Epoxybutane Consensus Reports

NTP Carcinogenesis Studies (inhalation); Clear Evidence: rat; No Evidence: mouse NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-329 (1988). . Community Right-To-Know List. EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

1,2-Epoxybutane Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Moderately toxic by ingestion and skin contact. Mildly toxic by inhalation. Experimental reproductive effects. Mutation data reported. Dangerous fire hazard when exposed to heat, flame, or powerful oxidizers. To fight fire, use dry chemical, water spray, mist or fog, alcohol foam. When heated to decomposition it emits acrid smoke and fumes.

1,2-Epoxybutane Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
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