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Basic Information
CAS No.: 106-88-7
Name: 1,2-Epoxybutane
Article Data: 106
Molecular Structure:
Molecular Structure of 106-88-7 (1,2-Epoxybutane)
Formula: C4H8O
Molecular Weight: 72.1069
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;
EINECS: 203-438-2
Density: 0.88 g/cm3
Melting Point: -130oC
Boiling Point: 63.4 °C at 760 mmHg
Flash Point: -15 °C
Solubility: 86.8g/L at 25℃
Appearance: colourless liquid with an unpleasant smell
Hazard Symbols: FlammableF, HarmfulXn
Risk Codes: 11-20/21/22-36/37/38-40-52/53
Safety: 9-16-29-36/37-61-19
Transport Information: UN 3022 3/PG 2
PSA: 12.53000
LogP: 0.79520
Synthetic route
106-98-9

1-butylene

80-15-9

Cumene hydroperoxide

A

106-88-7

ethyloxirane

B

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
106-98-9

1-butylene

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%
1873-25-2

1-chloro-butan-2-ol

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.
26106-95-6

2-chloro-1-butanol

106-88-7

ethyloxirane

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

1-butylene

A

106-88-7

ethyloxirane

B

5077-67-8

1-Hydroxy-2-butanone

Conditions
ConditionsYield
With oxygen at 500℃; under 5148.6 Torr;
2482-57-7

1-bromo-2-butanol

106-88-7

ethyloxirane

Conditions
ConditionsYield
With potassium hydroxide
106-98-9

1-butylene

36709-10-1

acetylperoxy radical

106-88-7

ethyloxirane

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

epoxybutene

A

106-88-7

ethyloxirane

B

627-27-0

homoalylic alcohol

C

6117-91-5

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

D

123-72-8

butyraldehyde

E

123-73-9

crotonaldehyde

F

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;
24068-63-1

2-bromo-1-butanol

106-88-7

ethyloxirane

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

allyl t-butyl peroxide

106-88-7

ethyloxirane

Conditions
ConditionsYield
With tert-butyl peroxyacetate at 110℃; under 0.001 Torr; for 12h;
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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.

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.

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.

Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen