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1,2-Epoxybutane

1,2-Epoxybutane structure

CAS No:
106-88-7
Formula:
C4H8O
Chemical Name:
1,2-Epoxybutane
Synonyms:
Oxirane,2-ethyl-;Butane,1,2-epoxy-;Oxirane,ethyl-;2-Ethyloxirane;1-Butene oxide;1,2-Butene oxide;1,2-Butylene oxide;1,2-Epoxybutane;Ethylethylene oxide;α-Butylene oxide;Ethyloxirane;1-Butylene oxide;Butene 1,2-epoxide;1,2-Butylene epoxide;DL-1,2-Epoxybutane;(±)-Ethyloxirane;(±)-2-Ethyloxirane;Epoxybutane;NSC 24240;Butylene oxide;1,2-Cyclobutane epoxide;55555-96-9
Categories:
Organic Chemistry > Hydrocarbons and Derivatives

Description

1,2-Butylene oxide is a colorless mobile liquid with an unpleasant smell. This low boiling liquid has but limited water solubility, yet is miscible with most common organic solvents. It undergoes the usual reactions of epoxides with compounds having labile hydrogen atoms. Some of these are acids, amines, ammonia, alcohols, phenols, polyols, thiols, etc. Butylene oxide can be polymerized or copolymerized with other alkylene oxides to yield polyethers. The resulting polymers are less water solubl

1,2-Epoxybutane Basic Attributes

Molecular Weight：

72.11

Exact Mass：

72.11

EC Number：

203-438-2

HScode：

29109000

Characteristics

PSA：

12.5

XLogP3：

0.68

Appearance：

1,2-butylene oxide appears as a clear colorless volatile liquid with an ethereal odor. Flash point near 0°F. Density about 6.9 lb / gal. Soluble in water. Boiling point near 140°F. Flammable over a wide range of vapor-air concentrations. May polymerize with the evolution of heat and possible rupture of container if contaminated. Vapors irritate eyes, skin and respiratory system. Prolonged contact with skin may cause in delayed burns. Vapors are heavier than air. Used as an intermediate to make various polymers. Chemicals that polymerize are often stabilized by refrigeration.

Density：

0.8297 g/cm³ @ Temp: 20 °C

Melting Point：

-150 °C

Boiling Point：

63.3 °C

Flash Point：

10 °F

Refractive Index：

n 20/D 1.384

Water Solubility：

86.8g/l

Storage Conditions：

Store below +30°C.

Vapor Pressure：

140 mm Hg ( 20 °C)

Vapor Density：

2.2 (vs air)

Toxicity：

Oral-Rat LD50: 500 mg/kg

Flammability characteristics：

Inflammable in case of open flame, high temperature, oxidant; burning produces irritating smoke

Explosive limit：

1.7-19%(V)

Odor：

Disagreeable odor

PH：

Approximately 7 at 50 g/L at 20 °C

Safety Information

Packing level：

Hazard category：

3.1

Transport codes：

UN 3022 3/PG 2

wgk germany：

hazard class code：

11-20/21/22-36/37/38-40-52/53

safety instructions：

9-16-29-36/37-61-19

RTECS Number：

EK3675000

Marks：

F,Xn

Storage features：

Storehouse ventilated at low temperature and dry; stored separately from oxidants and food materials; should not be stored for a long time to prevent explosion

Explosive characteristics：

It can be explosive when mixed with air; it can generate explosive peroxides if left in the air for a long time

Stability/Shelf Life：

Stable, but prone to polymerization - stabilizer may be added to neat liquid. Highly flammable.

Precautionary statement(s)：

P210-P261-P273-P280-P305 + P351 + P338

Hazard Statements：

H225-H302 + H312 + H332-H315-H319-H335-H351-H412

Toxicity

Toxicity class：

highly toxic

1,2-Epoxybutane Use and Manufacturing

Methods of Manufacturing

Industrially, butylene oxide is derived from the recovery of by-products from the production of propylene oxide. In the process of producing ethylene oxide and propylene oxide by cracking tail gas through hypochlorination, the residual liquid of the propylene oxide tower kettle can be obtained. It contains 74.6% of butylene oxide, 16.7% of propylene oxide, 0.7% of ethylene oxide, 3.1% of water, and a small amount of high boilers. Through distillation, the fractions of 50-70°C are collected from the tower, and after condensation, the moisture is removed to obtain a finished product of 1, 2-butylene oxide with a content of about 87%. If higher purity is required, further fractionation can be performed.

Uses

Intermediate for various polymers, stabilizer for chlorinated solvents.

Computed Properties

Molecular Weight:72.11
XLogP3:0.8
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:72.057514874
Monoisotopic Mass:72.057514874
Topological Polar Surface Area:12.5
Heavy Atom Count:5
Complexity:34.6
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Butane

1,3-Butadiene

1-Hexene

Downstream Products

1-Butanol

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