2-Methyl-2-butene

Synonym(s):β-Isoamylene;2-Methyl-2-butene;Amylene;Isoamylene, Trimethylethylene

CAS NO.：513-35-9
Empirical Formula: C5H10
Molecular Weight: 70.13
MDL number: MFCD00009276
EINECS: 208-156-3
SAFETY DATA SHEET (SDS)
Update Date: 2023-12-25 13:23:17

What is 2-Methyl-2-butene?

Description

2-Methyl-2-butene (also named as Amylene) is an alkene hydrocarbon with the molecular formula C5H10. It is a colorless to pale yellow clear liquid. It can be used as a free radical scavenger in trichloromethane and dichloromethane. It was used for the alkylation of 3-methylthiophene over a zeolitic catalyst. It was also used as a precursor of peroxyacetyl nitrate for calibration purpose.

Chemical properties

2-Methyl-2-butene is a colorless volatile liquid with unpleasant odour (detection limit ca. 2 ppt) . soluble in alcohol, ether, benzene, insoluble in water. It is used in organic synthesis, hydrogenation, halogenation, alkylation, condensation reactions.

The Uses of 2-Methyl-2-butene

2-Methyl-2-butene is used to prepare 3-Brom-2.3-dimethyl-1.1-dicyan-butan in the presence of 2,2'-azobis-(2,4-dimethyl-4-methoxyvaleronitrile) as a catalyst. It may be employed as precursor for peroxyacetyl nitrate for the calibration purposes.

Definition

ChEBI: 2-Methyl-2-butene is an alkene that is ethylene in which three of the hydrogens are replaced by methyl groups.

Preparation

2-methyl-2-butene is prepared by dehydration of tert-amyl alcohol in presence of p-toluenesulfonic acid or distillation of a catalytically cracked gasoline stream, followed by extraction with aqueous sulfuric acid at low temp.

General Description

2-methyl-2-butene appears as a clear colorless liquid with a petroleum-like odor. Less dense than water and insoluble in water. Hence floats on water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

2-Methyl-2-butene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic polymerization reactions.

Hazard

Highly flammable, dangerous fire and explosion risk.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Purification Methods

Distil amylene and collect the distillate at low temperature. It has also been distilled from sodium. FLAMMABLE. It is available in steel cylinders and has a short

Research

2-Methyl-2-butene is a trisubstituted olefin. It acts as guest and forms stable solid host-guest complexes with self-assembled benzophenone bis-urea macrocycles. The impact of active chlorine on photo-oxidation of 2-methyl-2-butene was studied. Photosensitized oxidation of 2-methyl-2-butene adsorbed on internal framework of Na-ZSM-5 zeolite was studied. Gas-phase reaction of 2-methyl-2-butene with ozone has been investigated. Kinetics of liquid-phase alkylation of 3-methylthiophene with 2-methyl-2-butene on supported phosphoric acid has been reported.

References

Virginie Bellière, Christophe Geantet, Michel Vrinat, Younès Ben-Taarit, Yuji Yoshimura, Alkylation of 3-Methylthiophene with 2-Methyl-2-butene over a Zeolitic Catalyst, Energy & Fuels, 2004, vol. 18, pp. 1806-1813
D. Grosjean, Gas-phase reaction of ozone with 2-methyl-2-butene: dicarbonyl formation from Criegee biradicals, Environmental Science & Technology, 1990, vol. 24, pp. 1428-1432

Properties of 2-Methyl-2-butene

Melting point:	-134 °C (lit.)
Boiling point:	35-38 °C (lit.)
Density	0.662 g/mL at 25 °C (lit.)
vapor density	2.4 (vs air)
vapor pressure	25.7 psi ( 55 °C)
refractive index	n20/D 1.385(lit.)
RTECS	EM7580000
Flash point:	−4 °F
storage temp.	2-8°C
solubility	Chloroform, Methanol (Slightly)
form	Liquid
color	Colorless
explosive limit	8.7%
Water Solubility	Miscible with alcohol, benzene, ligroin, ethylene oxide and ether. Immiscible with water.
Merck	14,607
BRN	1361353
Dielectric constant	2.1（20℃）
Stability:	Volatile
CAS DataBase Reference	513-35-9(CAS DataBase Reference)
NIST Chemistry Reference	2-Butene, 2-methyl-(513-35-9)
EPA Substance Registry System	2-Methyl-2-butene (513-35-9)

Safety information for 2-Methyl-2-butene

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H224:Flammable liquids H302:Acute toxicity,oral H304:Aspiration hazard H336:Specific target organ toxicity,single exposure; Narcotic effects H341:Germ cell mutagenicity H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P201:Obtain special instructions before use. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P273:Avoid release to the environment. P308+P313:IF exposed or concerned: Get medical advice/attention. P403+P233:Store in a well-ventilated place. Keep container tightly closed.