2-Methyl-2-butene

2-Methyl-2-butene Property

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

Henry's Law Constant

5.7×10^-5 mol/(m³Pa) at 25℃, Brockbank (2013)

Dielectric constant

2.1（20℃）

Stability:

Volatile

InChI

1S/C5H10/c1-4-5(2)3/h4H,1-3H3

InChIKey

BKOOMYPCSUNDGP-UHFFFAOYSA-N

SMILES

C\C=C(\C)C

LogP

2.67

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

Hazard Codes 

F,Xn,N,F+

Risk Statements 

11-22-65-51/53-12-36/37/38-19-68-67-38-52/53-40-36/37

Safety Statements 

45-9-61-33-16-36/37/39-26-62-36/37

RIDADR 

UN 2460

WGK Germany 

3

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

II

HS Code 

29012900

Storage Class

3 - Flammable liquids

Hazard Classifications

Acute Tox. 4 Oral
Aquatic Chronic 2
Asp. Tox. 1
Flam. Liq. 1
Muta. 2
STOT SE 3

Hazardous Substances Data

513-35-9(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H336May cause drowsiness or dizziness

H341Suspected of causing genetic defects

H351Suspected of causing cancer

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P308+P313IF exposed or concerned: Get medical advice/attention.

P331Do NOT induce vomiting.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

2-Methyl-2-butene Chemical Properties,Usage,Production

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.

Uses

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.

Toxics Screening Level

The initial threshold screening level (ITSL) for amylene (also called 2-methyl-2-butene) is 106 μg/m3 (annual averaging time).

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