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2-Methyl-2-butene (Trimethylethylene)

CAS Number513-35-9
Molecular Formula C₅H₁₀
Molecular Weight70.13 g/mol
Category

About 2-Methyl-2-butene

2-Methyl-2-butene (CAS 513-35-9), also known as trimethylethylene, is a branched C₅ alkene with the molecular formula C₅H₁₀. This versatile olefinic reagent features a tetrasubstituted carbon-carbon double bond, making it an important substrate for studying steric effects in organic reactions, catalytic processes, and mechanistic investigations in synthetic chemistry.

As a member of the pentene family, 2-methyl-2-butene exhibits unique reactivity due to its highly substituted double bond. The presence of three methyl substituents on the double bond creates significant steric crowding, which influences reaction rates, selectivity, and mechanisms in electrophilic additions, hydrogenation, epoxidation, and other alkene transformations. This makes it an excellent model compound for studying substituent effects and steric hindrance in organic chemistry.

2-Methyl-2-butene serves multiple roles in chemical research and synthesis. It functions as a substrate for catalytic studies, a monomer for polymer synthesis, a scavenger for carbocations (in superacid chemistry), and a reagent in organic transformations. Its well-defined structure and commercial availability make it valuable for mechanistic studies, catalyst screening, and methodology development in both academic and industrial settings.

At ChemContract Research, we supply 2-Methyl-2-butene at >95% purity, verified by gas chromatography (GC). Each batch includes a Certificate of Analysis (COA) with complete characterization including GC purity, density, refractive index, and spectroscopic data. Our product is suitable for research applications in organic synthesis, polymer chemistry, and catalysis.

Specifications & Physical Properties

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Chemical Identity

CAS Number: 513-35-9
Common Names: Trimethylethylene, 2-Methylbut-2-ene
Molecular Formula: C₅H₁₀
Molecular Weight: 70.13 g/mol
Structure: (CH₃)₂C=CHCH₃

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Physical Properties

Appearance: Colorless liquid
Boiling point: 38-39°C
Melting point: -133.8°C
Density: 0.662 g/mL at 20°C
Refractive index: n²⁰/D 1.387

Quality Specifications

Purity: >95% (GC)
Appearance: Clear, colorless liquid
Water content: <0.05%
Assay: GC analysis
Peroxides: <10 ppm

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Storage & Handling

Storage: Cool, dry place (2-8°C preferred)
Container: Sealed bottle under nitrogen
Shelf Life: 12 months
Flammability: Highly flammable (Flash point: -54°C)
Stability: Stable, avoid oxidizers

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Quality Control

Identity: ¹H NMR, ¹³C NMR
Purity: GC analysis >95%
Density: 0.660-0.665 g/mL
Refractive index: Measured
COA: Complete analytical data

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Safety Information

Hazard: Extremely flammable liquid and vapor
Handling: Use in well-ventilated area
PPE: Safety glasses, gloves, lab coat
Fire: Keep away from ignition sources
Storage: Flammable liquid storage area

Research & Synthetic Applications

2-Methyl-2-butene is a versatile alkene reagent for organic synthesis, catalysis, and polymer chemistry.

01

Organic Synthesis

Versatile alkene substrate for diverse synthetic transformations.

  • Electrophilic addition reactions
  • Epoxidation to form substituted epoxides
  • Hydrogenation to 2-methylbutane
  • Hydroboration-oxidation
  • Ozonolysis and oxidative cleavage
  • Cycloaddition reactions
02

Catalytic Studies

Model substrate for studying catalytic alkene transformations.

  • Hydrogenation catalyst screening
  • Olefin metathesis studies
  • Transition metal catalysis
  • Stereoselective reactions
  • Mechanistic investigations
  • Reaction kinetics studies
03

Polymer Chemistry

Monomer and comonomer for polymerization reactions.

  • Cationic polymerization
  • Copolymerization studies
  • Rubber synthesis
  • Polyisobutylene derivatives
  • Elastomer production
  • Polymer structure-property relationships
04

Carbocation Chemistry

Scavenger and probe for carbocation intermediates.

  • Carbocation trapping reagent
  • Superacid chemistry
  • Mechanistic probes
  • Friedel-Crafts reactions
  • Tert-butyl cation studies
  • Stable carbocation generation
05

Pharmaceutical Chemistry

Building block and reagent in drug synthesis.

  • Pharmaceutical intermediate synthesis
  • API building blocks
  • Terpene synthesis
  • Natural product synthesis
  • Medicinal chemistry applications
  • Drug metabolite preparation
06

Analytical Chemistry

Standard and reference material for analytical methods.

  • GC/MS standard
  • Retention time reference
  • Method development
  • Calibration standard
  • Quality control
  • Analytical method validation

Reliable Alkene Reagent Supplier

  • >95% purity verified by GC analysis
  • Complete physical property characterization
  • Low peroxide content for safe handling
  • Packaged under nitrogen to prevent oxidation
  • Certificate of Analysis with GC chromatogram
  • Proper DOT compliant shipping for flammables
  • Technical support for synthetic applications
>95% GC Purity
38-39°C BP
N₂ Packaged
24-48h Fast Shipping

Frequently Asked Questions

Find answers to common questions about 2-Methyl-2-butene.

What is 2-Methyl-2-butene used for? +

2-Methyl-2-butene is a branched C₅ alkene with diverse applications in organic synthesis and chemical research.

Primary applications:

  • Organic synthesis: Substrate for electrophilic additions, epoxidation, hydrogenation, and hydroboration
  • Catalytic studies: Model compound for catalyst screening and mechanism investigations
  • Polymer chemistry: Monomer for cationic polymerization and copolymer synthesis
  • Carbocation chemistry: Scavenger for carbocation intermediates in superacid studies
  • Pharmaceutical synthesis: Building block for drug intermediates and natural products
  • Analytical chemistry: GC/MS standard and reference material

Why 2-methyl-2-butene? The tetrasubstituted double bond makes it ideal for studying steric effects, with three methyl groups providing significant steric hindrance that influences reactivity and selectivity in alkene transformations.

What purity is available and how is it verified? +

ChemContract supplies 2-Methyl-2-butene at >95% purity, verified by gas chromatography.

Quality control methods:

  • Gas chromatography (GC): Purity >95% by peak area
  • ¹H NMR spectroscopy: Structural confirmation
  • ¹³C NMR spectroscopy: Carbon skeleton verification
  • Density measurement: 0.660-0.665 g/mL at 20°C
  • Refractive index: n²⁰/D ~1.387
  • Water content: Karl Fischer (<0.05%)
  • Peroxide test: <10 ppm

Certificate of Analysis includes:

  • Batch number and manufacturing date
  • GC chromatogram with purity calculation
  • Physical properties (density, refractive index, boiling point)
  • NMR spectra (¹H and ¹³C)
  • Water and peroxide content
  • Storage recommendations and safety data
What are the physical properties? +

2-Methyl-2-butene is a volatile, flammable liquid with well-defined physical characteristics.

Physical properties:

  • Appearance: Clear, colorless liquid
  • Molecular formula: C₅H₁₀
  • Molecular weight: 70.13 g/mol
  • Boiling point: 38-39°C at 760 mmHg
  • Melting point: -133.8°C
  • Density: 0.662 g/mL at 20°C
  • Refractive index: n²⁰/D 1.387
  • Flash point: -54°C (highly flammable)
  • Vapor pressure: ~600 mmHg at 25°C

Solubility:

  • Water: Practically insoluble (~0.013 g/100mL)
  • Organic solvents: Miscible with ethanol, ether, acetone, hydrocarbons

Handling considerations: The low boiling point (38-39°C) means this compound is volatile at room temperature. Store in a cool place and use appropriate sealed containers to minimize evaporation.

How should this compound be stored and handled? +

2-Methyl-2-butene is highly flammable and requires proper safety precautions.

Storage conditions:

  • Temperature: Cool storage (2-8°C preferred) to minimize evaporation
  • Container: Tightly sealed bottle
  • Atmosphere: Under nitrogen to prevent oxidation
  • Location: Flammable liquid storage cabinet
  • Shelf life: 12 months when stored properly

Safety precautions:

  • Flammability: Keep away from heat, sparks, open flames, and hot surfaces
  • Ventilation: Use only in well-ventilated areas or fume hood
  • PPE: Safety glasses, chemical-resistant gloves, lab coat
  • Grounding: Ground/bond containers during transfer
  • Static: Use explosion-proof electrical equipment

Handling tips:

  • Transfer in fume hood or well-ventilated area
  • Use graduated cylinders or syringes for measurement
  • Keep containers tightly closed when not in use
  • Avoid breathing vapors
  • Do not eat, drink, or smoke when handling

Peroxide formation: Like many alkenes, 2-methyl-2-butene can form peroxides upon prolonged storage or exposure to air. Our material is tested for peroxide content (<10 ppm) and stored under nitrogen to prevent formation.

What reactions can I perform with this alkene? +

2-Methyl-2-butene participates in typical alkene reactions with unique selectivity due to steric hindrance.

Common transformations:

  • Hydrogenation: Pd/C, Pt/C → 2-methylbutane (isopentane)
  • Epoxidation: mCPBA, H₂O₂ → 2,3-dimethyloxirane
  • Hydroboration-oxidation: BH₃, then H₂O₂/NaOH → alcohols
  • Halogenation: Br₂, Cl₂ → vicinal dihalides
  • Hydrohalogenation: HBr, HCl → alkyl halides (Markovnikov)
  • Ozonolysis: O₃, then reductive workup → acetone + acetaldehyde
  • Dihydroxylation: OsO₄, KMnO₄ → diols

Steric effects:

  • Tetrasubstituted double bond shows reduced reactivity in some additions
  • Anti-Markovnikov additions may be favored in some cases due to steric factors
  • Slower hydrogenation compared to less substituted alkenes
  • Excellent model for studying steric effects in catalysis

Polymer chemistry:

  • Cationic polymerization with Lewis acids (AlCl₃, BF₃)
  • Copolymerization with isobutylene
  • Chain transfer agent in polymerization
Is this the same as other pentene isomers? +

No, 2-methyl-2-butene is one of several C₅H₁₀ isomers with distinct properties.

C₅ Alkene isomers comparison:

  • 1-Pentene: CH₂=CH-CH₂-CH₂-CH₃ (terminal, monosubstituted)
  • 2-Pentene: CH₃-CH=CH-CH₂-CH₃ (internal, disubstituted, cis/trans)
  • 2-Methyl-1-butene: CH₂=C(CH₃)-CH₂-CH₃ (terminal, disubstituted)
  • 3-Methyl-1-butene: CH₂=CH-CH(CH₃)₂ (terminal, monosubstituted)
  • 2-Methyl-2-butene: (CH₃)₂C=CH-CH₃ (internal, trisubstituted/tetrasubstituted)

What makes 2-methyl-2-butene unique:

  • Most substituted: Three methyl groups on the double bond
  • Most stable: Highest degree of substitution = most stable alkene
  • Highest steric hindrance: Slowest in some reactions
  • Lowest boiling point: 38-39°C (most volatile pentene)

Why it matters: The high degree of substitution and steric crowding make 2-methyl-2-butene ideal for mechanistic studies and understanding how sterics influence reactivity.

What quantities are available and delivery time? +

We offer multiple pack sizes for research applications.

Available quantities (in stock):

  • 100 mL – Initial studies and method development
  • 250 mL – Standard research quantity
  • 500 mL – Extended research projects
  • 1 L – Large-scale synthesis or multiple experiments
  • Custom quantities: Available for industrial applications

Usage estimates:

  • 100 mL = ~66 g (sufficient for 20-50 typical reactions)
  • Density: 0.662 g/mL (light liquid)
  • Typical reaction scale: 1-10 mL per experiment

Delivery times:

  • Stock quantities: Ships within 24-48 hours
  • Domestic USA: 2-3 business days (DOT compliant ground shipping)
  • International: 5-10 business days (hazmat shipping regulations apply)
  • Large quantities (>1L): 1-2 weeks

Shipping:

  • Ships as hazmat/dangerous goods (flammable liquid, UN1993)
  • DOT/IATA compliant packaging
  • Ground shipping only (no air freight)
  • Proper labeling and documentation included
  • Certificate of Analysis included
  • Safety Data Sheet included