598-25-4

Basic information

• Product Name: 3-Methyl-1,2-butadiene
• Synonyms: 1,1-Dimethylallene;1,1-Dimethylallylene; 1,1-Dimethylpropadiene; 2-Methyl-2,3-butadiene;3,3-Dimethylallene; 3-Methyl-1,2-butadiene; NSC 74117
• CAS NO: 598-25-4
• Molecular Formula: C₅H₈
• Molecular Weight: 0
• EINECS: 209-926-1
• Mol File: 598-25-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 43.3°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.651g/cm³
• Vapor Pressure: 391mmHg at 25°C
• Refractive Index: 1.389
• CAS DataBase Reference: 3-Methyl-1,2-butadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-1,2-butadiene(598-25-4)
• EPA Substance Registry System: 3-Methyl-1,2-butadiene(598-25-4)

Safety Data

• Statements: R11:Highly flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S23:Do not inhale gas/fumes/vapour/spray.; S33:Take precauti
• Hazardous Substances Data: 598-25-4(Hazardous Substances Data)

Usage

General Description

3-Methyl-1,2-butadiene, also known as isoprene, is a chemical compound that is commonly found in natural sources such as plants and trees. It is a colorless, flammable gas with a strong odor and is highly reactive. 3-Methyl-1,2-butadiene is widely used in the production of rubber and elastomers, and it is also a precursor to various synthetic chemicals. It is classified as a potential occupational carcinogen and exposure to high levels of 3-Methyl-1,2-butadiene has been associated with respiratory and skin irritation, as well as potential long-term health effects. Due to its reactivity and flammability, proper handling and storage precautions are necessary when working with 3-Methyl-1,2-butadiene.

InChI:InChI=1/C5H8/c1-4-5(2)3/h1H2,2-3H3

Upstream product

• 91-22-5 quinoline 
• 54462-66-7 1,4-dibromo-2-methyl-butane 
• 100860-89-7 1,2,2-trimethyl-3-methylene-cyclobutanecarbonitrile 
• 594-56-9 2,2,3-trimethylbut-1-ene 
• 7647-01-0 hydrogenchloride 
• 78-79-5 isoprene 
• 109-99-9 tetrahydrofuran 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 71-36-3 butan-1-ol 
• 3017-70-7 2-bromo-3-methylbut-2-ene 
• 594-51-4 2,3-dibromo-2-methylbutane 
• 110-86-1 pyridine 
• 6214-31-9 3-bromo-3-methylbut-1-yne 
• 115-19-5 2-methyl-but-3-yn-2-ol 

Downstream Products

• 598-23-2 3-methyl-but-1-yne 
• 78-79-5 isoprene 
• 65354-74-7 1-Methyl-2-isopropylidencyclopropancarbonsaeureethylester 
• 65354-75-8 1,2,2-Trimethyl-3-methylene-cyclopropanecarboxylic acid ethyl ester 
• 20989-95-1 3,3-Dimethyl-1-isopropyliden-cyclobutanon-⁽²⁾ 
• 22635-75-2 2,2,3,3-Tetramethyl-4-methylen-cyclobutanon 
• 56579-24-9 1-(3-methylbuta-1,2-dienyl)cyclohexan-1-ol 
• 65108-28-3 (2,2-dimethylbut-3-yn-1-yl)benzene 
• 65108-23-8 1,1-dimethyl-4-phenyl-1,2-butadiene 
• 65108-32-9 2,2-dimethyl-1-phenyl-3-butyn-1-ol 
• 5923-01-3 1-phenyl-4-methyl-2-pentyn-1-ol 
• 65354-61-2 2-(p-Chlorophenyl)-3,3-dimethylmethylenecyclopropane 
• 57765-59-0 2-(p-Chlorophenyl)isopropylidenecyclopropane 
• 65108-34-1 3,3-dimethyl-2-phenyl-4-pentyn-2-ol 

Relevant articles and documents

Silver-Catalyzed Three-Component 1,1-Aminoacylation of Homopropargylamines: α-Additions for Both Terminal Alkynes and Isocyanides

The reaction of secondary homopropargylamines, isocyanides, and water in the presence of a catalytic amount of silver acetate and subsequent purification by chromatography on silica gel afforded substituted proline amides in good to excellent yields. Primary homopropargylamines underwent a cyclizative Ugi–Joullié three-component reaction with isocyanides and carboxylic acids to afford functionalized N-acyl proline amides. High diastereoselectivity was observed in the synthesis of 4-alkoxy and 4,5-disubstituted proline derivatives. This work represents the first examples of a three-component cyclizative 1,1-aminoacylation of terminal alkynes.

Palladium-mediated intramolecular C-N bond formation involving allyl substituted pyridines. Application to a novel strategy for the synthesis of the skeleton of berberinium derivatives

The insertion of allenes in the Pd-C σ bond of cyclopalladated pyridine derivatives afforded (η3-allyl) Pd complexes. The ideally located imine unit reacted selectively with the allyl functionality to yield a series of new cationic heterocycles. The process opened the route to a novel strategy for the synthesis of berberiniums, a class of molecules of pharmacological interest.

Synthetic Microbial Chemistry, XXVI. - Absolute Configuration of (+)-Xanthocidin as Determined by the Synthesis of Its Enantiomers of Known Stereochemistry

The absolute configuration of the antibiotic (+)-xanthocidin (4,5-dihydroxy-5-isopropyl-4-methyl-2-methylene-3-oxocyclopentane-1-carboxylic acid, 1) was shown to be 1R,4S,5S by the synthesis of its enantiomers.Lipase AK (Amano) was used for the key resolution step, and the absolute configuration of the resolved intermediate (+)-16 was determined by X-ray analysis of its (1S)-camphanic ester (+)-20. - Key Words: Antibiotics / Asymmetric acylation / Lipases / Streptomyces xanthocidicus / Xanthocidin