762-63-0

Basic information

• Product Name: CIS-1.1.1-TRIMETHYL-2-BUTENE
• Synonyms: (Z)-4,4-dimethylpent-2-ene;2-PENTENE,4,4-DIMETHYL-,(Z)-;Nsc74142;(2Z)-4,4-Dimethyl-2-pentene;(Z)-(CH3)3CCH=CHCH3;(Z)-4,4-Dimethyl-2-pentene;4,4-Dimethyl-cis-2-pentene;cis-1-tert-butyl-2-methylethylene
• CAS NO: 762-63-0
• Molecular Formula: C₇H₁₄
• Molecular Weight: 98.18606
• EINECS: 212-102-4
• Mol File: 762-63-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: -135.46°C
• Boiling Point: 79.85°C
• Appearance: /
• Density: 0.6951
• Refractive Index: 1.3999
• CAS DataBase Reference: CIS-1.1.1-TRIMETHYL-2-BUTENE(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-1.1.1-TRIMETHYL-2-BUTENE(762-63-0)
• EPA Substance Registry System: CIS-1.1.1-TRIMETHYL-2-BUTENE(762-63-0)

Safety Data

• Hazardous Substances Data: 762-63-0(Hazardous Substances Data)

Usage

General Description

CIS-1.1.1-TRIMETHYL-2-BUTENE, also known as 2-methyl-2-butene, is a colorless liquid with a pungent odor commonly used as a chemical intermediate in the production of polymers, resins, and other industrial products. It is highly flammable and should be stored and handled with caution. CIS-1.1.1-TRIMETHYL-2-BUTENE is primarily used as a solvent and as a component in the manufacture of synthetic rubber and plasticizers. It is also utilized in the production of insecticides and other agricultural chemicals. Additionally, it is used as a fuel additive and in the pharmaceutical industry for the synthesis of various medications. Due to its potential health and safety hazards, proper precautions and safety measures should be followed when working with this chemical.

InChI:InChI=1S/C7H14/c1-5-6-7(2,3)4/h5-6H,1-4H3/b6-5-

Upstream product

• 558-37-2 tert-butylethylene 
• 17847-85-7 triethyl(ethylidene)phosphorane 
• 630-19-3 pivalaldehyde 
• 128399-07-5 tris(2-methoxymethoxyphenyl)phosphonioethanide 
• 1754-88-7 ethylenetriphenylphosphorane 
• 77613-59-3 (3R,4S)-4-tert-Butyl-3-methyl-2,2,2-triphenyl-2λ⁵-[1,2]oxaphosphetane 
• 71720-16-6 Trimethyl-((E)-1,3,3-trimethyl-but-1-enyl)-silane 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 76347-02-9 C₉H₁₉LiSi 

Downstream Products

• 3970-62-5 2,2-dimethyl-3-pentanol 
• 61184-91-6 (S)-4,4-dimethyl-2-pentanol 
• 83615-50-3 (R)-(-)-4,4-dimethyl-2-pentanol 
• 3204-04-4 cis-2-methyl-3-tert-butyl oxirane 
• 86576-20-7 (4R,5S)-5-tert-Butyl-4-methyl-3-phenyl-4,5-dihydro-isoxazole 
• 690-08-4 (E)-4,4-dimethyl-2-pentene 
• 762-62-9 4,4-dimethylpent-1-ene 
• 17414-46-9 2,4,4-trimethylpentanal 
• 55320-58-6 5,5-dimethylhexanal 

Relevant articles and documents

Novel ortho-Alkoxy-Substituted Phosphorus Ylides and Their Stereoselectivity in Wittig Reactions

The stereochemistry of the reactions between tris(2-methoxymethoxypheny)phosphonioethanide (1f), -butanide (2f), and -phenyl-methanide (3f) and a variety of aldehydes was investigated.Ylides having a β-unbranched aliphatic sidechain, such as 2f, and saturated straight-chain aldehydes give olefins with unprecedented cis-selectivity (cis/trans ca. 200:1).

Stoichiometric and Catalytic Homologation of Olefins on the Fischer-Trops Catalysts Fe/SiO2, Ru/SiO2, Os/SiO2, and Rh/SiO2. Mechanistic Implication in the Mode of C-C Bond Formation

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Low-temperature characterization of the intermediates in the Wittig reaction

Nonstabilized salt-free ylides react with aldehydes and nonhindered or strained ketones at -78°C to give oxaphosphetanes. The Wittig intermediates can be observed by 31P and 1H NMR techniques. In the presence of LiBr, betaine-lithium bromide adducts often precipitate from solution. The oxaphosphetane from PhCHO + CH2=PPh3 reacts rapidly with LiBr to give a betaine·LiBr adduct, and the corresponding salt Ph3P+CH2CHOHPh Br- reacts with KH at -40°C to form the oxaphosphetane. No salt-free betaine has been detected. Lithium bromide is shown to decrease cis selectivity (CH3CH=PPh3 + PhCH2CH2CHO) in the condensation step and not by oxaphosphetane equilibration. Oxaphosphetane reversal to ylide + aldehyde is confirmed for aryl aldehydes but not for aliphatic aldehydes or ketones according to three types of crossover experiments. Rationales for cis selectivity of aldehyde-ylide reactions are discussed. A "crisscrossed" cycloaddition rationale is proposed, aldehyde and ylide planes tilted toward an orthogonal arrangement to minimize steric interactions, to explain cis-alkene formation. Other transition-state geometries having carbonyl and ylide planes roughly parallel are considered more likely for trans-olefin formation or for Wittig reactions of ketones.