16197-40-3

Basic information

• Product Name: [S,(+)]-5-Methyl-1-heptene
• Synonyms: (S)-5-Methyl-1-heptene;[S,(+)]-5-Methyl-1-heptene
• CAS NO: 16197-40-3
• Molecular Formula: C₈H₁₆
• Molecular Weight: 112.21
• Mol File: 16197-40-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [S,(+)]-5-Methyl-1-heptene(CAS DataBase Reference)
• NIST Chemistry Reference: [S,(+)]-5-Methyl-1-heptene(16197-40-3)
• EPA Substance Registry System: [S,(+)]-5-Methyl-1-heptene(16197-40-3)

Safety Data

• Hazardous Substances Data: 16197-40-3(Hazardous Substances Data)

Usage

Description

[S,(+)]-5-Methyl-1-heptene is a chemical compound that belongs to the class of alkenes, which are unsaturated hydrocarbons containing a carbon-carbon double bond. It is a colorless, flammable liquid with a faint odor, and is commonly used as a starting material in the synthesis of various other organic compounds. Its molecular formula is C8H16, and it is composed of a chain of seven carbon atoms with a methyl group attached to the fifth carbon atom. [S,(+)]-5-Methyl-1-heptene has a chiral center, and the "(+)" designation indicates that it is the enantiomer with a positive optical rotation.

Uses

Used in Organic Synthesis:
[S,(+)]-5-Methyl-1-heptene is used as a starting material for the synthesis of various organic compounds. Its unique structure and chiral center make it a valuable component in the creation of complex molecules.
Used in Pharmaceutical Production:
[S,(+)]-5-Methyl-1-heptene is used as an intermediate in the production of various chemicals, including pharmaceuticals. Its specific enantiomeric form can be crucial for the development of effective drugs with minimal side effects.
Used in Fragrance Industry:
[S,(+)]-5-Methyl-1-heptene is also used as an intermediate in the production of fragrances. Its unique chemical properties can contribute to the creation of distinct and appealing scents for various applications.

Upstream product

• 32115-62-1 (S)-(2-methylbutyl)magnesium chloride 
• 106-95-6 allyl bromide 
• 137-32-6 (-)-2-Methylbutan-1-ol 
• 534-00-9 (+)-1-bromo-2-methylbutane 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 534-00-9 (S)-2-methylbutyl bromide 

Downstream Products

• 66007-17-8 (S)-14-Methyl-(Z)-8-hexadecenal 
• 120721-91-7 (S)-5-Methylheptyl-p-toluenesulfonate 
• 57803-73-3 (S)-(+)-5-methyl-1-heptanol 

Relevant articles and documents

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First total synthesis and assignment of the absolute configuration of the neuronal cell protecting alkaloid carbazomadurin B

Using a palladium-catalyzed approach, the first enantio-selective synthesis of the neuronal cell protecting agent carbazomadurin B is described and its absolute configuration is assigned. Georg Thieme Verlag Stuttgart.

Silylformylation of chiral 1-alkynes, catalysed by solvated rhodium atoms

Solvated rhodium atoms, prepared by the metal vapour synthesis technique, promote the silylformylation reaction of variously substituted alkynes R1R2CH(CH2)nC≡CH, with catalytic activities comparable with and even higher than more common species such as Rh4(CO)12. Z-Silylalkenals are exclusively formed in high yields (60-95%) indicating syn addition both of CO and of the silane (Me2PhSiH) to the triple bond. The chemoselectivity of the process (silylformylation vs. hydrosilylation) is highly affected by the amount of catalyst employed (mmol of Rh species with respect to the alkyne reagent), by the steric requirements of the acetylenic substrates and by the hydrosilane/alkyne molar ratio. When optically active acetylenes are treated in the presence of Me2PhSiH under carbon monoxide pressure, the silylformylation reaction occurs with total retention of stereochemistry of the stereogenic centre, even if it is at the α-position of the unsaturated moiety, to afford enantiomerically enriched β-silylalkenals.