14579-08-9

Basic information

• Product Name: 3-(TRIMETHYLSILYL)CYCLOPENTENE
• Synonyms: 3-(TRIMETHYLSILYL)CYCLOPENTENE;3-TRIMETHYLSILYL-1-CYCLOPENTENE;3-(TRIMETHYLSILYL)CYCLOPENTENE 97%;2-Cyclopentenyltrimethylsilane;Trimethyl(2-cyclopentenyl)silane;cyclopent-2-en-1-yl(trimethyl)silane
• CAS NO: 14579-08-9
• Molecular Formula: C₈H₁₆Si
• Molecular Weight: 140.3
• Mol File: 14579-08-9.mol

Chemical Properties

• Boiling Point: 144 °C
• Flash Point: 26°C
• Appearance: /
• Density: 0.823
• Vapor Pressure: 5.97mmHg at 25°C
• Refractive Index: 1.4560
• CAS DataBase Reference: 3-(TRIMETHYLSILYL)CYCLOPENTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIMETHYLSILYL)CYCLOPENTENE(14579-08-9)
• EPA Substance Registry System: 3-(TRIMETHYLSILYL)CYCLOPENTENE(14579-08-9)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: 1993
• TSCA: No
• Hazardous Substances Data: 14579-08-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-(TRIMETHYLSILYL)CYCLOPENTENE is used as a building block for the creation of various functionalized cyclopentene derivatives. Its unique trimethylsilyl group provides a protective function for the double bond, enabling a range of functional group transformations that are crucial in the synthesis of complex organic molecules.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 3-(TRIMETHYLSILYL)CYCLOPENTENE is utilized as a reagent in the synthesis of a wide array of pharmaceuticals. Its ability to protect and transform functional groups makes it an indispensable component in the development of new drugs and medicinal compounds.
Used in Agrochemical Production:
3-(TRIMETHYLSILYL)CYCLOPENTENE also finds application in the agrochemical sector, where it serves as a reagent in the synthesis of various agrochemicals. Its role in creating stable and effective compounds contributes to the advancement of agricultural products and technologies.
Used in Advanced Material Production:
3-(TRIMETHYLSILYL)CYCLOPENTENE is used in the production of advanced materials such as liquid crystals and polymers. Its unique properties contribute to the development of materials with specific characteristics required for high-tech applications in various industries.

InChI:InChI=1/C8H16Si/c1-9(2,3)8-6-4-5-7-8/h4,6,8H,5,7H2,1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 96-40-2 2-cyclopenten-1-yl chloride 
• 14579-09-0 trichloro(cyclopent-2-enyl)silane 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 135312-73-1 2-bromo-1-(2-cyclopenten-1-yl)-1-methoxy-1-phenylethane 
• 135312-74-2 2-bromo-1-(2-cyclopenten-1-yl)-2-ethoxycyclohexane 
• 134311-05-0 1-(Cyclopent-2-enyl-phenyl-methyl)-4-methoxy-benzene 
• 40078-37-3 Z-Ethyl-α-formamid-β-phenylacrylat 
• 40078-38-4 E-Ethyl-α-formamid-β-phenylacrylat 
• 789-99-1 1-(cyclopent-2-en-1-ylidene)-2-(2,4-dinitrophenyl)hydrazine 
• 112741-64-7 (3S,5S,6R)-3-(R)-Cyclopent-2-enyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester 
• 112741-63-6 (3S,5S,6R)-4-(tert-butyloxycarbonyl)-3-(2'-cyclopentenyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 936448-97-4 2-((Benzyloxycarbonyl)amino)-2-(2-cyclopentenyl)-N-methoxyacetamide 
• 112741-62-5 (3S,5S,6R)-3-(R)-Cyclopent-2-enyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester 
• 112741-61-4 (3S,5S,6R)-4(benzyloxycarbonyl)-3-(2'-cyclopentenyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 128721-80-2 N-(1-Cyclopent-2-enyl-propyl)-4-methyl-benzenesulfonamide 
• 128721-83-5 N-(1-Cyclopent-2-enyl-2-methyl-propyl)-4-methyl-benzenesulfonamide 

Relevant articles and documents

3-Trimethylsilylcycloalkylidenes. γ-Silyl vs γ-Hydrogen Migration to Carbene Centers

A series of γ-trimethylsilyl-substituted carbenes have been studied experimentally and by computational methods. In an acyclic system, 1,3-trimethylsilyl migration successfully competes with 1,3-hydrogen migration to the carbene center. The behavior of cy

A new entry to carbocyclic nucleosides: Oxidative coupling reaction of cycloalkenylsilanes with a nucleobase mediated by hypervalent iodine reagent

(Chemical Equation Presented) A novel method for synthesizing carbocyclic nucleosides was developed. The new synthesis includes a direct coupling reaction of cycloalkenylsilanes with a silylated nucleobase catalyzed by a hypervalent iodine reagent. By app

Kinetics of the reactions of allylsilanes, allylgermanes, and allylstannanes with carbenium ions

Second-order rate constants for the reactions of para-substituted diarylcarbenium ions (ArAr'CH+ = 1) with allylsilanes 2, allylgermanes 3, and allylstannanes 4 have been determined in CH2Cl2 solution at -70 to -30°C. Generally, the attack of ArAr'CH+ at the CC double bond of the allylelement compounds 2-4 is rate-determining and leads to the formation of the β-element-stabilized carbenium ions 5, which subsequently react with the negative counterions to give the substitution products 6 or the addition products 7. For compounds H2C = CHCH2MPh3, the relative reactivities are 1 (M = Si), 5,6 (M = Ge), and 1600 (M = Sn). From the relative reactivities of compounds H2C=CHCH2X (X = H, SiBu3, SnBu3), the activating effect of an allylic trialkylsilyl (5 × 105) and trialkylstannyl group (3 × 109) is derived. This effect is strongly reduced, when the alkyl groups at Si or Sn are replaced by inductively withdrawing substituents, and an allylic SiCl3 group deactivates by a factor of 300 (comparison isobutene/2k). A close analogy between the reactions of alkenes and allylelement compounds with carbenium ions is manifested, and the different reaction series are connected by well-behaved linear free energy relationships. The relative reactivities of terminal alkenes and allylelement compounds are almost independent of the electrophilicities of the reference carbenium ions (constant selectivity relationship), thus allowing the construction of a general nucleophilicity scale for these compounds.