2344-83-4

Basic information

• Product Name: (3-CHLOROPROPYL)TRIMETHYLSILANE
• Synonyms: 3-(Trimethylsilyl)propyl chloride;3(3-CHLOROPROPYL)TRIMETHYLSILANE;(3-chloropropyl)trimethyl-silan;GAMMA-CHLOROPROPYL TRIMETHYLSILANE;(3-CHLOROPROPYL)TRIMETHYLSILANE;3-(TRIMETHYLSILYL)-N-PROPYL CHLORIDE
• CAS NO: 2344-83-4
• Molecular Formula: C₆H₁₅ClSi
• Molecular Weight: 150.72
• EINECS: 219-059-0
• Product Categories: Halogenated Hydrocarbons;Organic Building Blocks;Industrial/Fine Chemicals;Alkyl
• Mol File: 2344-83-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: <0°C
• Boiling Point: 151 °C(lit.)
• Flash Point: 49°C
• Appearance: /
• Density: 0.878 g/mL at 20 °C(lit.)
• Vapor Pressure: 4.77mmHg at 25°C
• Refractive Index: n20/D 1.431
• Water Solubility: Not miscible in water.
• BRN: 1732625
• CAS DataBase Reference: (3-CHLOROPROPYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLOROPROPYL)TRIMETHYLSILANE(2344-83-4)
• EPA Substance Registry System: (3-CHLOROPROPYL)TRIMETHYLSILANE(2344-83-4)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2344-83-4(Hazardous Substances Data)

Usage

Description

(3-Chloropropyl)trimethylsilane, also known as (3-chloropropyl)silyl-N,N,N-trimethylsilanetriamine, is an organosilicon compound with the molecular formula C6H15ClNSi. It is a colorless liquid with a chloropropyl group attached to a trimethylsilyl moiety. (3-CHLOROPROPYL)TRIMETHYLSILANE is known for its reactivity and is widely used in various chemical reactions and synthesis processes.

Uses

Used in Chemical Synthesis:
(3-Chloropropyl)trimethylsilane is used as a reagent for the preparation of various organic compounds. It serves as a versatile building block in the synthesis of complex molecules due to its unique structure and reactivity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (3-chloropropyl)trimethylsilane is used as an intermediate in the synthesis of various drugs and drug candidates. Its ability to form stable intermediates and participate in multiple reaction pathways makes it a valuable compound in drug development.
Used in the Preparation of 8-(3-trimethylsilylpropoxy)quinolone:
(3-Chloropropyl)trimethylsilane is used as a reagent for the synthesis of 8-(3-trimethylsilylpropoxy)quinolone under phase transfer catalytic conditions. (3-CHLOROPROPYL)TRIMETHYLSILANE has potential applications in the development of new pharmaceuticals and other chemical products.
Used in the Preparation of 5-trimethylsilyl pentanol:
(3-Chloropropyl)trimethylsilane is also used in the synthesis of 5-trimethylsilyl pentanol, which is an important intermediate in the production of various organic compounds and materials.
Used in the Preparation of N-(tri-methylsilylalkyl)diamines:
In the chemical industry, (3-chloropropyl)trimethylsilane is used as a starting material for the preparation of N-(tri-methylsilylalkyl)diamines. These compounds have various applications, including as additives, catalysts, and intermediates in the synthesis of other organic compounds.

InChI:InChI=1/C6H15ClSi/c1-8(2,3)6-4-5-7/h4-6H2,1-3H3

Upstream product

• 7787-93-1 dichloro(3-chloropropyl)methylsilane 
• 75-16-1 methylmagnesium bromide 
• 2550-06-3 3-chloropropyltrichlorosilane 
• 676-58-4 methylmagnesium chloride 
• 5089-70-3 (3-chloropropyl)triethoxysilane 
• 917-54-4 methyllithium 
• 74-96-4 ethyl bromide 
• 2344-80-1 Chloromethyltrimethylsilane 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 18388-41-5 (3-Acetoxy-propyl)-trimethyl-silan 
• 18135-48-3 (3-iodopropyl)trimethylsilane 
• 173347-43-8 1-(3-trimethylsilylpropyl)theobromine 
• 165904-32-5 trimethyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)silane 
• 1584731-83-8 (3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-3-((2-(trimethylsilyl)ethoxy)methyl)piperidin-2-one 
• 1584732-12-6 (3S,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-3-((2-(trimethylsilyl)ethoxy)methyl)piperidin-2-one 
• 1067195-59-8 methyl N-[[2-chloro-5-[1-[[2-(trimethylsilyl)propoxy]imino]ethyl]phenyl]methyl]carbamate 
• 1228041-12-0 3-(trimethylsilyl)benzyl 4'-(trimethylsilyl)butanedithioate 
• 1228041-10-8 4-(trimethylsilyl)benzyl 4'-(trimethylsilyl)butanedithioate 
• 91-15-6 phthalonitrile 

Relevant articles and documents

2-Thiabicyclohept-5-ene and Its S-Oxides and 3-Alkyl Derivatives: Sulfine and Sulfene Cyclopentadiene Diels-Alder Adducts. Conversion of the Cyclopentadiene-Sulfine Adducts into 2-Oxa-3-thiabicyclooct-7-enes, Novel Bicyclic Sultenes

Reaction of (trimethylsilyl)methanesulfonyl chloride (6a) or -sulfonic anhydride (6b) with cesium fluoride in the presence of cyclopentadiene affords 2-thiabicyclohept-5-ene 2,2-dioxide (4) by way of sulfene CH2=SO2.Similar reaction of (trimethylsilyl)methanesulfinyl chloride (7) gave unstable 2-thiabicyclohept-5-ene endo-2-oxide (3) via the intermediacy of sulfine CH2=SO.Compound 3 can be oxidized to 4 and reduced to 2-thiabicyclohept-5-ene (1) and the latter oxidized to the stable 2-thiabicyclohept-5-ene exo-2-oxide (2).Fluorodesilylation of 1-(trimethylsilyl)propanesulfonic anhydride (8) in the presence of cyclopentadiene gave a 77/23 ratio of endo/exo-3-ethyl-2-thiabicyclohept-5-ene 2,2-dioxide (9a/b) by way of propanethial S,S-dioxide.The structure of the major isomer 9a was established by an X-ray structure of the corresponding exo-epoxide 11a, formed from 9a by oxidation.Reaction of 4 with n-butyllithium followed by ethyl iodide gave a compound identical with minor isomer 9b.Reaction of propanethial S-oxide with cyclopentadiene gave unstable endo-3-ethyl-2-thiabicyclohept-5-ene endo-5-oxide (10a).The structure of 10a was established by oxidation to sulfone 9a, by reduction and reoxidation to a stable exo-5-oxide 10b, by its facile sigmatropic rearrangement to exo-4-ethyl-2-oxa-3-thiabicyclooct-7-ene (14c), and by NMR spectroscopic methods.Compound 14c was characterized by NMR spectroscopy and by its reactions.Oxidation of 14c gave the endo/exo-3-oxides 15c/15c' and the 3,3-dioxide 16c.Reaction of 14c with phenyllithium gave alcohol 17c, which was desulfurized and oxidized to 5-propyl-2-cyclopentenone or was oxidized at both carbon and sulfur to give (E)-5-propylidene-2-cyclopentenone 21c on gentle warming.Reaction of 14c with tert-butyl alcohol gave exo-6-tert-butoxy-exo-3-ethyl-syn-7-hydroxy-2-thiabicycloheptane (24), characterized by further oxidation to crystalline hydroxy sulfone 25 and keto sulfone 26.Mechanisms are proposed for the above series of reactions.

Cleavage of silicon-to-carbon bonds by means of hydrogen halide

In a process for preparing a halogen alkyl silane by contacting an alkyl silane of the formula wherein R represents a substituted or unsubstituted alkyl or alkenyl group, R' represents an alkyl group, and N represents 0, 1, or 2 With a hydrogen halide in the presence of a catalyst, the improvement which comprises employing as the catalyst an aluminum oxide-containing composition.