70901-64-3 Usage
Description
Silane, trimethyl(2-methylene-3-butenyl)-, also known as 2-Trimethylsilylmethyl-1,3-butadiene, is an organosilicon compound with the molecular formula (CH3)3SiC(CH3)=C=CH2. It is a colorless liquid with a distinctive chemical structure that features a silicon atom bonded to three methyl groups and a 2-methylene-3-butenyl group. This unique structure endows it with specific reactivity and properties, making it useful in various chemical applications.
Uses
Used in Organic Synthesis:
Silane, trimethyl(2-methylene-3-butenyl)is used as an isoprenylation reagent for the selective modification of organic molecules. Its ability to transfer the isoprenyl group to various substrates makes it a valuable tool in the synthesis of complex organic compounds, particularly in the pharmaceutical and agrochemical industries.
Used in Diels-Alder Reactions:
In the field of organic chemistry, Silane, trimethyl(2-methylene-3-butenyl)is used as a diene in Diels-Alder reactions. These reactions are important for the formation of six-membered rings and are widely used in the synthesis of natural products and complex organic molecules. Silane, trimethyl(2-methylene-3-butenyl)-'s 1,3-butadiene moiety allows for the efficient formation of cyclohexene derivatives, which are valuable intermediates in the synthesis of various pharmaceuticals and agrochemicals.
Used in Formation of π-Allylic Complexes:
Silane, trimethyl(2-methylene-3-butenyl)is also used as a reactant in the formation of π-allylic complexes followed by acyldemetalation. This application is particularly relevant in the field of organometallic chemistry, where π-allylic complexes are important intermediates in the synthesis of various organic compounds, including those with potential applications in the pharmaceutical and materials science industries.
Physical Properties:
Silane, trimethyl(2-methylene-3-butenyl)has a boiling point of 69-70 °C at 80 mmHg, which indicates that it is a volatile liquid at room temperature. This property, along with its reactivity, makes it suitable for use in various chemical processes, particularly those involving temperature-sensitive reactions or requiring controlled reaction conditions.
Preparation
2-Trimethylsilylmethyl-1,3-butadiene is prepared most conveniently by the
coupling reaction of the Grignard reagent prepared from
(chloromethyl)trimethylsilane with 2-chloro-1,3-butadiene
(chloroprene) in the presence of a catalytic amount of Ni[Ph2P-
(CH2)3PPh2]Cl2 (91% yield) (eq 1). Alternatively, it can be
prepared by the reaction of the same Grignard reagent with allenylmethyl
phosphate in 57–73% yield (eq 2). Direct metalation
of isoprene followed by the reaction with chlorotrimethylsilane
gives 2-trimethylsilylmethyl-1,3-butadiene in low
yield. Thermal isomerization of 1-trimethylsilylmethylcyclobutene
to 2-trimethylsilylmethyl-1,3-butadiene has also
been reported.
Check Digit Verification of cas no
The CAS Registry Mumber 70901-64-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,0,9,0 and 1 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 70901-64:
(7*7)+(6*0)+(5*9)+(4*0)+(3*1)+(2*6)+(1*4)=113
113 % 10 = 3
So 70901-64-3 is a valid CAS Registry Number.
