105875-75-0

Basic information

• Product Name: ALLYLOXY-T-BUTYLDIMETHYLSILANE
• Synonyms: ALLYLOXY-T-BUTYLDIMETHYLSILANE;ALLYLOXY-TERT-BUTYLDIMETHYLSILANE;ALLYLOXY-TERT-BUTYLDIMETHYLSILANE 97%;1-[(1,1-Dimethylethyl)dimethylsilyl]-2-propen-1-ol;1-(tert-ButyldiMethylsilyl)prop-2-en-1-ol;t-Butyl Dimethyl Allyloxysilane;Allyloxy-tert-butyldimethylsilane;1-(tert-Butyldimethylsilyl)
• CAS NO: 105875-75-0
• Molecular Formula: C9H20OSi
• Molecular Weight: 172.34
• Product Categories: Acyclic;Alkenes;Organic Building Blocks
• Mol File: 105875-75-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 120 °C50 mm Hg(lit.)
• Flash Point: 91 °F
• Appearance: /
• Density: 0.811 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.421(lit.)
• Storage Temp.: 2-8°C
• PKA: 14.82±0.20(Predicted)
• Water Solubility: Sparingly soluble in water (0.50 g/L at 25°C).
• CAS DataBase Reference: ALLYLOXY-T-BUTYLDIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLOXY-T-BUTYLDIMETHYLSILANE(105875-75-0)
• EPA Substance Registry System: ALLYLOXY-T-BUTYLDIMETHYLSILANE(105875-75-0)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• TSCA: No
• HazardClass: 3
• Hazardous Substances Data: 105875-75-0(Hazardous Substances Data)

Usage

Uses

Allyloxy-tert-butyldimethylsilane is used as a pharmaceutical intermediate.

InChI:InChI=1/C9H20OSi/c1-6-7-10-8-9(2,3)11(4)5/h6,11H,1,7-8H2,2-5H3

Upstream product

• 1266551-35-2 (S)-1-(tert-butyldimethylsilyl)prop-2-en-1-ol 
• 62-23-7 4-nitro-benzoic acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 107-18-6 allyl alcohol 
• 80594-32-7 1-(tert-butyl(dimethyl)silyl)prop-2-en-1-one 
• 85807-85-8 Allyloxy-tert-butyl-dimethyl-silane 

Downstream Products

• 1296206-73-9 (R)-1-(tert-butyldimethylsilyl)prop-2-en-1-ol 
• 122539-65-5 (E)-3-[(tert-butyl)dimethylsilyl]prop-2-en-1-ol 

Relevant articles and documents

Divergent Functionalization of Indoles with Acryloyl Silanes via Rhodium-Catalyzed C-H Activation

(Chemical Equation Presented) A protocol enabled by rhodium-catalyzed C-H functionalization of indoles with acryloyl silanes was developed, providing a convenient and highly effective method for the synthesis of functionalized acylsilane derivatives. By tuning the reaction condition, this C-H-activation-initiated reaction proceeds divergently with acryloyl silianes to selectively afford alkylation or alkenylation products via hydroarylation or oxidative cross-coupling, respectively. The mild reaction conditions employed in both cases enable the tolerance of a wide scope of functionalities as well as high reaction efficiency. Furthermore, polycyclic indole derivatives were easily accessed from 2-alkenylation products through a visible-light-induced reaction cascade.

Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

Stereoselective anti-SN2′ Mitsunobu reaction of α-hydroxy-α-alkenylsilanes

A novel silyl group-directed anti-SN2′ reaction of allylic alcohols under Mitsunobu reaction conditions is described. The Mitsunobu reaction of α-hydroxy-α-alkenylsilanes with a TBS or TIPS group gave the anti-SN2′ product, in which regio- and stereochemical outcomes of the reaction depended on the steric bulkiness of the silyl group.