89031-84-5

Basic information

• Product Name: (3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE
• Synonyms: 3-BROMOPROPOXY-T-BUTYLDIMETHYLSILANE;(3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE;93-Bromopropoxy)-tert-butyldimethylsilane(Na2CO3 stabiliszer)975;Silane,(3-bromopropoxy)(1,1-dimethylethyl)dimethyl-;3-BroMoethoxy-tert-butyl diMethylsilane;(3-BroMopropoxy)-tert-butyldiMethylsilane, 97%, stabilized over sodiuM carbonate;(3-BroMopropoxy)-t-buyl-1-diMethylsilane;(3-Bromopropoxy)-tert-butyldimethylsilane 97%
• CAS NO: 89031-84-5
• Molecular Formula: C₉H₂₁BrOSi
• Molecular Weight: 253.25
• Product Categories: Organic Building Blocks;Oxygen Compounds;Protected Alcohols/Phenols;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Protected Alcohols/Phenols
• Mol File: 89031-84-5.mol
• Article Data: 71

Chemical Properties

• Boiling Point: 182 °C(lit.)
• Flash Point: 185 °F
• Appearance: /
• Density: 1.093 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.178mmHg at 25°C
• Refractive Index: n20/D 1.451(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly)
• CAS DataBase Reference: (3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE(89031-84-5)
• EPA Substance Registry System: (3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE(89031-84-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 89031-84-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 89031-84-5 differently. You can refer to the following data:
1. The propanol functionality of this versatile reagent can be introduced to many pharmaceuticals.1,2,3,4
2. (3-Bromopropoxy)-tert-butyldimethylsilane may be used to introduce propanol functionality to many pharmaceuticals.It may be used as an alkylating agent in the synthesis of the following:N-[2-[N-[3-(tert-butyldimethylsilyloxy)propyl]-N-ethylamino]ethyl]phthalimideO-(3-tert-butyldimethylsilyloxypropyl)-N-(tert-butoxycarbonyl)-L-tyrosine methyl estertert-butyldimethyl-[3-(3-methyl-2-nitrophenoxy)propoxy]silane
3. (3-Bromopropoxy)-tert-butyldimethylsilane is a reagent in the preparation of piperidinylcarbonyl sulfamates as a novel class of antihyperlipidemic agents with LDL-receptor up-regulation via the adaptor protein autosomal recessive hypercholesterolemia.

General Description

(3-Bromopropoxy)-tert-butyldimethylsilane is a bromo silyl ether.

InChI:InChI=1/C9H21BrOSi/c1-9(2,3)12(4,5)11-8-6-7-10/h6-8H2,1-5H3

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 627-18-9 1-bromo-3-propanol 
• 29681-57-0 tert-butyldimethylsilane 
• 288-32-4 1H-imidazole 
• 73842-99-6 3-tert-butyldimethylsilyloxy-1-propanol 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 120379-76-2 [3-[(tert-butyldimethylsilyl)oxy]propyl]triphenylphosphonium bromide 
• 159028-71-4 5-benzyloxy-1-<2-(3-tert-butyldimethylsilyloxy)propyloxy>-ethoxypentane 
• 257874-86-5 2-(1-{3-[(tert-butyl)dimethylsilanyloxy]propyl}-1H-indol-3-yl)acetamide 
• 324077-14-7 3-hydroxy-5-[3-(tert-butyldimethylsilyloxy)propyloxy]benzyl alcohol 
• 247122-94-7 3,5-bis[3-(tert-butyldimethylsilyloxy)propyloxy]benzyl alcohol 
• 907190-77-6 5-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-3-(3,5-dichlorophenyl)-1-(2-naphthyl)-1H-pyrazole 
• 626605-07-0 2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-acetamide 
• 917917-17-0 (1S,5R)-3-(3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}propyl)-1-[2-fluoro-4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane 
• 821777-79-1 C₂₁H₃₁F₃N₂OSi 
• 1101867-32-6 (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-[((3'-tert-butyldimethylsilyl)oxy)propoxy]-1-ethynylcyclohex-1-ene 
• 865190-02-9 tert-butyl-{3-[1-(4-chloro-phenyl)-5,6-difluoro-indan-1-yl]-propoxy}-dimethyl-silane 
• 1227867-86-8 C₄₀H₅₇NO₇Si 
• 1227867-81-3 C₄₀H₅₇NO₇Si 
• 1227867-79-9 3-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)pyrrolidin-2-yl)propan-1-ol 

Relevant articles and documents

Analysis of functionalization degree of single-walled carbon nanotubes having various substituents

Introducing substituents onto SWNT sidewalls increases their solubility and tunes their properties. Controlling the degree of functionalization is important because the addition of numerous functional groups on the sidewall degrades their intrinsic useful electronic properties. We examined the synthesis and characterization of sidewall-functionalized SWNTs in this study. The functionalized SWNTs (1R-SWNTs-2R) were prepared in a one-pot reaction of SWNTs with alkyllithium (1RLi) followed by alkyl bromide (2RBr). The functionalized SWNTs were characterized by the absorption and Raman spectroscopy and thermogravimetric analysis. Not only the total number of functional groups introduced on the SWNT sidewall (formula mass: 1R = 2R) but also the ratio of 2R to 1R in the functionalized SWNTs (formula mass: 1R ≠ 2R) having two different substituents were clarified using the relation between results of Raman spectroscopy and thermogravimetric analysis. Results show that the degree of functionalization of 2R to 1R in 1R-SWNTs-2R can be well controlled by the bulkiness of the alkyl groups of 1RLi and 2RBr. Moreover, substituent effects of reductive alkylation and reductive silylation of SWNTs via Birch reduction were investigated.

Acid-Catalyzed Intramolecular Ring-Opening Reactions of Cyclopropanated Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles

The present work demonstrates the ability of carboxylic acid tethered cyclopropanated oxabenzonorbornadienes (CPOBDs) to undergo ring-opening reactions in mild acidic conditions. The optimized reaction conditions involve the use of pTsOH in DCE at 90 °C. Two regioisomers are formed but the reactions are highly regioselective towards type 3 ring-opened products. It was observed that substitution at the C5 and aryl positions of CPOBD significantly hinders the ring-opening reactions leading to decreased yields of ring-opened products, although high regioselectivity for the Type 3 ring-opened products is still maintained. Herein, the first examples of acid-catalyzed intramolecular ring-opening reactions of CPOBD with carboxylic acid nucleophiles are reported.

Amide compounds and uses thereof

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