87184-99-4

Basic information

• Product Name: 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN&
• Synonyms: 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN&;1-tert-ButyldiMethylsilyl-4-hydroxybutane;4-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]-1-butanol;4-tert-ButyldiMethylsiloxy-1-butanol, 97%;4-(tert-Butyldimethylsilyl)oxy-1-butanol 97%;4-[Tert-Butyl(Dimethyl)Silyl]Oxybutan-1-Ol;4-tert-Butyldimethylsilyloxybutanol;4-(tert-Butyldimethylsiloxy)butanol300374-99-6
• CAS NO: 87184-99-4
• Molecular Formula: C₁₀H₂₄O₂Si
• Molecular Weight: 204.384
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds;Aliphatics
• Mol File: 87184-99-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 63-66 °C0.3 mm Hg(lit.)
• Flash Point: 222 °C
• Appearance: /
• Density: 0.888 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0128mmHg at 25°C
• Refractive Index: n20/D 1.4390(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 15.07±0.10(Predicted)
• Water Solubility: Slightly Soluble in water.(2.0 g/L) (25°C). Soluble in Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN&(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN&(87184-99-4)
• EPA Substance Registry System: 4-(TERT-BUTYLDIMETHYLSILYL)-OXY-1-BUTAN&(87184-99-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 87184-99-4(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

Uses

4-(Dimethyl-tert-Butylsilyloxy)butan-1-ol (cas# 87184-99-4) is a compound useful in organic synthesis.

InChI:InChI=1/C10H24O2Si/c1-10(2,3)13(4,5)12-9-7-6-8-11/h11H,6-9H2,1-5H3

Upstream product

• 69171-63-7 4-(tert-butyldimethylsilyloxy)butyric acid methyl ester 
• 117785-64-5 1-tert-butyldimethylsilyloxy-4-triethylsilyloxybutane 
• 105966-46-9 [4-(benzyloxy)butoxy](tert-butyl)dimethylsilane 
• 87184-81-4 4-(tert-butyldimethylsilanyloxy)butanal 
• 104-94-9 4-methoxy-aniline 
• 1333925-48-6 allyl 4-(tert-butyldimethylsilyloxy)butylcarbonate 
• 75-33-2 2-propanethiol 

Downstream Products

• 628-67-1 butane-1,4-diol diacetate 
• 1361250-48-7 (2S/R,8R)-11-(tert-butyldimethylsilyloxy)-8-hydroxyundec-6-yn-2-yl benzoate 
• 64991-10-2 3-Phenyl-propionic acid 4-(3-phenyl-propionyloxy)-butyl ester 
• 693272-64-9 [4-(biphenyl-4-yl-phenyl-methoxy)-butoxy]-tert-butyl-dimethyl-silane 
• 89031-83-4 4-(t-butyldimethylsiloxy)-1-chlorobutane 
• 89043-32-3 (4-bromobutoxy)-tert-butyldimethylsilane 
• 136160-47-9 4-<(tert-butyldimethylsiloxy)oxy>butyl p-toluenesulfonate 
• 87184-81-4 4-(tert-butyldimethylsilanyloxy)butanal 
• 92511-12-1 1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane 

Relevant articles and documents

A mild ligand-free iron-catalyzed liberation of alcohols from allylcarbonates

Different from most carbonates the allyloxy carbonyl protecting group can be cleaved under neutral conditions using metal catalysis. However, most of the catalysts employed to date are based upon precious metals. Herein we present two protocols for the mild Fe-catalyzed liberation of alcohols from allylcarbonates that are characterized by broad functional group tolerance and exclusive chemoselectivity.

Facile cleavage of silyl protecting groups with catalytic amounts of FeCl3

A very mild and environmentally benign method for removal of silyl protecting groups using catalytic amounts of iron ion in MeOH is presented. The method is particularly effective for cleaving triethylsilyl (TES) protecting groups. Georg Thieme Verlag Stuttgart.

Facile cleavage of triethylsilyl (TES) ethers using o-lodoxybenzoic acid (IBX) without affecting tert-butyldimethylsilyl (TBS) ethers

(matrix presented) In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tert-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds.