78592-82-2

Basic information

• Product Name: 4-(T-BUTYLDIMETHYLSILOXY)BUTYNE
• Synonyms: SALOR-INT L308641-1EA;4-(TERT-BUTYLDIMETHYLSILYLOXY)-1-BUTYNE;4-(T-BUTYLDIMETHYLSILOXY)BUTYNE;4-(TERT-BUTYLDIMETHYLSILOXY)BUTYNE;(But-3-yn-1-yloxy)(tert-butyl)dimethylsilane;4-(tert-Butyldimethylsilyloxy)-1-butyne 97%;t-Butyl-But-3-Ynoxy-Dimethylsilane;4-(tert-Butyldimethylsilyloxy)-1-butyne
• CAS NO: 78592-82-2
• Molecular Formula: C₁₀H₂₀OSi
• Molecular Weight: 184.35
• Product Categories: Alkynes;Organic Building Blocks;Terminal
• Mol File: 78592-82-2.mol
• Article Data: 100

Chemical Properties

• Boiling Point: 70-74 °C10 mm Hg(lit.)
• Flash Point: 137 °F
• Appearance: /
• Density: 0.893 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.778mmHg at 25°C
• Refractive Index: n20/D 1.43(lit.)
• CAS DataBase Reference: 4-(T-BUTYLDIMETHYLSILOXY)BUTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(T-BUTYLDIMETHYLSILOXY)BUTYNE(78592-82-2)
• EPA Substance Registry System: 4-(T-BUTYLDIMETHYLSILOXY)BUTYNE(78592-82-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• TSCA: No
• HazardClass: CORROSIVE
• PackingGroup: III
• Hazardous Substances Data: 78592-82-2(Hazardous Substances Data)

Usage

Description

4-(T-BUTYLDIMETHYLSILOXY)BUTYNE is an organic compound characterized by a butyne backbone with a tert-butyldimethylsilyloxy (TBS) protecting group. 4-(T-BUTYLDIMETHYLSILOXY)BUTYNE is known for its reactivity and stability, making it a valuable intermediate in organic synthesis.

Uses

Used in Pharmaceutical Industry:
4-(T-BUTYLDIMETHYLSILOXY)BUTYNE is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
4-(T-BUTYLDIMETHYLSILOXY)BUTYNE is used as a key building block in the synthesis of complex organic molecules. Its reactivity and stability make it an ideal candidate for the construction of diverse molecular architectures.
Used in the Synthesis of 1-(T-BUTYLDIMETHYLSILOXY)-3-PENTYN-5-OL:
4-(T-BUTYLDIMETHYLSILOXY)BUTYNE is used as a starting material for the synthesis of 1-(tert-butyldimethylsilyloxy)-3-pentyn-5-ol, a compound with potential applications in various fields, including pharmaceuticals and materials science.
Used in the Synthesis of 1-(T-BUTYLDIMETHYLSILOXY)-6,6-DIMETHYL-3-HEPTYN-5-OL:
4-(T-BUTYLDIMETHYLSILOXY)BUTYNE is also used in the synthesis of 1-(tert-butyldimethylsilyloxy)-6,6-dimethyl-3-heptyn-5-ol, another compound with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C10H20OSi/c1-7-8-9-11-12(5,6)10(2,3)4/h1H,8-9H2,2-6H3

Upstream product

• 288-32-4 1H-imidazole 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 927-74-2 3-Butyn-1-ol 
• 110519-15-8 tert-butyldimethyl{[4-(trimethylsilyl)but-3-yn-1-yl]oxy}silane 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 197218-65-8 1-[(tert-butyldimethylsilyl)oxy]-5-(2-methoxyphenyl)-3-pentyn-5-ol 
• 476445-29-1 5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pent-2-yn-1-one 
• 870450-02-5 methyl 5-(4-tert-butyldimethylsilyloxy-but-1-ynyl)picolinate 
• 521078-52-4 1-(tert-butyldimethylsilanyloxy)-7-phenylhepta-3,6-diyn-5-one 
• 521078-73-9 1-(tert-butyldimethylsilanyloxy)-7-phenylhepta-3,6-diyn-5-ol 
• 1022100-14-6 C₂₉H₄₄O₃Si₂ 
• 1252798-71-2 (2R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-1-[(4-methoxybenzyl)-oxy]-4-heptyn-2-ol 
• 1404592-50-2 4-(1-{4-[(tert-butyldimethylsilyl)oxy]but-1-yn-1-yl}cyclohexyl)morpholine 
• 1422469-15-5 4-(tert-butyldimethylsiloxy)-1-(methyldiphenylsilyl)-1-butyne 
• 1437872-70-2 N²-allyl-N²-benzhydryl-5-((tert-butyldimethylsilyl)oxy)pentane-1,2-diamine 

Relevant articles and documents

Synthesis of the first 'inside-outside' eight-membered ring via ringclosing metathesis: A total synthesis of (+/-)-asteriscanolide

A total synthesis of (+/-)-asteriscanolide which features two transition metal-mediated carbocyclic ring forming reactions as key elements of our strategy (Scheme 1) is described. The highly functionalized cyclopentenone 4, the product of a cobalt-mediated Pauson-Khand [2+2+l]cycloaddition, is the key starting point for the synthesis. Excellent regiocontrol was obtained in the intermolecular Pauson-Khand reaction. Further synthetic manipulations of 4 led to diene 16 which underwent ring-closing metathesis using (PPh3)2Cl2Ru(CHPh)] to provide the desired 'inside-outside' tricycle 17. Conversion of 17 to 1 was achieved in a minimal number of steps. The synthesis of asteriscanolide has been achieved in 19 steps and 12% overall yield.

A high yielding procedure for preparation of mono-carboxylate surrogates of allenic dicarboxylates and diesters

A high yielding procedure for preparation of various allenyl mono-carboxylates is presented.

Total synthesis of (±)-momilactone A

The first total synthesis of (±)-momilactone A was accomplished using a highly diastereoselective transannular Diels-Alder reaction on a trans-trans-cis macrocyclic triene.

Gold(i)-catalysed synthesis of a furan analogue of thiamine pyrophosphate

An analogue of thiamine having a furan ring in place of the thiazolium ring has been synthesised by a short and efficient route, involving gold(I)-catalysed cyclisation of an alkynyl alcohol to form the furan ring. The furan analogue of thiamine diphospha

Enantioselective total synthesis of (-)-ptilomycalin A

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CYCLOALKYL-CONTAINING CARBOXYLIC ACIDS AND USES THEREOF

The present application discloses a compound of formula (I) or a salt thereof: (I) and compositions comprising such compound or salt thereof. The use of such compound, salt thereof or composition comprising same for treating anemia or leukopenia, fibrosis, cancer, hypertension and/or a metabolic condition in a subject is also disclosed.

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The present disclosure provides cyclic silyl ethers of the formula: and salts thereof. The cyclic silyl ethers may be useful as monomers for preparing polymers. Also described herein are polymers prepared by polymerizing a cyclic silyl ether and optionall

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