18043-71-5

Basic information

• Product Name: 1,1,3,3-TETRAISOPROPYLDISILOXANE
• Synonyms: 1,1,3,3-TETRAISOPROPYLDISILOXANE;1,1,3,3,-Tetraisopropyldisioxane;tetraisopropyldisiloxane;Disiloxane, 1,1,3,3-tetrakis(1-methylethyl)-
• CAS NO: 18043-71-5
• Molecular Formula: C₁₂H₃₀OSi₂
• Molecular Weight: 246.54
• Product Categories: Organometallic Reagents;Organosilicon;Siloxanes
• Mol File: 18043-71-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 129-130 °C6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.89 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00565mmHg at 25°C
• Refractive Index: n20/D 1.433(lit.)
• CAS DataBase Reference: 1,1,3,3-TETRAISOPROPYLDISILOXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,3,3-TETRAISOPROPYLDISILOXANE(18043-71-5)
• EPA Substance Registry System: 1,1,3,3-TETRAISOPROPYLDISILOXANE(18043-71-5)

Safety Data

• Statements: 36/38
• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 21
• TSCA: No
• Hazardous Substances Data: 18043-71-5(Hazardous Substances Data)

Usage

Chemical Properties

Sterically-hindered silane reducing agent with potential for diastereoselective reductions.

Purification Methods

Fractionate it under reduced pressure in a N2 atmosphere. [Gilman & Clark J Am Chem Soc 69 1500 1947.]

InChI:InChI=1/C12H30OSi2/c1-9(2)14(10(3)4)13-15(11(5)6)12(7)8/h9-12,14-15H,1-8H3

Upstream product

• 201230-82-2 carbon monoxide 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 920-39-8 isopropylmagnesium bromide 
• 75-26-3 isopropyl bromide 
• 1068-55-9 isopropylmagnesium chloride 
• 2227-29-4 chlorodiisopropylsilane 
• 18173-84-7 diisopropylsilanol 

Downstream Products

• 69304-38-7 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 84828-84-2 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyadenosine 
• 85335-72-4 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester 
• 85335-81-5 4-Amino-7-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile 
• 85335-75-7 N-[2-Oxo-1-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1,2-dihydro-pyrimidin-4-yl]-acetamide 
• 85335-78-0 7-((2R,3aS,9aR)-5,5,7,7-Tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine 
• 85335-80-4 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(4-amino-5-cyano-pyrrolo[2,3-d]pyrimidin-7-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester 
• 85335-74-6 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester 
• 85335-77-9 Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester 
• 76700-78-2 3',5'-O-(tetraisopropyl-disiloxane-1,3-diyl)-2'-O-phenoxythiocarbonyl-uridine 
• 85335-73-5 N₄-acetyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)cytidine 
• 85335-76-8 7-[3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 76700-79-3 Thiocarbonic acid O-phenyl ester O-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester 
• 76700-76-0 (6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol 

Relevant articles and documents

Chiral Hydroxymethyl Groups: 1H NMR Assignments of the Prochiral C-5'Protons of 2'-Deoxyribonucleosides

2'-Deoxyadenosine, 2'-deoxycytidine, 2'-deoxyguanosine and 2'-deoxyuridine were prepared with stereoselective deuteration at C-5' and used to assign the prochiral C-5' protons in 300 MHz 1H NMR spectra obtained in 2H2O.In all cases, the more shielded C-5'proton was found to be the pro-R proton.From these assignments, C-4'-C-5' rotamer populations were determined using three previously published methods based on the spin couplings, 3J(H-4',H-5'R) and 3J(H-4',H-5'S), and the errors associated with these methods were assessed.The effects of base structure, furanose and N-glycoside bond conformation on the relative populations of hydroxymethyl rotamers in nucleosides are discussed.

Process for the preparation of 1,3-dihalo-1,1,3,3-tetra(organyl) disiloxanes

1,3-dihalo-1,1,3,3-tetra(organyl)disiloxanes of the general formula XR2Si—O—SiR2X??(1) are prepared by reacting hydrogen halide with the corresponding 1,3-dihydro-1,1,3,3-tetra(organyl)disiloxanes of the general formula HR2Si—O—SiR2H??(2), in which R is an alkyl or halogen substituted alkyl group and X is halogen, in the presence of a catalyst selected from transition metals of the 8th subgroup of the periodic table of the elements, or compounds or complexes of these transition metals.

NUCLEIC ACID RELATED COMPOUNDS. 42. A GENERAL PROCEDURE FOR THE EFFICIENT DEOXYGENATION OF SECONDARY ALCOHOLS. REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 2 prime -DEOXYNUCLEOSIDES.

Treatment of unhindered secondary alcohols with phenoxythiocarbonyl chloride (phenyl chlorothionocarbonate) in pyridine/dichloromethane, or in acetonitrile with 4-dimethylaminopyridine catalysis for hindered alcohols, gave clean conversion to their O-phenoxythiocarbonyl derivatives. Reductive deoxygenation of these phenyl thionocarbonate esters proceeded smoothly, using tri-n-butyltin hydride and a free radical initiator in warm toluene. Overall conversion yields ranged from 57 to 78% for the naturally occurring nucleosides, nucleoside antibiotics, and methyl beta -D-ribofuranoside.