17995-04-9

Basic information

• Product Name: N-6,9-BIS(TRIMETHYLSILYL)ADENINE
• Synonyms: 9H-Purin-6-amine, N,9-bis(trimethylsilyl)-;Adenine, N,9-bis(trimethylsilyl)-;N-(Trimethylsilyl)-N-[9-(trimethylsilyl)-9H-purin-6-yl]amine;n,9-bis(trimethylsilyl)-9h-purin-6-amin;N,9-bis(trimethylsilyl)-9H-Purin-6-amine;N,9-Bis(trimethylsilyl)adenine;N-6,9-BIS(TRIMETHYLSILYL)ADENINE;Bistrimethylsilyladenine
• CAS NO: 17995-04-9
• Molecular Formula: C₁₁H₂₁N₅Si₂
• Molecular Weight: 279.49
• EINECS: 241-911-5
• Mol File: 17995-04-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 86 °C
• Boiling Point: 124°C 0,25mm
• Flash Point: 110°C
• Appearance: /
• Density: 1.09 g/cm³
• Vapor Pressure: 3.85E-05mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: N-6,9-BIS(TRIMETHYLSILYL)ADENINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-6,9-BIS(TRIMETHYLSILYL)ADENINE(17995-04-9)
• EPA Substance Registry System: N-6,9-BIS(TRIMETHYLSILYL)ADENINE(17995-04-9)

Safety Data

• TSCA: Yes
• Hazardous Substances Data: 17995-04-9(Hazardous Substances Data)

Usage

General Description

N-6,9-BIS(TRIMETHYLSILYL)ADENINE is a chemical compound that is commonly used in the field of organic chemistry as a reagent and protective group for the synthesis of nucleosides and nucleotides. It is a derivative of adenine, which is one of the four nucleobases found in DNA and RNA. The trimethylsilyl groups on the N-6 and N-9 positions of the adenine molecule provide protection against unwanted reactions and make it easier to handle and manipulate the compound in various chemical reactions. N-6,9-BIS(TRIMETHYLSILYL)ADENINE is also used as a building block in the synthesis of modified nucleic acids and oligonucleotides for research and pharmaceutical purposes.

InChI:InChI=1/C11H21N5Si2/c1-17(2,3)15-10-9-11(13-7-12-10)16(8-14-9)18(4,5)6/h7-8H,1-6H3,(H,12,13,15)

Upstream product

• 692-56-8 N,N'-bis(trimethylsilyl)hydrazine 
• 66224-66-6 adenine 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 75-77-4 chloro-trimethyl-silane 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 21149-38-2 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide 
• 77287-34-4 formamide 

Downstream Products

• 902458-65-5 C₃₁H₂₅N₅O₇ 
• 126200-05-3 C₂₄H₁₉Cl₂N₅O₅ 
• 20838-22-6 C₂₄H₂₁N₅O₅ 
• 130703-09-2 C₂₄H₂₁N₅O₅ 
• 212954-59-1 9-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-9H-purin-6-ylamine 
• 3413-66-9 α-deoxyadenosine 
• 958-09-8 2'-deoxy-D-adenosine 
• 58-61-7 adenosine 
• 1422054-92-9 5-(4-chlorophenyl)-8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethylpyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)trione 
• 1422054-93-0 2,3,8,9-tetrahydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-5-(3-hydroxyphenyl)-8,8-dimethyl-2-thioxopyrimido[4,5-b]quinoline-4,6(1H,5H,7H,10H)dione 
• 1422054-94-1 2,3,8,9-tetrahydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)-2-thioxopyrimido[4,5-b]quinoline-4,6(1H,5H,7H,10H)dione 
• 1422054-95-2 8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purine-6-yl)-8-imino-5-(4-nitro phenyl)pyrimido [4,5-b][1,6]naphtyridin-2,4,6(1H,3H,5H,7H,10H)trione 
• 1422054-89-4 8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(3-nitrophenyl)pyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)trione 
• 1422054-90-7 8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-5-(3-hydroxyphenyl)-8,8-dimethylpyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)trione 

Relevant articles and documents

Direct heptafluoropropylation of purines with bis(heptafluorobutyryl) peroxide

Some silylated purines react with bis(perfluorobutyryl) peroxide to provide ring-C3F7 derivatives.The introduction of the C3F7 group occurs predominantly at C-8: 6-methoxypurine also gave the C-2 isomer in isolable yield.Replacement of the 6-amino group of adenine with dimethylamino or methoxy improved the yields of the C3F7 derivatives.

Silica Metal Oxide Vesicles Catalyze Comprehensive Prebiotic Chemistry

It has recently been demonstrated that mineral self-assembled structures catalyzing prebiotic chemical reactions may form in natural waters derived from serpentinization, a geological process widespread in the early stages of Earth-like planets. We have s

Silica sulfuric acid (SSA) as a highly efficient heterogeneous catalyst for persilylation of purine and pyrimidine nucleobases and other N-heterocycles using HMDS

Purine and pyrimidine nucleobases and other N-heterocycles have been silylated with HMDS in excellent yields in the presence of a catalytic amount of silica sulfuric acid (SSA) as a heterogeneous catalyst. SSA utilizes a shorter reaction time and higher yields of silylated nucleobases. SSA is reusable for several times without a decrease in reactivity or yield of silylated adducts. Copyright