109669-49-0

Basic information

• Product Name: BI(3,4-DIHYDRO-2H-PYRAN-6-YL)
• Synonyms: BI(3,4-DIHYDRO-2H-PYRAN-6-YL);3,3',4,4'-tetrahydro-6,6'-bi(2H-pyran);Bisdihydropyranyl;6,6'-BI(3,4-DIHYDRO-2H-PYRAN), 98%;2,2'-Bi-4H-pyran, 5,5',6,6'-tetrahydro-
• CAS NO: 109669-49-0
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol File: 109669-49-0.mol

Chemical Properties

• Melting Point: 45-49 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• CAS DataBase Reference: BI(3,4-DIHYDRO-2H-PYRAN-6-YL)(CAS DataBase Reference)
• NIST Chemistry Reference: BI(3,4-DIHYDRO-2H-PYRAN-6-YL)(109669-49-0)
• EPA Substance Registry System: BI(3,4-DIHYDRO-2H-PYRAN-6-YL)(109669-49-0)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 109669-49-0(Hazardous Substances Data)

Upstream product

• 76644-52-5 rac-3-acetoxycyclohexene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 577-19-5 2-nitrophenyl bromide 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 
• 24398-88-7 ethyl 3-bromobenzoate 
• 1927-95-3 4-bromophenyl acetate 
• 529-28-2 4-iodoanisol 
• 578-57-4 2-bromoanisole 
• 615-37-2 ortho-methylphenyl iodide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 115018-09-2 4-(1,3-Diphenyl-2-propinyliden)morpholinium-trifluormethansulfonat 

Downstream Products

• 141650-90-0 (6R,7R,14S)-14-<2-(4-methylphenylsulphonyl)ethyl>-1,8,13,16-tetraoxodispiro<5.0.5.4>-hexadecane 
• 155814-56-5 <6R,7R,15S,(S)>-15-<(hydroxy)phenylmethyl>-15-methyl-1,8,13,16-tetraoxadispiro<5.0.5.4>-hexadecan-14-one 
• 155814-54-3 (6R,7R,15S)-15-benzyl-15-methyl-1,8,13,16-tetraoxadispiro<5.0.5.4>-hexadecan-14-one 

Relevant articles and documents

Palladium-catalyzed cross-coupling reactions between dihydropyranylindium reagents and aryl halides. Synthesis of C-aryl glycals

(Matrix presented) Palladium(0)-catalyzed cross-coupling reactions between tris(dihydropyranyl)indium 1 and aryl halides 2 have been investigated. Aryl iodides and electron-deficient aryl bromides couple efficiently with the in situ-generated indium reage

5-Aminocyclopentadienes by intramolecular addition of enolether to aminoallene functionalities

3-(1-Alkoxyvinyl)-1-aminoallenes 6 were generated by conjugate addition of acyclic and cyclic (1-alkoxyvinyl)cuprates with the semicyclic propyne iminium salt 4. They isomerized smoothly into spiroannellated cyclopentadienes 7 through a 1,5-cyclization that in some cases occurred already at ≤20°C. (1-Methoxyallenyl)cuprates reacted with salt 4 in a 2:1 ratio to give the 5,5-dimethoxy-4-methylenepentalene-1-spiro-2′-dihydroindole derivative 10. The thermal isomerization of morpholinoallene 12 into cyclopentadiene 13 indicates that the novel 1,5-cyclization can be extended to other 3-(1-alkoxyvinyl)-1-aminoallenes as well.

Efficient palladium-catalyzed nucleophilic addition of triorganoindium reagents to carbocyclic derivatives

Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd2(dba)3 to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.