65556-81-2

Basic information

• Product Name: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1L-
• Synonyms: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1L-;1,2:5,6-BIS-O(1-METHYLETHYLIDENE)-1L-CHI;L-chiro-Inositol, 1,2:5,6-bis-O-(1-methylethylidene)-;1,2:5,6-Di-O-isopropylidene-L-chiro-inositol;Nsc136028
• CAS NO: 65556-81-2
• Molecular Formula: C₁₂H₂₀O₆
• Molecular Weight: 260.2836
• Mol File: 65556-81-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 153-156 °C(lit.)
• Boiling Point: 395.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.240±0.06 g/cm3(Predicted)
• PKA: 12.97±0.70(Predicted)
• CAS DataBase Reference: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1L-(CAS DataBase Reference)
• NIST Chemistry Reference: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1L-(65556-81-2)
• EPA Substance Registry System: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1L-(65556-81-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 65556-81-2(Hazardous Substances Data)

Usage

Uses

Used in Plastics and Resins Industry:
1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1Lis used as a key component in the production of plastics and resins for its ability to enhance the structural integrity and durability of these materials.
Used in Adhesives and Sealants Industry:
In the adhesives and sealants industry, 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1Lis used as a critical ingredient to improve the bonding strength and resistance to environmental factors, such as temperature and moisture.
Used in Chemical and Materials Research:
1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1Lis also used as a precursor in the synthesis of other organic compounds, making it an essential tool in the development of new materials and chemicals for various applications.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, due to its structural similarity to bisphenol compounds commonly used in the pharmaceutical industry, 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE-1Lmay also have potential applications in the development of new drugs or drug delivery systems.

Upstream product

• 488-58-4 epi-Inositol 
• 116-11-0 2-Methoxypropene 
• 87-89-8 D-myo-inositol 
• 115072-66-7 (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol 
• 115072-69-0 5,6-di-O-allyl-1,2:3,4-di-O-isopropylidene-myo-inositol 
• 115072-67-8 (3aR,4S,5S,5aR,8aR,8bS)-2,2,7,7-Tetramethyl-4,5-bis-[((E)-propenyl)oxy]-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole 
• 6404-82-6 (+/-)-1,2-O-isopropylidene-myo-inositol 
• 77-76-9 2,2-dimethoxy-propane 
• 115072-66-7 (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 38643-29-7 (+/-)-O¹,O²;O³,O⁴;O⁵,O⁶-triisopropylidene-epi-inositol 

Downstream Products

• 39248-61-8 1L-O³-acetyl-O¹,O²;O⁵,O⁶-diisopropylidene-O⁴-(toluene-4-sulfonyl)-chiro-inositol 
• 3006-57-3 1L-O¹,O²;O⁵,O⁶-diisopropylidene-O³,O⁴-bis-(toluene-4-sulfonyl)-chiro-inositol 
• 132650-06-7 1L-O¹,O²;O⁵,O⁶-diisopropylidene-O³,O⁴-((Ξ)-phenoxyphosphoryl)-chiro-inositol 
• 122596-73-0 1L-O¹,O²;O⁵,O⁶-diisopropylidene-O³,O⁴-bis-(4-nitro-benzenesulfonyl)-chiro-inositol 
• 18391-38-3 1L-O¹,O²;O⁵,O⁶-diisopropylidene-O³-methyl-chiro-inositol 
• 280745-38-2 2,3:4,5-Di-O-isopropylidene-L-manno-hexodialdose 
• 39248-61-8 (+/-)-O⁶-acetyl-O¹,O²;O³,O⁴-diisopropylidene-O⁵-(toluene-4-sulfonyl)-epi-inositol 
• 122596-73-0 (+/-)-O¹,O²;O³,O⁴-diisopropylidene-O⁵,O⁶-bis-(4-nitro-benzenesulfonyl)-epi-inositol 
• 115072-70-3 (+/-)-1,6-di-O-allyl-myo-inositol 
• 6195-66-0 (+/-)-1,2,5,6-tetra-O-benzyl-myo-inositol 
• 64656-21-9 C₄₀H₄₄O₆ 
• 115072-66-7 (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 131147-10-9 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5R,6S,7S,7aS)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 131147-10-9 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aR,4R,5S,6R,7R,7aR)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester 

Relevant articles and documents

H2SO4-silica: An eco-friendly heterogeneous catalyst for the differential protection of myo-inositol hydroxyl groups

There is enormous interest in myo-inositol derivatives as they serve as precursors for the synthesis of several biologically important phosphoinositols, natural products, catalyst, supramolecular architectures etc. However the presence of six secondary hy

Practical synthesis of all inositol stereoisomers from myo-inositol

Synthesis of six inositol stereoisomers was successfully carried out via conduritol intermediates prepared from myo-inositol. Dihydroxylation and epoxidation followed by ring opening of the conduritol B, C and F derivatives gave epi-, allo-, muco-, neo-, DL-chiro- and scyllo-inositol. The cis- inositol derivative, which may not be prepared by this approach, was synthesized in 5 steps via 2-O-benzoyl-myo-inositol orthoformate as the key intermediate.

Regioselective functionalizations and conformational studies of di-O-isopropylidene-myo-inositol derivatives

(+/-)-1,2:4,5-Di-O-isopropylidene-myo-inositol (5) and (+/-)-1,2:5,6-di-O-isopropylidene-myo-inositol (6) could be regioselectively functionalized in reactions including alkylation, acylation, and silylation at HO-3 in preference to HO-6 and HO-4, respectively, under specific conditions.The presence of intramolecular hydrogen bonding was evident in IR and 1H NMR spectra, and the HO-3 group was identified as the hydrogen-bonding donor in 5 and 6.In their crystalline states, diol 5 prefers a chair conformation and diol 6 a twist boat (skew) conformation.Both compounds appear to have substantial populations of chair conformations in the gas and solution phases, on the basis of the MM-2 energy minimizations and comparisons of vicinal coupling constants observed in the 1H NMR spectra (in CDCl3 and Me2SO-d6) and calculated from the crystal and MM-2 conformations.It is suggested as an explanation for the observed selectivities that the kinetic acidity of the HO-3 group may be enhanced through its intramolecular hydrogen bonding with the cis-vicinal oxygen, or the nucleophilicity of the 3-alkoxide may be enhanced due to its interaction with the cis-vicinal oxygen in a manner similar to the through-space α-effect.