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2,2-Dimethoxypropane

Base Information Edit
  • Chemical Name:2,2-Dimethoxypropane
  • CAS No.:77-76-9
  • Molecular Formula:C5H12O2
  • Molecular Weight:104.149
  • Hs Code.:29110000
  • European Community (EC) Number:201-056-0
  • NSC Number:62085
  • UNII:66P41R0030
  • DSSTox Substance ID:DTXSID7026441
  • Nikkaji Number:J35.930K
  • Wikipedia:2,2-Dimethoxypropane
  • Wikidata:Q4596749
  • ChEMBL ID:CHEMBL3184215
  • Mol file:77-76-9.mol
2,2-Dimethoxypropane

Synonyms:2,2-dimethoxypropane

Suppliers and Price of 2,2-Dimethoxypropane
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 2,2-Dimethoxypropane
  • 10g
  • $ 140.00
  • TCI Chemical
  • 2,2-Dimethoxypropane >98.0%(GC)
  • 500mL
  • $ 21.00
  • TCI Chemical
  • 2,2-Dimethoxypropane >98.0%(GC)
  • 25mL
  • $ 14.00
  • SynQuest Laboratories
  • 2,2-Dimethoxypropane 98%
  • 100 mL
  • $ 15.00
  • SynQuest Laboratories
  • 2,2-Dimethoxypropane 98%
  • 50 mL
  • $ 10.00
  • Sigma-Aldrich
  • 2,2-Dimethoxypropane reagent grade, 98%
  • 18l
  • $ 757.00
  • Sigma-Aldrich
  • 2,2-Dimethoxypropane for synthesis. CAS 77-76-9, molar mass 104.15 g/mol., for synthesis
  • 8029360500
  • $ 55.70
  • Sigma-Aldrich
  • 2,2-Dimethoxypropane reagent grade, 98%
  • 500ml
  • $ 53.60
  • Sigma-Aldrich
  • 2,2-Dimethoxypropane for synthesis
  • 500 mL
  • $ 53.37
  • Sigma-Aldrich
  • 2,2-Dimethoxypropane analytical standard
  • 5 mL
  • $ 97.20
Total 40 raw suppliers
Chemical Property of 2,2-Dimethoxypropane Edit
Chemical Property:
  • Appearance/Colour:clear liquid 
  • Vapor Pressure:60 mm Hg ( 15.8 °C) 
  • Melting Point:-47 °C 
  • Refractive Index:n20/D 1.378(lit.)  
  • Boiling Point:83 °C at 760 mmHg 
  • Flash Point:-5oC 
  • PSA:18.46000 
  • Density:0.84 g/cm3 
  • LogP:1.01530 
  • Storage Temp.:Flammables area 
  • Solubility.:180g/l 
  • Water Solubility.:18 g/100 mL (25 ºC) 
  • XLogP3:0.6
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:2
  • Exact Mass:104.083729621
  • Heavy Atom Count:7
  • Complexity:44
Purity/Quality:

99% *data from raw suppliers

2,2-Dimethoxypropane *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,IrritantXi 
  • Hazard Codes:F,Xi 
  • Statements: 11-36-36/37/38 
  • Safety Statements: 26-9-37/39-33-16-33,37/39 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Acetals
  • Canonical SMILES:CC(C)(OC)OC
  • General Description 2,2-Dimethoxypropane is a versatile chemical reagent commonly used as a protecting group for hydroxyl functions, particularly in carbohydrate chemistry, where it facilitates the formation of isopropylidene acetals. It also serves as a dehydrating agent to remove residual water in methylation analyses of oligo- and polysaccharides, ensuring efficient product isolation. Additionally, it is employed in the synthesis of complex natural products and intermediates, such as marine polypropionates and glycoconjugate precursors, due to its ability to participate in acetalization and protection-deprotection strategies. Its utility spans organic synthesis, where it aids in stereocontrol and functional group manipulation.
Technology Process of 2,2-Dimethoxypropane

There total 45 articles about 2,2-Dimethoxypropane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With dihydrogen peroxide; In water; acetonitrile; at 20 ℃; for 0.25h; Green chemistry;
DOI:10.3184/174751916X14792244600532
Guidance literature:
With sulfuric acid; In dichloromethane; for 6h; Title compound not separated from byproducts; Heating;
DOI:10.3891/acta.chem.scand.43-1009
Guidance literature:
With aluminum (III) chloride; at 70 ℃; for 5.6h; Temperature;
Refernces Edit

A facile synthesis of benzyl 2-acetamido-6-O-acetyl-4-O-(6-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside, a key intermediate for the synthesis of O-α-L-fucopyranosyl-(1->2)-O-β-D-galactopyranosyl-(1->4)-O-<α-L-fucopyranos

10.1016/0008-6215(83)88254-8

This research aims to develop a convenient and practical method for synthesizing complex saccharides that are part of glycoconjugates. The study focuses on synthesizing a key intermediate compound for the production of a specific carbohydrate structure found in blood-group substances. The researchers used various chemicals, including benzyl alcohol, mercuric cyanide, hexamethyl-disilazane, chlorotrimethylsilane, acetic anhydride, and 2,2-dimethoxypropane, among others, to achieve the desired synthesis. The process involved multiple steps of acetylation, deacetylation, silylation, and isopropylidenation. The final product was obtained in good yields and its structure was confirmed through NMR spectroscopy. The study concludes that the synthesized intermediate could be a suitable precursor for the further synthesis of more complex oligosaccharides, potentially useful in the study of glycosidases, glycosyltransferases, and as synthetic antigens.

Hemilabile imino-phosphine palladium(II) complexes: Synthesis, molecular structure, and evaluation in Heck reactions

10.2478/s11696-013-0530-6

The research focuses on the synthesis, molecular structure, and evaluation of hemilabile imino-phosphine palladium(II) complexes in Heck reactions. The ligands 2-(diphenylphosphino)benzyl-(2-thiophene)methylimine (V) and 2-(diphenylphosphino)benzyl-(2-thiophene)ethylimine (VI) were prepared from 2-(diphenylphosphino)benzaldehyde and thiophene amines with high yields. These ligands were then reacted with PdCl2(cod) or PdClMe(cod) to form palladium(II) complexes I–IV. The molecular structure of complex II was confirmed by X-ray crystallography, revealing a distorted square planar geometry around the palladium atom. The complexes were evaluated as catalysts for the Heck coupling reactions of iodobenzene with methyl acrylate under mild conditions, showing significant activities with isolated yields of 64%, 68%, and 58% for complexes I, II, and IV, respectively. The study highlights the role of imino-phosphine ligands in enhancing catalytic activities due to their hemilabile property, which allows reversible protection of the coordination site.

Total synthesis of the marine polypropionates, siphonarienal, siphonarienone, and pectinatone

10.1016/j.tetasy.2009.08.021

The research focuses on the total synthesis of marine polypropionates—siphonarienal, siphonarienone, and pectinatone—employing a desymmetrization strategy to create three consecutive stereogenic centers. The synthesis involves a series of chemical reactions starting from known precursors, utilizing reactants such as allyl bromide, LHMDS, LAH, 2,2-dimethoxypropane, CSA, Bn-Br, TsCl, Et3N, DMAP, LiAlH4, DDQ, and others as detailed in the experimental section. The synthesis steps include allylation, reductive ring opening, protection of hydroxyl groups, selective tosylation, reductive cleavage, and oxidation, among others. The synthesized compounds were analyzed using techniques like TLC, NMR, MS, and HRMS to confirm their structures and purities. The study also compares the efficiency of this strategy to previous methods, highlighting its advantage of creating three stereogenic centers in a single reaction, which is more efficient than the approximately 10 steps required by other methods.

Retipolides - Unusual spiromacrolactones from the mushrooms Retiboletus retipes and R. ornatipes

10.1002/ejoc.200700579

The research focuses on the isolation, structural elucidation, and biosynthetic considerations of a series of unusual spiromacrolactones known as retipolides, derived from the mushrooms Retiboletus retipes and R. ornatipes. The main content of the research involves the identification and synthesis of these complex natural products, which are characterized by a 14-membered spiromacrolactone ring with a biphenyl ether linkage. The experiments utilized various analytical techniques, including high-resolution mass spectrometry (HRMS), nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and ultraviolet-visible (UV/Vis) spectroscopy, to determine the molecular formulas, structures, and optical rotations of the retipolides. The researchers also employed single-crystal X-ray analysis to confirm the absolute configuration of certain retipolides. Additionally, the study explored the plausible biosynthetic pathways for these compounds, suggesting a sequence starting from a hypothetical 4-hydroxyphenyl derivative, named retipolide E. The reactants used in the synthesis and isolation processes included the mushroom extracts, various solvents for chromatography, and reagents for derivatization, such as 2,2-dimethoxypropane and p-toluenesulfonic acid. The analyses were crucial for the structural elucidation of retipolides A–E and their derivatives, as well as for the detection of probable biosynthetic intermediates in the fungal extract.

An improved procedure for the methylation analysis of oligosaccharides and polysaccharides.

10.1016/0008-6215(84)85106-X

The study presents an optimized method for methylation analysis of oligo- and polysaccharides. The authors examined and refined each step of the procedure to enhance quantitative recovery and speed. Key chemicals involved include potassium methylsulphinyl carbanion, generated from potassium hydride, which is used to form polyalkoxide ions necessary for methylation. Methyl iodide is employed for the methylation of these ions. Other reagents such as trifluoroacetic acid for hydrolysis, sodium borohydride for reduction, and acetic anhydride for acetylation are used in subsequent steps to convert the methylated carbohydrates into analyzable derivatives. The study also utilizes 2,2-dimethoxypropane to remove residual water after washing steps, ensuring efficient evaporation and isolation of the methylated products. The improved procedure allows for complete methylation, high recoveries of acetylated alditols of methylated sugars, and the analysis to be completed within a working day, making it a convenient and efficient method for determining glycosyl linkages in a wide range of oligo- and polysaccharides.

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