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Acetone dimethyl acetal is commonly employed as a water scavenger in water-sensitive reactions, reacting quantitatively with water to form acetone and methanol, which allows for accurate determination of water content in samples.
Acetone dimethyl acetal serves as an intermediate in the synthesis of various compounds including vitamin E, vitamin A, and carotenoids like astaxanthin, showcasing its versatility in organic chemistry applications.
Conformational analysis of Acetone dimethyl acetal using ab initio calculations and matrix isolation infrared spectroscopy has been reported, highlighting its importance in understanding its structural properties for further chemical studies.
CAS Number: 77-76-9
EC Number: 201-056-0
Molecular Formula: C5H12O2
Molar Mass: 104.15 g/mol
Synonyms: C.I. 77769, 2,2-Dimethoxypropane, 2,2-DIMETHOXYPROPANE, Dimolybdenum trioxide, 2,2-dimethoxy propane, Dimethoxypropane, 2,2-, Propane,2,2-dimethoxy-, Propane, 2,2-dimethoxy-, ACETONE DIMETHYL ACETAL, Acetone dimethyl acetal, Molybdenum oxide (Mo2O3), 2-Methoxy-4-hydroxy-methylpyrimidine, 2,2-Dimethoxypropane, (Acetone dimethyl acetal), 2,2-Dimethoxypropan [German] [ACD/IUPAC Name], 2,2-Dimethoxypropane [ACD/IUPAC Name] [Wiki], 2,2-Diméthoxypropane [French] [ACD/IUPAC Name], 2,2-Dimethyoxypropane, 201-056-0 [EINECS], 77-76-9 [RN], Acetone dimethyl acetal, ACETONE DIMETHYL KETAL, acetone dimethylacetal, Acetone-dimethyl acetal, DMP, MFCD00008479 [MDL number], Propane, 2,2-dimethoxy- [ACD/Index Name], 2,2-DIMETHOXY PROPANE, Acetone dimethyl acetal; DMP, ACETONE, DIMETHYL ACETAL, Acetone, dimethyl acetal (8CI), STR01454, acetone dimethyl acetal, propane, 2,2-dimethoxy, acetone dimethyl ketal, acetone, dimethyl acetal, acetone-dimethyl acetal, 2,2-dimethoxy propane, acetone dimethylacetal, 2,2-dimethyoxypropane, 2,2-dimethoxy-propane, dimethoxypropanShow Less, 2,2-DIMETHOXYPROPANE, 77-76-9, Acetone dimethyl acetal, Propane, 2,2-dimethoxy-, Acetone dimethyl ketal, Acetone, dimethyl acetal, 2,2-dimethoxy-propane, acetone dimethylacetal, 2,2-dimethoxy propane, NSC-62085, Acetone-dimethyl acetal, 66P41R0030, 2,2-Dimethyoxypropane, EINECS 201-056-0, NSC 62085, dimethoxypropan, AI3-26275, dimethoxy propane, UNII-66P41R0030, 2,2dimethoxypropane, acetone dimethylketal, 2,2-dimethoxypropan, 2,2-dimetoxypropane, 2 2-dimethoxypropane, 2,2 dimethoxypropane, 2.2-dimethoxypropane, Propane,2-dimethoxy-, 2, 2-dimethoxypropan, 2,2 dimethoxy propane, 2,2,-dimethoxypropane, 2,2-di-methoxypropane, 2,2-dimethyloxypropane, 2, 2-Dimethoxypropane, 2,2-dimethoxyl propane, 2,2-bis(methyloxy)propane, EC 201-056-0, SCHEMBL49039, CHEMBL3184215, DTXSID7026441, dimethylformaldehyde dimethylacetal, ZINC402867, NSC62085, STR01454, Tox21_200627, MFCD00008479, AKOS000121900, CAS-77-76-9, NCGC00248770-01, NCGC00258181-01, 2,2-Dimethoxypropane, analytical standard, BP-20658, 2,2-Dimethoxypropane, reagent grade, 98%, 2,2-Dimethoxypropane, for GC derivatization, A0057, FT-0609249, EN300-29553, 2,2-Dimethoxypropane, purum, >=96.0% (GC), J-506803, Q4596749, F0001-1976
Acetone dimethyl acetal is a chemical compound with the molecular formula C5H12O2.
Acetone dimethyl acetal is also known by other names such as DMP, 2,2-Dimethoxypropane, and dimethyl acetone.
Acetone dimethyl acetal is a colorless liquid with a fruity odor.
Acetone dimethyl acetal is primarily used as a reagent in organic synthesis, particularly in the formation of acetals and as a protecting group for alcohols in organic chemistry reactions.
Additionally, Acetone dimethyl acetal has applications as a solvent in various industries and as a component in some pharmaceutical formulations.
Acetone dimethyl acetal is flammable and should be handled with appropriate safety precautions.
Acetone dimethyl acetal is an organic compound and an alkylating reagent.
Acetone dimethyl acetal is a reagent for the preparation of 1,2-diols as acetonides.
Acetone dimethyl acetal is the acetalisation product of acetone and methanol.
Acetone dimethyl acetal is an intermediate for the synthesis of 2-methoxypropene.
Acetone dimethyl acetal is commonly used as a water scavenger in water-sensitive reactions — any available water will react with Acetone dimethyl acetal to form acetone and methanol.
Acetone dimethyl acetal is an organic compound and an alkylating reagent.
The chemical formula is C5H12O2 and the molecular formula is (CH3)2C(OCH3)2.
Acetone dimethyl acetal is an organic compound that is produced by the acetylation of propylene glycol.
Acetone dimethyl acetal is a chemical compound with the formula CH3OCH2CO2H.
The phosphate group on this molecule can be cleaved to produce phosphoric acid and methanol.
The ring-opening polymerization reaction of this monomer produces polyesters.
Acetone dimethyl acetal has been shown to have lipase activity.
The acetylation of this compound gives rise to a carbonyl group, which can be hydrogenolyzed to produce dihydroxyacetone phosphate.
Acetone dimethyl acetal is a colorless transparent liquid with the smell of acetone.
Acetone dimethyl acetal is moderately soluble in water, soluble in benzene, carbon tetrachloride, ethyl ether, n-butane, methanol.
Acetone dimethyl acetal is stable and reactive with oxidizing agents, acids.
Acetone dimethyl acetal is an organic building block commonly employed as a precursor to generate 2-methoxypropene (MPP).
The degradation study of Acetone dimethyl acetal in ionic liquids showed the formation of MPP and 2-ethoxypropene (EPP) in an identical ratio due to the tunneling effect.
Conformational analysis of Acetone dimethyl acetal based on ab initio calculations and matrix isolation infrared spectroscopy has been reported.
Acetone dimethyl acetal reacts with water to produce methanol and acetone. This reaction has been employed in a method for the quantification of water in natural products by gas-liquid chromatography.
Acidified Acetone dimethyl acetal has been employed for the dehydration of biological samples.
Acetone dimethyl acetal acts as a dehydrating agent.
Acetone dimethyl acetal also serves as an intermediate in the synthesis of vitamin E, vitamin A and various carotenoids such as astaxanthin.
Acetone dimethyl acetal is used as a reagent for the preparation of 1,2-diols, acetonides, isopropylidene derivatives of sugars, nucleosides, methyl esters of amino acids and enol ethers.
Acetone dimethyl acetal is an organic compound with the formula (CH3)2C(OCH3)2.
A colorless liquid, Acetone dimethyl acetal is the product of the condensation of acetone and methanol.
Acetone dimethyl acetal is used as a water scavenger in water-sensitive reactions.
Upon acid-catalyzed reaction, Acetone dimethyl acetal reacts quantitatively with water to form acetone and methanol.
This property can be used to accurately determine the amount of water in a sample, alternatively to the Karl Fischer method.
Acetone dimethyl acetal is specifically used to prepare acetonides:
RCHOHCHOHCH2 + (MeO)2CMe2 → RCHCHCH2O2CMe2 + 2 MeOH
Dimethoxypropane is an intermediate for the synthesis of 2-methoxypropene.
In histology, Acetone dimethyl acetal is used for the dehydration of animal tissue.
Applications of Acetone dimethyl acetal:
Acetone dimethyl acetal acts as a dehydrating agent.
Acetone dimethyl acetal also serves as an intermediate in the synthesis of vitamin E, vitamin A and various carotenoids such as astaxanthin.
Acetone dimethyl acetal is used as a reagent for the preparation of 1,2-diols, acetonides, isopropylidene derivatives of sugars, nucleosides, methyl esters of amino acids and enol ethers.
Dehydrating Agent:
In histology, Acetone dimethyl acetal is considered to be more efficient than ethanol for the dehydration of animal tissue.
Acidified Acetone dimethyl acetal can be used as a dehydrating agent which causes rapid chemical dehydratation of biologic samples for scanning electron microscopy.
Pharma:
Acetone dimethyl acetal is used as a pharmaceutical intermediate, including intermediates for synthesis of vitamin E, vitamin A and various carotenoids such as astaxanthin.
Batteries:
Acetone dimethyl acetal can be considered as a desirable additive in electrolyte for lithium-ion batteries operating at high temperature, ca. 60 °C.
The results of studies reveal that the cyclic life test and storage performance at high temperature in electrolyte with Acetone dimethyl acetal additive was better than that in an electrolyte without additive.
Agrochemicals:
Acetone dimethyl acetal is a value intermediate for the production of insecticides and fungicides.
Analytical Chemistry:
The well known reaction between Acetone dimethyl acetal and water allows for the conversion of an aqueous into an organic solution ready to be injected directly into a gas chromatographic-mass spectrometric (GC-MS) system. This method is proposed for the GC-MS analysis of aqueous solutions containing hydrocarbons, halogenated hydrocarbons and ethers.
Other uses:
Acetone dimethyl acetal is intermediates of fragrances, perfumes.
Acetone dimethyl acetal is intermediate for the synthesis of 2-methoxypropene.
Acetone dimethyl acetal is reagent for the preparation of 1,2-diols as acetonides.
Acetone dimethyl acetal is use of Acetone dimethyl acetal and 1H-NMR to distinguish and quantify the external and internal sorbed water in coals.
Production Method of Acetone dimethyl acetal:
Acetone dimethyl acetal was synthesized by an indirect method.
The synthesis of Acetone dimethyl acetal from 2,2 dimethyl -1,3-dioxolane (DMD) from ethylene glycol and acetone was studied.
Using dichloromethane as water-carrying agent and anhydrous ferric sulfate as catalyst, Acetone dimethyl acetal was synthesized after DMD was synthesized and exchanged with methanol.
The overall yield of the two-step reaction was 60%.
Synthesis:
Acetone dimethyl acetal is typically synthesized through the reaction of acetone with methanol in the presence of an acid catalyst, such as sulfuric acid.
This reaction results in the formation of the dimethyl acetal of acetone.
Chemical Properties:
Acetone dimethyl acetal is a stable compound with good chemical stability under normal conditions.
It undergoes hydrolysis in the presence of acids or bases, reverting back to acetone and methanol.
This property makes it useful as a protecting group for alcohols in organic synthesis.
Protecting Group:
In organic chemistry, Acetone dimethyl acetal is commonly used as a reagent for the protection of alcohol functional groups.
By reacting with alcohols in the presence of an acid catalyst, Acetone dimethyl acetal forms acetals, effectively masking the hydroxyl group.
This protection strategy allows for selective reactions at other functional groups without affecting the alcohol group, which can later be regenerated by hydrolysis.
Solvent:
Due to its relatively low polarity and good solubility in both polar and non-polar solvents, Acetone dimethyl acetal is used as a solvent in various chemical reactions and processes.
Acetone dimethyl acetal's solvency properties make it suitable for dissolving a wide range of organic compounds.
Applications:
Beyond Acetone dimethyl acetal's role as a protecting group and solvent in organic synthesis, Acetone dimethyl acetal finds applications in pharmaceutical and agrochemical industries.
Acetone dimethyl acetal is also used in some industrial processes, such as in the production of fragrances and flavorings.
Safety:
While Acetone dimethyl acetal is generally considered to have low acute toxicity, Acetone dimethyl acetal is flammable and should be handled with care.
Proper ventilation and personal protective equipment should be used when working with this compound.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S9 - Keep container in a well-ventilated place.
S37/39 - Wear suitable gloves and eye/face protection
S33 - Take precautionary measures against static discharges.
S16 - Keep away from sources of ignition.
S33,37/39 -
Stability of Acetone dimethyl acetal:
Stable.
Highly flammable - note low flash point.
Vapour may form an explosive mixture with air.
May form explosive peroxides when exposed to air.
Incompatible with strong oxidizing agents.
Identifiers of Acetone dimethyl acetal:
CAS Number: 77-76-9
ChEMBL: ChEMBL3184215
ChemSpider: 21106033
ECHA InfoCard: 100.000.961
EC Number: 201-056-0
PubChem CID: 6495
UNII: 66P41R0030
CompTox Dashboard (EPA): DTXSID7026441
InChIInChI=1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3
Key: HEWZVZIVELJPQZ-UHFFFAOYSA-N
SMILES: CC(C)(OC)OC
CAS Number: 77-76-9
Molecular Weight: 104.15
Beilstein: 635678
EC Number: 201-056-0
MDL number: MFCD00008479
PubChem Substance ID: 24893272
CAS number: 77-76-9
EC number: 201-056-0
Hill Formula: C₅H₁₂O₂
Molar Mass: 104.15 g/mol
HS Code: 2911 00 00
CAS: 77-76-9
Molecular Formula: C5H12O2
Molecular Weight (g/mol): 104.149
MDL Number: MFCD00008479
InChI Key: HEWZVZIVELJPQZ-UHFFFAOYSA-NShow Less
PubChem CID: 6495
IUPAC Name: Acetone dimethyl acetal
SMILES: CC(C)(OC)OC
Properties of Acetone dimethyl acetal:
Chemical formula: C5H12O2
Molar mass: 104.15 g/mol
Appearance: Colorless liquid
Density: 0.85 g/cm3
Melting point: −47 °C (−53 °F; 226 K)
Boiling point: 83 °C (181 °F; 356 K)
Solubility in water: 15 g/L (20 °C)
Grade: reagent grade
Quality Level: 200
Vapor density: 3.59 (vs air)
Vapor pressure: 60 mmHg ( 15.8 °C)
Assay: 98%
Form: liquid
Expl. lim.:
31 %, 58 °F
6 %, 27 °F
Refractive index: n20/D 1.378 (lit.)
bp: 83 °C (lit.)
density: 0.847 g/mL at 25 °C (lit.)
SMILES string: COC(C)(C)OC
InChI: 1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3
InChI key: HEWZVZIVELJPQZ-UHFFFAOYSA-N
Boiling point: 80 °C
Density: 0.85 g/cm3 (20 °C)
Explosion limit: 6 - 31 %(V)
Flash point: -10 °C
Melting Point: -47 °C
Vapor pressure: 60 hPa (16 °C)
Solubility: 180 g/l
Purity Limit: ≥ 99% (Gc)
Molecular Formula: C5H12O2
Molecular Weight: 104.15
Cas No: 77-76-9
Mdl No: mfcd00008479
Appearance: colorless Liquid
Boiling Point: 83 °c
Flash Point: -10 °c
Density: 0.847 G/ml At 25 °c
Refractive Index: n20/d 1.378
Warnings: flammable! Irritant!
Storage Temp: store At 0-8 °c
Molecular Formula: C5H12O2
Molar Mass: 104.15
Density: 0.847 g/mL at 25 °C (lit.)
Melting Point: -47 °C
Boling Point: 83 °C (lit.)
Flash Point: 12°F
Water Solubility: 18 g/100 mL (25 ºC)
Solubility: 180g/l
Vapor Presure: 60 mm Hg ( 15.8 °C)
Vapor Density: 3.59 (vs air)
Appearance: Liquid
Specific Gravity: 0.852 (20/4℃)
Color: Clear colorless
BRN: 635678
Storage Condition: Store below +30°C.
Explosive Limit: 31%, 58°F
Refractive Index: n20/D 1.378(lit.)
Molecular Weight: 104.15
XLogP3-AA: 0.6
Hydrogen Bond Donor Count: 0:
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 2
Exact Mass: 104.083729621
Monoisotopic Mass: 104.083729621
Topological Polar Surface Area: 18.5 Ų
Heavy Atom Count: 7
Complexity: 44
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Specifications of Acetone dimethyl acetal:
Assay (GC, area%): ≥ 97.0 % (a/a)
Density (d 20 °C/ 4 °C): 0.850 - 0.851
Identity (IR): passes test
Melting Point: -47°C
Density: 0.848
Boiling Point: 79°C to 81°C
Flash Point: −11°C (12°F)
Assay Percent Range: 98%
Odor: Sweet
UN Number: UN3271
Beilstein: 635678
Refractive Index: 1.378
Quantity: 100 mL
Solubility Information: Soluble in benzene,carbon tetrachloride,ethyl ether and n-butane,methanol. Moderately soluble in water.
Formula Weight: 104.15
Percent Purity: 98%
Physical Form: Liquid
Chemical Name or Material: Acetone dimethyl acetal
Related Products of Acetone dimethyl acetal:
3-(2-N,N-Diethylaminoethylaminocarbonyl)phenylboronic acid, hydrochloride
4-[2-(N,N-Diethylaminoethyl)aminocarbonyl]phenylboronic acid hydrochloride
1,3-Dimethyl-2-imidazolidinone
4-(N,N-Diethylaminomethyl)benzeneboronic acid
3,3-Dimethyl 1-Indanone
Names of Acetone dimethyl acetal:
Preferred IUPAC name:
2,2-Dimethoxypropane
Other name:
2,2-Dimethoxypropane
