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N,N-Dimethylformamide dimethyl acetal

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CAS:4637-24-5
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N,N-Dimethylformamide dimethyl acetal Basic information
Product Name:N,N-Dimethylformamide dimethyl acetal
Synonyms:1,1-dimethoxy-n,n-dimethyl-methanamin;Dimethoxy(dimethylamino)methane;Dimethoxy-N,N-dimethylmethanamine;N-(Dimethoxymethyl)dimethylamine;N,N-Dimethylfirmanmidedimethylacetal;N,N-Dimethylformamide dimethyl acetal, 95% (1,1-Dimethoxytrimethylamine);N,N-Dimethylformamide dimethyl acetal, ca 97%;Methanamine, 1,1-dimethoxy-N,N-dimethyl-
CAS:4637-24-5
MF:C5H13NO2
MW:119.16
EINECS:225-063-3
Product Categories:(intermediate of zaleplon);Aliphatics;blocks;BuildingBlocks;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Analytical Chemistry;Esterification & Alkylation (GC Derivatizing Reagents);GC Derivatizing Reagents;N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents);4637-24-5;bc0001
Mol File:4637-24-5.mol
N,N-Dimethylformamide dimethyl acetal Structure
N,N-Dimethylformamide dimethyl acetal Chemical Properties
Melting point -85°C
Boiling point 102-103 °C/720 mmHg (lit.)
density 0.897 g/mL at 25 °C (lit.)
vapor pressure 34.5hPa at 20℃
refractive index n20/D 1.396(lit.)
Fp 45 °F
storage temp. Store below +30°C.
solubility Miscible with most organic solvents.
pka5.00±0.50(Predicted)
form Solid
color White to off-white
PH7 (H2O)
explosive limit1.3-17.7%(V)
Water Solubility hydrolysis
Sensitive Moisture Sensitive
BRN 506020
Exposure limitsACGIH: TWA 200 ppm; STEL 250 ppm (Skin)
OSHA: TWA 200 ppm(260 mg/m3)
NIOSH: IDLH 6000 ppm; TWA 200 ppm(260 mg/m3); STEL 250 ppm(325 mg/m3)
InChI1S/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3
InChIKeyZSXGLVDWWRXATF-UHFFFAOYSA-N
SMILESCOC(OC)N(C)C
LogP0.750 (est)
CAS DataBase Reference4637-24-5(CAS DataBase Reference)
NIST Chemistry ReferenceMethanamine, 1,1-dimethoxy-N,N-dimethyl-(4637-24-5)
EPA Substance Registry SystemMethanamine, 1,1-dimethoxy-N,N-dimethyl- (4637-24-5)
Safety Information
Hazard Codes F,Xn,Xi
Risk Statements 11-22-36/37/38-36/38-20-20/21/22-10-52
Safety Statements 16-26-36/37-36/37/39-33-29-7/9
RIDADR UN 3271 3/PG 2
WGK Germany 1
21
Autoignition Temperature155 °C
TSCA TSCA listed
HazardClass 3
PackingGroup II
HS Code 29225000
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 4 Inhalation
Eye Dam. 1
Flam. Liq. 2
Skin Sens. 1
ToxicityLD50 orally in Rabbit: > 5000 mg/kg
MSDS Information
ProviderLanguage
N-Dimethoxymethyl-N,N-dimethylamine English
ACROS English
SigmaAldrich English
ALFA English
N,N-Dimethylformamide dimethyl acetal Usage And Synthesis
Chemical Propertiesclear colourless liquid
Uses1,1-Dimethoxy-N,N-dimethylmethanamine is used as a reagent in the formation of pyridine derivatives that exhibit inhibition against PI3 kinase p110α enzymes.
UsesN,N-Dimethylformamide dimethyl acetal is used as an intermediate in the formation of pyridine derivatives, which exhibits inhibition against PI3 kinase p110alfa enzymes. It is utilized for the derivatization of primary sulfonamides and trifluoroacetic acid. It is also used in the preparation of formamidine derivatives. It is used as a reagent for n-dimethylaminomethylene and methyl esters. Further, it is used to catalyze the coupling of epoxides with carbon dioxide to prepare cyclic carbonates.
UsesUsed to catalyze the coupling of epoxides with carbon dioxide under solvent free conditions leading to cyclic carbonates.
DefinitionChEBI: An acetal obtained by formal condensation of N,N-dimethylformamide with methanol. N,N-dimethylformamide dimethyl acetal is a derivatisation agent used in gas-chromatography applica ions
General DescriptionEsterate M (N,N-Dimethylformamide dimethyl acetal, DMFDMA) is an methylating reagent. It has been used in methyl esterification of carboxylic acid and also in one-step derivatization of amino acids into N,N-Dimethylaminomethylene methyl esters.
Flammability and ExplosibilityHighly flammable
reaction suitabilityreagent type: derivatization reagent
reaction type: Acylations
reagent type: derivatization reagent
reaction type: Esterifications
Synthesis
Sodium Methoxide

124-41-4

N,N-Dimethylformamide

68-12-2

N,N-Dimethylformamide dimethyl acetal

4637-24-5

A method for synthesizing N,N-dimethylformamide dimethyl acetal, comprising the steps of (1) heating N,N-dimethylformamide to 70°C, mixing with dimethyl sulfate in a molar ratio of 1:1 and reacting for 4 hours after the end of dropwise addition to obtain the imine complex, and then cooling to room temperature; (2) adding solid sodium methanol to 200 solvent oil, dispersing it by ultrasonication, adjusting the temperature to 25 ℃ and maintained, dropwise addition of the imine complex, the reaction for 2 hours and then filtered, the filtrate often pressure fractionation, collection of 105-108 ℃ fraction, to obtain N,N-dimethylformamide dimethyl acetal, the yield was 75.3%, purity of 97%; wherein the molar ratio of sodium methanol to the imine complex is 1:1. The synthesis of the N,N-dimethylformamide dimethyl acetal of Example 6 is the same as that of Example 2, the The difference is that the organic solvent of this embodiment is a mixed solvent oil: D40 solvent oil, D60 solvent oil and 260 solvent oil, with a volume ratio of 2:1:1, to obtain N,N-dimethylformamide dimethyl acetal with a yield of 85.4% and a purity of 97%.

References[1] Patent: CN106083611, 2016, A. Location in patent: Paragraph 0034-0037; 0048-0049
N,N-Dimethylformamide dimethyl acetal Preparation Products And Raw materials
Raw materialsMethanaMiniuM, MethoxydiMethyl-, Methyl sulfate (1:1)-->Sodium Methoxide-->N,N-Dimethylformamide
Preparation Products5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-AMINE-->[1-(4-FLUOROPHENYL)-5-METHYL-1H-PYRAZOL-4-YL]METHANOL-->1-TERT-BUTYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-AMINE-->METHYL 4-AMINO-6-INDOLECARBOXYLATE-->Indole-6-carboxylic acid-->2-AMINO-4-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID-->1-METHYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID-->3-BROMOCHROMONE-->3-NITROISONICOTINALDEHYDE-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBONITRILE-->ETHYL 2-METHYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE-->ETHYL 1-(4-FLUOROPHENYL)-5-METHYL-1H-PYRAZOLE-4-CARBOXYLATE-->5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE-->1-TERT-BUTYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBONITRILE-->(5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANAMINE-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBONYL CHLORIDE-->(1-TERT-BUTYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-YL)METHANAMINE-->1-TERT-BUTYL 6-METHYL 3-FORMYL-1H-INDOLE-1,6-DICARBOXYLATE-->(5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANOL-->5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-4-CARBOXAMIDE-->(5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOL-4-YL)METHANOL-->Indole-7-carboxaldehyde-->(1-TERT-BUTYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-YL)METHANOL-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBOXAMIDE-->1-PHENYL-5-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBONYL CHLORIDE-->Indole-6-carboxaldehyde-->(5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOL-4-YL)METHANAMINE-->3-NITROBENZO[B]FURAN-5-OL-->ETHYL 2-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE-->6-HYDROXYMETHYLINDOLE-->ETHYL 1-(TERT-BUTYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE-->4-(Pyridin-3-yl)pyrimidin-2-amine-->4-Aminomethyl-1-methylpyrazole-->1-PHENYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID-->5-Hydroxyindole-->7-Hydroxyindole
Tag:N,N-Dimethylformamide dimethyl acetal(4637-24-5) Related Product Information
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