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N,N-Dimethylformamide dimethyl acetal

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Name

N,N-Dimethylformamide dimethyl acetal

EINECS 225-063-3
CAS No. 4637-24-5 Density 0.906 g/cm3
PSA 21.70000 LogP 0.12440
Solubility hydrolysis with water Melting Point -85 °C
Formula C5H13NO2 Boiling Point 104.3 °C at 760 mmHg
Molecular Weight 119.16 Flash Point 7.2 °C
Transport Information UN 3271 3/PG 2 Appearance clear colourless liquid
Safety 16-26-36/37-36/37/39-33-29-7/9 Risk Codes 11-22-36/37/38-36/38-20-20/21/22-10
Molecular Structure Molecular Structure of 4637-24-5 (N,N-Dimethylformamide dimethyl acetal) Hazard Symbols FlammableF, HarmfulXn, IrritantXi
Synonyms

Trimethylamine,1,1-dimethoxy- (6CI,7CI,8CI);(Dimethoxymethyl)dimethylamine;(Dimethylamino)dimethoxymethane;(Dimethylamino)formaldehyde dimethyl acetal;1,1-Dimethoxy-N,N-dimethylmethanamine;1,1-Dimethoxy-N,N-dimethylmethane amine;1,1-Dimethoxytrimethylamine;DMF dimethyl acetal;DMFDMA;Dimethoxy(dimethylamino)methane;Dimethoxy-N,N-dimethylmethanamine;Dimethyl dimethylformamide acetal;Methyl-8;N,N-Dimethyl-1,1-bis(methyloxy)methanamine;N,N-Dimethylformamide dimethylacetal;N-(Dimethoxymethyl)-N,N-dimethylamine;N-(Dimethoxymethyl)dimethylamine;a,a-Dimethoxytrimethylamine;N,N-dimethylformamide dimethyl acetal (DMF-DMA);

 

N,N-Dimethylformamide dimethyl acetal Synthetic route

124-41-4

sodium methylate

68-12-2, 33513-42-7

N,N-dimethyl-formamide

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With dimethyl sulfate at 20 - 70℃; for 4h;
Stage #2: sodium methylate at 25℃; for 2h; Temperature;
85.4%
124-40-3

dimethyl amine

149-73-5

trimethyl orthoformate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
With acetyl chloride at 20℃; for 12h; Inert atmosphere;95%
1196967-42-6

C14H21NO3

1196967-61-9

C31H32N4O9S

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
With sulfuric acid In 1,4-dioxane; water at 0℃; for 6h; Inert atmosphere;80%
21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
With methanol; sodium methylate at 0 - 20℃; for 20h; Inert atmosphere;59%
52117-32-5

chloro-dimethoxy-methane

124-40-3

dimethyl amine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
at 140 - 150℃; for 2h; Green chemistry;86.8%
68-12-2, 33513-42-7

N,N-dimethyl-formamide

77-78-1

dimethyl sulfate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
With nitrogen at 80℃; for 2h;100%
With sodium 1.) 3 h, 60-80 degC: 2.) 0 degC, methanol; Yield given. Multistep reaction;
at 60℃; for 3h;
124-41-4

sodium methylate

21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
In Petroleum ether at 0℃; for 2h;
1192-62-7

1-(2-furyl)-1-ethanone

A

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

B

109482-86-2

(2E)-3-(dimethylamino)-1-furan-2-ylprop-2-en-1-one

350-03-8

methyl-3-pyridylketone

A

55314-16-4, 75415-01-9, 123367-26-0

(E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

B

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

68-12-2, 33513-42-7

N,N-dimethyl-formamide

154147-42-9

2-butyl-2-imidazolin-5-one

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
With trichlorophosphate at 40℃; Condensation;
124-41-4

sodium methylate

1071-38-1

N,N,N',N'-Tetramethylformamidinium chloride

A

1186-70-5

bis(dimethylamino)methoxymethane

B

5762-56-1

tris(dimethylamino)methane

C

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
In tetrahydrofuran at 21℃; Title compound not separated from byproducts.;
67-66-3

chloroform

124-41-4

sodium methylate

A

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

B

149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With N,N-dimethyl-formamide In methanolA 48 % Chromat.
B 38 % Chromat.
67-66-3

chloroform

124-41-4

sodium methylate

68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

B

149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
A 91 % Chromat.
B 3 % Chromat.
67-66-3

chloroform

124-41-4

sodium methylate

68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

201230-82-2

carbon monoxide

B

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

C

149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
for 0.5h; Mechanism; methanol presence;
108-33-8

5-methyl-1,3,4-thiadiazol-2-amine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

41077-44-5

2-(N,N-dimethylaminomethyleneamino)-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
In toluene for 2h; Heating;100%
In ethanol Heating;
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

759-58-0

ethyl isopropylidenecyanoacetate

65996-11-4

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene

Conditions
ConditionsYield
In ethanol for 24h; Heating / reflux;100%
In ethanol for 24h; Reflux;74%
In ethanol
504-29-0

2-aminopyridine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

17175-39-2

N,N-dimethyl-N'-pyridin-2-yl-formamidine

Conditions
ConditionsYield
at 150℃; for 0.116667h; Microwave;100%
In methanol at 70℃; for 15h;81%
for 6h; Reflux;71%
109-12-6

2-aminopyrimidine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

6578-34-3

N,N-dimethyl-N'-pyrimidin-2-ylformamidine

Conditions
ConditionsYield
In toluene Heating;100%
for 6h; Reflux;80%
In toluene for 2h; Heating;
5469-69-2

6-chloro-pyridazin-3-ylamine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

35053-55-5

N'-(6-chloropyridazin-3-yl)-N,N-dimethylmethanimidamide

Conditions
ConditionsYield
at 105℃; for 2h;100%
for 2h; Reflux;81%
for 2h; Reflux;81%
18699-87-1

2-methyl-3-nitropyridine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

65156-92-5

2-(3-nitro-2-pyridinyl)-N,N-dimethyletheneamine

Conditions
ConditionsYield
100%
In N,N-dimethyl-formamide at 90℃; for 4h; Inert atmosphere;73%
In N,N-dimethyl-formamide at 115℃;
In N,N-dimethyl-formamide at 120℃; for 17h;
610-93-5

6-nitrophthalide

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

3-dimethylaminomethylene-6-nitroisobenzofuran-1(3H)-one

Conditions
ConditionsYield
With potassium tert-butylate for 0.0833333h; Heating;100%
78-81-9

isobutylamine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

67161-18-6

N2-iso-butyl-N1,N1-dimethylformamidine

Conditions
ConditionsYield
at 60℃;100%
141-97-9

ethyl acetoacetate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

134653-70-6, 51145-57-4

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

Conditions
ConditionsYield
at 20℃;100%
at 20℃;100%
at 20℃;100%
504-02-9

1,3-cylohexanedione

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

85302-07-4

2-(dimethylaminomethylene)cyclohexane-1,3-dione

Conditions
ConditionsYield
for 1h; Heating;100%
at 100℃; for 1h;100%
at 95℃; for 1h;100%
94-02-0

ethyl 3-oxo-3-phenylpropionate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

66129-60-0

ethyl-3-(dimethylamino)-2-(phenylcarbonyl)prop-2-enoate

Conditions
ConditionsYield
at 110℃; for 0.666667h; Microwave irradiation;100%
for 1h; Heating;94%
In toluene at 60℃; for 24h;92%
108-91-8

cyclohexylamine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

3459-75-4

N,N-dimethyl-N'-cyclohexylformamidine

Conditions
ConditionsYield
at 60℃;100%
In methanol at 25℃; for 12h;98%
1.) 50 deg C, 5 h, 2.) room temperature, 12 h;92%
In benzene for 1h; Heating;64%
126-81-8

dimedone

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

75039-59-7

2-dimethylaminomethylene-5,5-dimethylcyclohexane-1,3-dione

Conditions
ConditionsYield
for 1h; Heating;100%
In 5,5-dimethyl-1,3-cyclohexadiene for 3h; Reflux;100%
at 100℃; for 1h;100%
107-10-8

propylamine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

32150-25-7

N2-n-propyl-N1,N1-dimethylformamidine

Conditions
ConditionsYield
at 60℃;100%
493-72-1

5-phenyl-cyclohexane-1,3-dione

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

85302-08-5

2-((dimethylamino)methylene)-5-phenyl-cyclohexane-1,3-dione

Conditions
ConditionsYield
for 2h; Reflux;100%
at 100℃; for 1h;100%
for 1h; Heating;98%
69304-44-5

3',5'-O-1,1,3,3-tetraisopropyldisiloxan-1,3-diyl-guanosine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

120853-22-7

2-N-(Dimethylaminomethylene)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)guanosine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 20h; Ambient temperature;100%
In N,N-dimethyl-formamide at 20℃; for 6h;84%
542-05-2

acetonedicarboxylic acid

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

25299-40-5

1,5-bis(dimethylamino)-1,4-pentadien-3-one

Conditions
ConditionsYield
at 70℃; for 1h;100%
21906-39-8

3-(trifluoromethyl)phenylacetone

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

67382-34-7, 72833-79-5

1-dimethylamino-2-(m-trifluoromethylphenyl)-1-buten-3-one

Conditions
ConditionsYield
for 12h; Heating;100%
111-26-2

hexan-1-amine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

85599-94-6

N2-n-hexyl-N1,N1-dimethylformamidine

Conditions
ConditionsYield
at 60℃;100%
41051-15-4

4-methoxyacetoacetic acid methylester

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

127958-23-0

methyl 2-[(dimethylamino)methylene]-4-methoxy-3-oxobutanoate

Conditions
ConditionsYield
at 20℃; for 24h;100%
at 20℃; for 24h;100%
In N,N-dimethyl-formamide at 120℃; for 0.5h; Inert atmosphere; microwave irradiation;97%
1067-73-8

diethyl (2-oxobutyl)phosphonate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

98934-29-3

{1-[1-Dimethylamino-meth-(Z)-ylidene]-2-oxo-butyl}-phosphonic acid diethyl ester

Conditions
ConditionsYield
With calcium chloride for 2h; Heating;100%
66187-85-7

diethyl (2-ethoxycarbonyl)-2-oxoethylphosphonate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

98934-35-1

(Z)-3-(Diethoxy-phosphoryl)-4-dimethylamino-2-oxo-but-3-enoic acid ethyl ester

Conditions
ConditionsYield
With calcium chloride Ambient temperature;100%
5396-89-4

benzyl acetoacetate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

93552-75-1

benzyl 2-((dimethylamino)methylene)-3-oxobutanoate

Conditions
ConditionsYield
at 20℃;100%
at 20℃;100%
In toluene at 20℃; for 16h;100%
606-20-2

2,6-dinitrotoluene

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

78283-21-3

3-nitro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Heating;100%
In N,N-dimethyl-formamide at 115℃; for 6h;96%
With copper(l) iodide; N,N-dimethyl-formamide at 180℃; under 6000.6 - 7500.75 Torr; for 0.166667h; microwave irradiation;85%
343-94-2

tryptamine hydochloride

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

N'-[2-(1H-Indol-3-yl)-ethyl]-N,N-dimethyl-formamidine

Conditions
ConditionsYield
for 21h; Heating;100%
78064-64-9

1-methyl-2'-deoxy-5'-O-tritylpseudouridine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

78064-66-1

1,3-Dimethyl-2'-deoxy-5'-O-tritylpseudouridine

Conditions
ConditionsYield
at 95 - 100℃; for 2h;100%
94695-50-8

ethyl 3-(2,3,4,5-tetrafkuorophenyl)-3-oxopropanoate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

138998-47-7

ethyl α<(N,N-dimethylamino)methylene>-2,3,4,5-tetrafluoro-β-oxobenzenepropanoate

Conditions
ConditionsYield
With acetic anhydride for 0.5h;100%
In toluene at 115 - 120℃; for 1h;91%
133648-45-0

2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

141437-72-1

N2-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 5h; Ambient temperature;100%
115413-26-8

Methyl 2-oxo-3-phenylthiopropionate

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

115412-99-2

Methyl 4-dimethylamino-2-oxo-3-phenylthio-3-butenoate

Conditions
ConditionsYield
In toluene for 1.5h; Ambient temperature;100%
115413-21-3

1-Phenylsulfanyl-3-(2,2,2-trichloro-ethoxy)-propan-2-one

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

115413-30-4

(Z)-4-Dimethylamino-3-phenylsulfanyl-1-(2,2,2-trichloro-ethoxy)-but-3-en-2-one

Conditions
ConditionsYield
at 70℃; for 1.5h;100%

N,N-Dimethylformamide dimethyl acetal Chemical Properties

The Molecular Structure of N,N-Dimethylformamide dimethyl acetal (CAS NO.4637-24-5):

Empirical Formula: C5H13NO2
Molecular Weight: 119.1622 
IUPAC Name: 1,1-dimethoxy-N,N-dimethylmethanamine 
Appearance: clear colourless liquid
Nominal Mass: 119 Da
Average Mass: 119.1622 Da
Monoisotopic Mass: 119.094629 Da 
Index of Refraction: 1.407
Molar Refractivity: 32.38 cm3
Molar Volume: 131.4 cm3
Surface Tension: 24.8 dyne/cm
Density: 0.906 g/cm3
Flash Point: 7.2 °C
Enthalpy of Vaporization: 34.33 kJ/mol
Boiling Point: 104.3 °C at 760 mmHg
Vapour Pressure: 31.1 mmHg at 25°C 
Storage temp: Fammables area
Water Solubility: hydrolysis
Sensitive: Moisture Sensitive
InChI
InChI=1/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3
Smiles
O(C(OC)N(C)C)C
Product Categories: blocks;BuildingBlocks;Aliphatics;(intermediate of zaleplon);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)

N,N-Dimethylformamide dimethyl acetal Uses

 N,N-Dimethylformamide dimethyl acetal (CAS NO.4637-24-5) can be used as  intermediates of Zaleplon,also can be used as condensating agent.

N,N-Dimethylformamide dimethyl acetal Safety Profile

Hazard Codes: FlammableFIrritantXiIrritantXn
Risk Statements : 
R11: Highly Flammable 
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
R10: Flammable
Safety Statements : 
S16: Keep away from sources of ignition - No smoking 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S33: Take precautionary measures against static discharges 
S29: Do not empty into drains 
S7/9 :Keep container tightly closed and in a well-ventilated place
RIDADR: UN 3271 3/PG 2

N,N-Dimethylformamide dimethyl acetal Specification

 N,N-Dimethylformamide dimethyl acetal (CAS NO.4637-24-5) is also called as Dimethylformamide-dimethylacetal ; 1,1-Dimethoxytrimethylamine ; Methanamine, 1,1-dimethoxy-N,N-dimethyl- .

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