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N,N-Diethylformamide

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Name

N,N-Diethylformamide

EINECS 210-533-2
CAS No. 617-84-5 Density 0.875 g/cm3
PSA 20.31000 LogP 1.12050
Solubility miscible with ethanol, acetone and benzene. Soluble in alcohol and ether Melting Point 176-177 °C
Formula C5H11NO Boiling Point 177.499 °C at 760 mmHg
Molecular Weight 101.148 Flash Point 69.109 °C
Transport Information UN 1993 3/PG 3 Appearance clear colorless to pale yellow liquid
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 617-84-5 (N,N-Diethylformamide) Hazard Symbols IrritantXi
Synonyms

Diethylformamide;N,N-Diethylformamide;N-Formyldiethylamine;NSC 6242;

Article Data 144

N,N-Diethylformamide Synthetic route

124-38-9

carbon dioxide

109-89-7

diethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With C21H24N2; phenylsilane In tetrahydrofuran at 20℃; under 750.075 - 2250.23 Torr; for 1.5h; Solvent; Concentration; Reagent/catalyst; Temperature; Time; Inert atmosphere; Glovebox;100%
With phenylsilane at 25℃; under 37503.8 Torr; for 12h; Pressure; Temperature; Autoclave;100%
With Zn(salen); phenylsilane; tetrabutylammomium bromide at 25℃; under 3750.38 Torr; for 15h; Reagent/catalyst; Autoclave;99%
50-00-0

formaldehyd

109-89-7

diethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With potassium tetrachloroaurate(III); potassium carbonate In water; acetonitrile at 40℃; for 12h;98%
With sodium hydroxide In water at 25℃; for 6h;91%
With potassium iodide In water Ambient temperature; electrolysis;85%
10545-36-5

N-<(trimethylsilyl)methyl>-N,N-diethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With copper(I) bromide In acetonitrile at 25℃; for 4h; chemoselective reaction;94%
64-18-6

formic acid

109-89-7

diethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With Thiamine hydrochloride at 80℃; for 0.5h;90%
With sulfated polyborate In neat (no solvent) at 70℃; for 0.333333h;86%
With silica gel for 0.0236111h; microwave irradiation;80%

C10H20CuN2O2(1-)*Li(1+)

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether In diethyl ether at -78℃; for 0.5h;85%
96-26-4

dihydroxyacetone

109-89-7

diethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With Cu/Al2O3; dihydrogen peroxide In water at 25℃; for 24h; Green chemistry;83%
27959-42-8

4-tert-butyl-2-(2-nitrophenylazo)phenol

A

615-15-6

2-Methyl-1H-benzimidazole

B

617-84-5

N-formyldiethylamine

C

3147-76-0

2-(5-tert-butyl-2-hydroxyphenyl)benzotriazole

D

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With carbon monoxide; triethylamine In 1,2-dichloro-benzene at 200℃; under 60800 Torr; for 8h; Further byproducts given;A n/a
B n/a
C 63%
D 82%
14873-98-4

bis(diethylamin)nickeldibromid

109-89-7

diethylamine

A

617-84-5

N-formyldiethylamine

B

1187-03-7

N,N,N',N'-tetraethylurea

C

14288-05-2

N,N,N',N'-tetraethyloxamide

D

6274-12-0

diethylamine hydrobromide

E

13463-39-3, 71564-36-8

tetracarbonyl nickel

Conditions
ConditionsYield
With carbon monoxide In tetrahydrofuran; diethyl ether reaction in THF/Et2O = 2/1 soln., room temp., under CO (1 bar);A 7%
B 0.5%
C 80%
D n/a
E n/a
121-44-8

triethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
With manganese(IV) oxide; oxygen In chlorobenzene at 100℃; under 4500.45 Torr; for 4h; Autoclave; Green chemistry;80%
With Eosin Y In ethanol at 23℃; Irradiation;16%
With pyridine; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 130℃; under 7500.75 - 30003 Torr; Catalytic behavior; Reagent/catalyst; Pressure; Temperature; Autoclave;
18197-22-3

N-formylformamide

109-89-7

diethylamine

617-84-5

N-formyldiethylamine

Conditions
ConditionsYield
Ambient temperature;78%

N,N-Diethylformamide Consensus Reports

Reported in EPA TSCA Inventory.

N,N-Diethylformamide Specification

The N,N-Diethylformamide, with the CAS registry number 617-84-5, is also known as Diethylformamide. It belongs to the product categories of Amides; Carbonyl Compounds; Organic Building Blocks. Its EINECS number is 210-533-2. This chemical's molecular formula is C5H11NO and molecular weight is 101.15. What's more, its systematic name is N,N-Diethylformamide. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. This chemical is an industrial solvent claimed to have HIV protease inhibitory action. It is used as solvent, corrosion remover and vermifuge.

Physical properties of N,N-Diethylformamide are: (1)ACD/LogP: 0.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.19; (4)ACD/LogD (pH 7.4): 0.19; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 30.21; (8)ACD/KOC (pH 7.4): 30.21; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.31 Å2; (13)Index of Refraction: 1.418; (14)Molar Refractivity: 29.121 cm3; (15)Molar Volume: 115.641 cm3; (16)Polarizability: 11.545×10-24cm3; (17)Surface Tension: 27.8 dyne/cm; (18)Density: 0.875 g/cm3; (19)Flash Point: 69.109 °C; (20)Enthalpy of Vaporization: 41.38 kJ/mol; (21)Boiling Point: 177.499 °C at 760 mmHg; (22)Vapour Pressure: 1.0 mmHg at 25°C.

Preparation: this chemical can be prepared by diethylamine and formaldehyde at the ambient temperature. This reaction will need reagent KI and solvent H2O. The yield is about 85%.

N,N-Diethylformamide can be prepared by diethylamine and formaldehyde at the ambient temperature

Uses of N,N-Diethylformamide: it can be used to produce Diethyltrifluoromethylamine at the temperature of 150 °C. It will need reagents sulphur tetrafluoride, potassium fluoride with the reaction time of 48 hours. The yield is about 89.5%.

N,N-Diethylformamide can be used to produce Diethyltrifluoromethylamine at the temperature of 150 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=CN(CC)CC
(2)Std. InChI: InChI=1S/C5H11NO/c1-3-6(4-2)5-7/h5H,3-4H2,1-2H3
(3)Std. InChIKey: SUAKHGWARZSWIH-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 3200mg/kg (3200mg/kg)   Therapie. Vol. 26, Pg. 409, 1971.
rat LD50 intraperitoneal 1740mg/kg (1740mg/kg)   Biochemical Journal. Vol. 85, Pg. 72, 1962.
rat LD50 unreported 1740mg/kg (1740mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 330, 1986.

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