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685-91-6

Basic Information
CAS No.: 685-91-6
Name: Diethylacetamide
Article Data: 138
Molecular Structure:
Molecular Structure of 685-91-6 (Diethylacetamide)
Formula: C6H13NO
Molecular Weight: 115.175
Synonyms: DEA;N,N-Diethylacetamide;N,N-Diethylethanamide;NSC 101;
EINECS: 211-685-2
Density: 0.873 g/cm3
Melting Point: LESS THAN 20ºC
Boiling Point: 185.499 °C at 760 mmHg
Flash Point: 69.316 °C
Solubility: Soluble in water.
Appearance: clear colorless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 26-27-36/37/39-45
PSA: 20.31000
LogP: 0.87470
Synthetic route
124089-63-0

ethyl 2,4-dinitrophenylacetoacetate

109-89-7

diethylamine

A

685-91-6

diethylacetamide

B

68084-17-3

α-(2,4-dinitrophenyl)ethyl acetate

Conditions
ConditionsYield
In chloroform at 80℃; for 48h;A 100%
B n/a
64-19-7

acetic acid

121-44-8

triethylamine

685-91-6

diethylacetamide

Conditions
ConditionsYield
With tetrachloromethane; potassium carbonate In dichloromethane for 9h; Inert atmosphere; Irradiation;100%
108-05-4

vinyl acetate

109-89-7

diethylamine

685-91-6

diethylacetamide

Conditions
ConditionsYield
With immobilization of Candida cylindracea lipase In hexane at 55℃; for 12h;99%
64-17-5

ethanol

75-04-7

ethylamine

141-78-6

ethyl acetate

685-91-6

diethylacetamide

Conditions
ConditionsYield
With Cu 20%, Co 6%, Mn 4%, Mo 5%, Ag 0000.2%, alkaline earth metal 5%, rare earth metal 2% at 30 - 50℃; Temperature;98.5%
108-24-7

acetic anhydride

109-89-7

diethylamine

685-91-6

diethylacetamide

Conditions
ConditionsYield
With nickel dichloride at 20℃; for 0.166667h; Neat (no solvent);97%
at 100℃; for 3h; Condensation;91%
ZSM-35 zeolite In acetonitrile for 2h; Heating;89.2%
109-89-7

diethylamine

microgel-supported-CH3CO

microgel-supported-CH3CO

685-91-6

diethylacetamide

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 13.5h; Inert atmosphere;96.5%
109-89-7

diethylamine

N-pivaloyl-N-methylacetamide

685-91-6

diethylacetamide

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 25℃; for 3.5h;94%
141-78-6

ethyl acetate

109-89-7

diethylamine

685-91-6

diethylacetamide

Conditions
ConditionsYield
With [Zn(BH4)2(py)] In tetrahydrofuran for 0.25h; Heating;94%
42582-53-6

trans-PdMe(I)(PMePh2)2

201230-82-2

carbon monoxide

109-89-7

diethylamine

A

685-91-6

diethylacetamide

B

22381-21-1

N,N-diethyl-2-oxo-propanamide

Conditions
ConditionsYield
In tetrahydrofuran 10 atm CO pressure, magnetically stirred at room temp. for 1 day, totalyield: 95%;A 7%
B 93%
In tetrahydrofuran 1 atm CO pressure, magnetically stirred at room temp. for 1 day, total yield: 51%;A 21%
B 79%
79-16-3

N-methyl-acetamide

109-89-7

diethylamine

685-91-6

diethylacetamide

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 90℃; for 20h;92%
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    685-91-6

    Diethylacetamide

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    Chemical Name: Diethylacetamide CAS: 685-91-6 Molecular Fomula: C6H13NO Molecular weight: 115.17 Appearance:Colorless Transparent Liquid Assay: 99% Appearance:Colorless Clear to light yellow Liquid Storage:Preserve in well-closed, light-resi

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The N,N-Diethylacetamide is an organic compound with the formula C6H13NO. The IUPAC name of this chemical is N,N-diethylacetamide. With the CAS registry number 685-91-6, it is also named as Acetic acid diethylamide. The product's classification code is Tumor data. Besides, it is a clear colorless liquid, which should be stored in a closed cool and dry place. It is used as a pharmaceutical intermediate.

Physical properties about N,N-Diethylacetamide are: (1)ACD/LogP: 0.32; (2)ACD/LogD (pH 5.5): 0.32; (3)ACD/LogD (pH 7.4): 0.32; (4)ACD/BCF (pH 5.5): 1.02; (5)ACD/BCF (pH 7.4): 1.02; (6)ACD/KOC (pH 5.5): 35.41; (7)ACD/KOC (pH 7.4): 35.41; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 20.31 Å2; (11)Index of Refraction: 1.422; (12)Molar Refractivity: 33.59 cm3; (13)Molar Volume: 131.9 cm3; (14)Polarizability: 13.31×10-24cm3; (15)Surface Tension: 27.3 dyne/cm; (16)Density: 0.872 g/cm3; (17)Flash Point: 69.3 °C; (18)Enthalpy of Vaporization: 42.17 kJ/mol; (19)Boiling Point: 185.5 °C at 760 mmHg; (20)Vapour Pressure: 0.695 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid anhydride and diethylamine. This reaction is a kind of Condensation. The reaction time is 3 hours with reaction temperature of 100 °C. The yield is about 91%.



Uses of N,N-Diethylacetamide: it can be used to produce N,N-diethyl-thioacetamide. It will need reagent xylene and phosphorus (V)-sulfide.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection and take off immediately all contaminated clothing. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N(CC)CC)C
(2)InChI: InChI=1/C6H13NO/c1-4-7(5-2)6(3)8/h4-5H2,1-3H3
(3)InChIKey: AJFDBNQQDYLMJN-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C6H13NO/c1-4-7(5-2)6(3)8/h4-5H2,1-3H3
(5)Std. InChIKey: AJFDBNQQDYLMJN-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 1gm/kg (1000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1571, 1978.
chicken LDLo intravenous 3900mg/kg (3900mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1242, 1970.
dog LDLo intravenous 1gm/kg (1000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1571, 1978.
mouse LD50 intraperitoneal 1600mg/kg (1600mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE Pharmacology and Therapeutics. Vol. 5, Pg. 467, 1979.
rabbit LDLo intravenous 1920mg/kg (1920mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1242, 1970.
rat LD50 intraperitoneal 1840mg/kg (1840mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1242, 1970.
rat LD50 unreported 1500mg/kg (1500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1073, 1969.
rat LDLo intravenous 1gm/kg (1000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1571, 1978.