Diethylacetamide supplier | CasNO.685-91-6

Name
Diethylacetamide
EINECS 211-685-2
CAS No. 685-91-6
Article Data138
CAS DataBase
Density 0.873 g/cm³
Solubility Soluble in water.
Melting Point LESS THAN 20ºC
Formula C₆H₁₃NO
Boiling Point 185.499 °C at 760 mmHg
Molecular Weight 115.175
Flash Point 69.316 °C
Transport Information
Appearance clear colorless liquid
Safety 26-27-36/37/39-45
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms DEA;N,N-Diethylacetamide;N,N-Diethylethanamide;NSC 101;
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

Conditions	Yield
In chloroform at 80℃; for 48h;	A 100% B n/a

...Expand

: 64-19-7
acetic acid

: 121-44-8
triethylamine

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 108-24-7
acetic anhydride

: 109-89-7
diethylamine

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
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

Conditions	Yield
In tetrahydrofuran at 25℃; for 13.5h; Inert atmosphere;	96.5%

: 109-89-7
diethylamine

: N-pivaloyl-N-methylacetamide

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 79-16-3
N-methyl-acetamide

: 109-89-7
diethylamine

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at 90℃; for 20h;	92%

: 42964-63-6
S,S-diethyl-N-diethylamidodithiophosphite

: 108-24-7
acetic anhydride

A: 685-91-6
diethylacetamide

B: 84103-76-4
O-acetyl S,S-diethyl phosphorodithioite

Conditions

Conditions	Yield
for 20h; Product distribution; Ambient temperature;	A 91% B 88%

...Expand

: 2315-36-8
2-Chloro-N,N-diethylacetamide

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
With hydrogen In water at 120 - 140℃; under 22502.3 - 37503.8 Torr;	90%
With nickel In tetrahydrofuran at 20℃; for 2h;	90 % Spectr.
With potassium iodide; potassium carbonate In tetrahydrofuran
With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr; for 95h; Autoclave;	90 %Chromat.

: 123-86-4
acetic acid butyl ester

: 660-68-4
diethyl amine hydrochloride

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
Stage #1: diethyl amine hydrochloride With diisobutylaluminium hydride In tetrahydrofuran; toluene Stage #2: acetic acid butyl ester In tetrahydrofuran at 20℃; for 2h;	90%

: 2037-00-5
N-Hydroxymethyldiethylamine-acetate

: 1636-14-2
bis(diethylamino)phenylphosphine

A: 685-91-6
diethylacetamide

B: diethylamidophenyl(N-diethylaminomethyl)phosphinate

Conditions

Conditions	Yield
at 20℃; for 20h;	A 80% B 89.5%

...Expand

: 109-89-7
diethylamine

: 75-36-5
acetyl chloride

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
With hydroxyapatite supported copper(I) oxide In acetonitrile at 50℃; for 0.25h;	89%
With iodine at 20℃; for 0.0166667h; Neat (no solvent);	86.3%
With pyridine In dichloromethane for 1h;	76%

: 18279-61-3
trimethylsilyl diethylcarbamate

: 79-04-9
chloroacetyl chloride

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Ambient temperature;	89%

: 53431-44-0
dipropyl diethylphosphoramidodithioite

: 108-24-7
acetic anhydride

A: 685-91-6
diethylacetamide

B: 84103-77-5
O-acetyl S,S-dipropyl phosphorodithioite

Conditions

Conditions	Yield
Product distribution; Ambient temperature;	A 88% B 82%

...Expand

: 1445-45-0
Trimethyl orthoacetate

: 660-68-4
diethyl amine hydrochloride

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
for 4h; Reflux;	88%

: 15805-98-8
O-acetyl-α-hydroxyisobutyric acid

A: 685-91-6
diethylacetamide

B: 76-09-5
2,3-dimethyl-2,3-butane diol

C: 20127-81-5
Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester

D: 108-24-7
acetic anhydride

Conditions

Conditions	Yield
With triethylamine In acetonitrile Ambient temperature; electrolysis; Further byproducts given;	A 47% B 86.8% C 4.7% D n/a

...Expand

: 15805-98-8
O-acetyl-α-hydroxyisobutyric acid

: 121-44-8
triethylamine

A: 685-91-6
diethylacetamide

B: 76-09-5
2,3-dimethyl-2,3-butane diol

C: 20127-81-5
Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester

D: 108-24-7
acetic anhydride

Conditions

Conditions	Yield
In acetonitrile Ambient temperature; electrolysis; Further byproducts given;	A 47% B 86.8% C 4.7% D n/a

...Expand

: 108-24-7
acetic anhydride

: 121-44-8
triethylamine

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; water In acetonitrile at 70℃; for 1h;	85%

: 64586-19-2
Acetic 4-methylthiobenzoic thioanhydride

: 1068-74-2
Diethylamino-trimethyl-stannan

A: 685-91-6
diethylacetamide

B: 20710-51-4
4,4'-Dimethyl-bis-thiobenzoyldisulfid

C: 42967-62-4
trimethyltin 4-methylbenzenecarbodithioate

Conditions

Conditions	Yield
In hexane at 0℃; for 1h;	A 70% B 7% C 84%

...Expand

: 506-96-7
Acetyl bromide

: 42964-63-6
S,S-diethyl-N-diethylamidodithiophosphite

A: 685-91-6
diethylacetamide

B: 20472-60-0
diethyl phosphorobromidodithioite

Conditions

Conditions	Yield
Product distribution; -70 deg C to room temperature;	A 82% B 65%

...Expand

: 506-96-7
Acetyl bromide

: 53431-44-0
dipropyl diethylphosphoramidodithioite

A: 685-91-6
diethylacetamide

B: dipropyl phosphorobromidodithioite

Conditions

Conditions	Yield
Product distribution;	A 78% B 77%

...Expand

: 5-ethoxycarbonyl-6-methyl-1,3-diacetyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

: 109-89-7
diethylamine

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	78%

: 53431-44-0
dipropyl diethylphosphoramidodithioite

: 64-19-7
acetic acid

A: 685-91-6
diethylacetamide

B: 869-56-7
tripropyl phosphorotrithioite

C: 84103-77-5
O-acetyl S,S-dipropyl phosphorodithioite

Conditions

Conditions	Yield
for 1h; Ambient temperature;	A 76% B n/a C n/a

...Expand

: 64-19-7
acetic acid

: 109-89-7
diethylamine

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
tetraphosphorus decasulfide; triphenyl antimony oxide In benzene at 60℃; for 12h;	75%
With tetrachlorosilane; benzene

: 109-89-7
diethylamine

: 507-09-5
thioacetic acid

: 685-91-6
diethylacetamide

Conditions

Conditions	Yield
triphenyl antimony oxide In benzene at 20℃; for 8h;	75%

: 34469-24-4
mixed anhydride of O,O-diisobutyl hydrogen phosphorothioate and tetraethylphosphorodiamidous acid

: 75-36-5
acetyl chloride

A: 685-91-6
diethylacetamide

B: 1069-08-5
diethylphosphoramidous dichloride

C: bis(diisobutoxyphosphinothioyl)diethylphosphoramidite

Conditions

Conditions	Yield
at 48 - 52℃; for 0.5h;	A 65% B 68% C 75%

...Expand

: 53431-44-0
dipropyl diethylphosphoramidodithioite

: 75-36-5
acetyl chloride

A: 685-91-6
diethylacetamide

B: 4104-04-5
dipropyl phosphorochloridodithioite

Conditions

Conditions	Yield
Product distribution;	A 73% B 69%

...Expand

: 685-91-6
diethylacetamide

: 623-00-7
4-bromobenzenecarbonitrile

: 2-(4-cyanophenyl)-N,N-diethylacetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: 4-bromobenzenecarbonitrile With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	98%

: 685-91-6
diethylacetamide

: 100-51-6
benzyl alcohol

: 18859-19-3
N,N-diethyl-3-phenylpropanamide

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; potassium tert-butylate; nickel diacetate In 1,4-dioxane; toluene at 80℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;	98%
With C19H26ClIrNOP; potassium tert-butylate In toluene at 80℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;	84%
With C29H55IrN3P2(1+)*Cl(1-); potassium tert-butylate In toluene at 120℃; for 15h; Schlenk technique; Inert atmosphere; Glovebox;	78%
With C22H34Cl2CoF3N5P2; potassium tert-butylate In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; Sealed tube; Glovebox;	76%
With C23H21MnN2O3P(1+)*Br(1-); potassium tert-butylate In 1,4-dioxane at 130℃; for 15h; Schlenk technique; Inert atmosphere; Green chemistry;	56%

: 685-91-6
diethylacetamide

: 619-42-1
4-methoxycarbonylphenyl bromide

: methyl 4-((diethylcarbamoyl)methyl)benzoate

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: 4-methoxycarbonylphenyl bromide With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	97%

Yield

Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h;
Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h;
Stage #3: 4-methoxycarbonylphenyl bromide With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;

97%

: 685-91-6
diethylacetamide

: 576-83-0
2,4,6-trimethylphenyl bromide

: N,N-diethyl-2-mesitylacetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: 2,4,6-trimethylphenyl bromide With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	96%

: 685-91-6
diethylacetamide

: 104-92-7
1-bromo-4-methoxy-benzene

: 115348-15-7
N,N-diethyl-2-(4-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	95%
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: 1-bromo-4-methoxy-benzene With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	93%

: 685-91-6
diethylacetamide

: 5111-65-9
2-Bromo-6-methoxynaphthalene

: N,N-diethyl-2-(2-methoxynaphthalen-6-yl)acetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: 2-Bromo-6-methoxynaphthalene With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	95%

: 685-91-6
diethylacetamide

: sodium trisulfide

: 78-95-5
chloroacetone

: 22720-75-8
2-acetyl benzo[b]thiophene

Conditions

Conditions	Yield
In diethyl ether; water	95%

...Expand

: 685-91-6
diethylacetamide

: 3972-65-4
1-bromo-4-tert-butylbenzene

: 1449216-31-2
2,2-bis(4-(tert-butyl)phenyl)-N,N-diethylacetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; sodium hexamethyldisilazane In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	95%

: 685-91-6
diethylacetamide

: 3972-65-4
1-bromo-4-tert-butylbenzene

: 2-(4-(tert-butyl)phenyl)-N,N-diethylacetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	94%
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: 1-bromo-4-tert-butylbenzene With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	93%
Stage #1: diethylacetamide With bis(2,2,6,6-tetramethyl-1-piperidyl)zinc In toluene at 20℃; for 2h; Stage #2: 1-bromo-4-tert-butylbenzene With tri-tert-butyl phosphine; tris(dibenzylideneacetone)dipalladium (0) In toluene at 20℃; for 24h; Negishi coupling;	81 % Spectr.

: 106-39-8
bromochlorobenzene

: 685-91-6
diethylacetamide

: 5292-72-8
2-(4-chlorophenyl)-N,N-diethylacetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: bromochlorobenzene With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	94%
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	87%

: 685-91-6
diethylacetamide

: 108-86-1
bromobenzene

: 3004-58-8
N,N-diethyl-2,2-diphenylacetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; sodium hexamethyldisilazane In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	94%

: 685-91-6
diethylacetamide

: 591-17-3
meta-bromotoluene

: 1449216-33-4
N,N-diethyl-2,2-di-m-tolylacetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; sodium hexamethyldisilazane In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	94%

: 685-91-6
diethylacetamide

: 3457-45-2
p-formylacetophenone

: 3-(4-acetylphenyl)-N,N-diethyl-3-hydroxypropionamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With bis(2,2,6,6-tetramethyl-1-piperidyl)zinc In toluene at 20℃; for 2h; Stage #2: p-formylacetophenone In toluene at 20℃; for 4h; aldol reaction;	93%

: 685-91-6
diethylacetamide

: 1078-58-6
diphenylzinc

: (Zn(C6H5)(CH2C(O)N(CH2CH3)2))2

Conditions

Conditions	Yield
With morpholine In toluene byproducts: C6H6; mixt. of N,N-diethylamide, morpholine (1 equiv) and ZnPh2 (3.0 equiv) intoluene heated to 50°C for 24 h;	93%
With morpholine In toluene byproducts: C6H6; mixt. of N,N-diethylamide, morpholine (1 equiv) and ZnPh2 (2.0 equiv) intoluene heated to 50°C for 24 h;	91%
With piperidine In toluene byproducts: C6H6; mixt. of N,N-diethylamide, piperidine and ZnPh2 in toluene heated to 50°C for 24 h;	90%

: 685-91-6
diethylacetamide

: 3795-78-6
2-ethylsulfanyl-benzoic acid methyl ester

: 1353047-13-8
N,N-diethyl-3-(2-ethylsulfanylphenyl)-3-oxopropanamide

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;	93%

: 685-91-6
diethylacetamide

: 95-46-5
2-methylphenyl bromide

: 40089-15-4
N,N-diethyl-2-(2-methylphenyl)acetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	93%

: 1072-85-1
o-fluorobromobenzene

: 685-91-6
diethylacetamide

: N,N-diethyl-2-(2-fluorophenyl)acetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: o-fluorobromobenzene With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	92%

: 685-91-6
diethylacetamide

: 90-90-4
(4-bromophenyl)(phenyl)methanone

: 2-(4-benzoylphenyl)-N,N-diethylacetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: (4-bromophenyl)(phenyl)methanone With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	92%

Yield

Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h;
Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h;
Stage #3: (4-bromophenyl)(phenyl)methanone With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;

92%

: 685-91-6
diethylacetamide

: 99-90-1
para-bromoacetophenone

: 2-(4-acetylphenyl)-N,N-diethylacetamide

Conditions

Conditions	Yield
Stage #1: diethylacetamide With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Stage #2: With zinc(II) chloride In tetrahydrofuran; cyclohexane at 20℃; for 0.166667h; Stage #3: para-bromoacetophenone With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; cyclohexane at 20℃; for 24h;	92%

: 685-91-6
diethylacetamide

: 460-00-4
1-Bromo-4-fluorobenzene

: 885900-99-2
N,N-diethyl-2-(4-fluorophenyl)acetamide

Conditions

Conditions	Yield
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide In toluene at 110℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction;	92%

Diethylacetamide Consensus Reports

Reported in EPA TSCA Inventory.

Diethylacetamide 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.

Product Name

Diethylacetamide

Synthetic route

Diethylacetamide Consensus Reports

Diethylacetamide Specification

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