d'hydrazide de l'acide propionique
A
1,2,4-Triazole
B
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
In methanol for 7h; Heating; | A 87% B 91% |
triethylgermyllithium
N,N-dimethyl acetamide
A
N,N-dimethyl-propanamide
B
Triethylgerman
Conditions | Yield |
---|---|
With methyl iodide In tetrahydrofuran double excess of MeI; not isolated; GLC; | A 86% B 89% |
1-hydroxy-2-butyl-dimethylamine
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
With potassium hydroxide; air In diethyl ether at 20℃; for 90h; | 84% |
Conditions | Yield |
---|---|
In benzene at 20℃; | 80% |
In diethyl ether at -30℃; | 74% |
With benzene | |
With diethyl ether | |
In tetrahydrofuran; dichloromethane at 20℃; Cooling with ice; |
Conditions | Yield |
---|---|
In benzene Reflux; Schlenk technique; | 63% |
N,N-dimethyl acetamide
Li{(CH2)(CH2)P(C6H5)2}
methyl iodide
A
N,N-dimethyl-propanamide
B
diphenylethylmethylphosphonium iodide
Conditions | Yield |
---|---|
at -50℃; for 5h; 1 equiv. of MeI; | A 60% B 60% |
N,N-Dimethylacrylamide
A
N,N-dimethyl-propanamide
B
bis(N,N-dimethyl)-γ-ketopimelamide
Conditions | Yield |
---|---|
With carbon monoxide; isopropyl alcohol; dodecacarbonyltetrarhodium(0) at 180℃; for 6h; Pressure (range begins): 75 ; | A 31 % Chromat. B 47% |
N,N-Dimethylacrylamide
carbon monoxide
A
N,N-dimethyl-propanamide
B
bis(N,N-dimethyl)-γ-ketopimelamide
Conditions | Yield |
---|---|
With isopropyl alcohol; dodecacarbonyltetrarhodium(0) at 180℃; for 6h; Pressure (range begins): 75 ; | A 31% B 47 % Chromat. |
N,N,N,N,N,N-hexamethylphosphoric triamide
propionic acid
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
under 100 Torr; |
Conditions | Yield |
---|---|
With air at 155℃; |
N,N,N,N,N,N-hexamethylphosphoric triamide
propionic acid anhydride
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
at 165℃; |
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
(i) NaNH2, liq. NH3, (ii) /BRN= 969135/; Multistep reaction; | |
With triethylgermyllithium 1) THF, -20 deg C, 1 h, 2) THF, -20 deg C to r.t., 0.5 h; Yield given. Multistep reaction; | |
With (triethylgermyl)potassium 1.) THF, -20 deg C, 1 h, 2.) THF, RT, 1 h; Yield given. Multistep reaction; |
N,N-dimethyl acetamide
A
N,N-Dimethylamino acetonitrile
B
N,N-dimethyl-propanamide
C
acetone
Conditions | Yield |
---|---|
under 0.008 - 0.8 Torr; radio-frequency discharge; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
aluminum oxide at 240℃; Kinetics; Rate constant; temperature range 200 - 320 deg C, energy of activation; |
Conditions | Yield |
---|---|
In various solvent(s) at 70 - 90℃; Kinetics; Activation energy; decomplexation; |
W2(CH2CH3)2(N(CH3)2)4
propionic acid anhydride
B
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
In not given byproducts: C2H4, C2H6; react. hydrocarbon soln. 1,2-W2Et2(NMe2)4 with acid anhydride at room temp.; crystn. from benzene or hexane; |
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
at 260℃; under 22502.3 Torr; for 0.0125h; Microwave irradiation; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; iron(III) trifluoromethanesulfonate; ethanol at 20℃; for 6h; Inert atmosphere; Green chemistry; chemoselective reaction; | |
With [Cp(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Ru(pyridine)2][PF6]; potassium tert-butylate; isopropyl alcohol at 70℃; for 8h; Glovebox; Schlenk technique; Inert atmosphere; | 98 %Spectr. |
Conditions | Yield |
---|---|
With gold at 40℃; under 760.051 Torr; Green chemistry; |
propionic acid
N,N-dimethyl-formamide
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; (p-cymene)ruthenium(II) chloride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 160℃; for 6h; | 93 %Chromat. |
N,O-dimethylhydroxylamine*hydrochloride
propionic acid
N,N-dimethyl-propanamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; |
N,N-dimethyl-propanamide
vinyltriphenylsilane
Conditions | Yield |
---|---|
Stage #1: vinyltriphenylsilane With 18-crown-6 ether; potassium hexamethylsilazane at 25℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-propanamide at 25℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; | 100% |
N,N-dimethyl-propanamide
benzaldehyde
3-hydroxy-2,N,N-trimethyl-3-phenylpropionamide
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With n-butyllithium; polymer-bound N-isopropyl-5-(4-vinylphenyl)pentylamine In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h; Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78℃; for 1.5h; Further stages.; | 99% |
(i) nBuLi, <1,3,5>trithiane, THF, (ii) /BRN= 471223/; Multistep reaction; |
N,N-dimethyl-propanamide
1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane
2-(1-[chloro(p-tolylsulfinyl)methyl]cyclobutyl)-N,N-dimethylpropionamide
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.25h; | 99% |
Stage #1: N,N-dimethyl-propanamide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: 1-[chloro(p-tolylsulfinyl)methylidene]cyclobutane In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water | 99% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With trichlorophosphate at 0 - 20℃; for 0.25h; Stage #2: pyrrole In 1,2-dichloro-ethane at 0℃; for 0.5h; Heating / reflux; Stage #3: With sodium acetate In water; 1,2-dichloro-ethane for 0.5h; Heating / reflux; | 98% |
Stage #1: N,N-dimethyl-propanamide With bis(trichloromethyl) carbonate In tetrachloromethane at 0℃; Stage #2: pyrrole In tetrachloromethane at 40 - 50℃; for 1h; Vilsmeier-Haack reaction; Stage #3: With sodium hydroxide In tetrachloromethane | 87% |
With sodium hydroxide; water; trichlorophosphate 1) benzene, 18 h, 20 deg C, 2) 1 h, 20 deg C; Yield given. Multistep reaction; |
N,N-dimethyl-propanamide
dimethylaminobis(trifluoromethyl)borane
1-dimethylaminocarbonylethyl-bis(trifluoromethyl)borane-dimethylamine
Conditions | Yield |
---|---|
In pentane dopwise addn. of (CF3)2BNMe2 to a stirred soln. of the carbonyl compound in dry pentane at 4°C; warmed to room temp. with stirring (1 h);; removal of solvent and volatile by-products in vac. at room temp., purifn. by sublimation in vac.; elem. anal.;; | 98% |
N,N-dimethyl-propanamide
1,3-diphenyl-1H-pyrazol-5-amine
N'-(1,3-diphenyl-1H-pyrazol-5-yl)-N,N-dimethylpropanimidamide
Conditions | Yield |
---|---|
With trichlorophosphate at 30 - 40℃; Microwave irradiation; | 95% |
Conditions | Yield |
---|---|
Stage #1: styrene With 18-crown-6 ether; potassium hexamethylsilazane at 0℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-propanamide at 0℃; for 6h; Inert atmosphere; | 95% |
With potassium tert-butylate at 80℃; for 2h; Sealed tube; | 93% |
Conditions | Yield |
---|---|
Stage #1: 1-methyl-2-vinyl-benzene With 18-crown-6 ether; potassium hexamethylsilazane at 25℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-propanamide at 25℃; for 9h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: 1,1-Diphenylethylene With 18-crown-6 ether; potassium hexamethylsilazane at 25℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-propanamide at 25℃; for 9h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: 1-bromo-4-ethenyl-benzene With 18-crown-6 ether; 1,1,1,3,3,3-hexamethyl-disilazane at 25℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-propanamide at 25℃; for 6h; Inert atmosphere; | 94% |
N,N-dimethyl-propanamide
N,N-dimethylpropane-1-amine hydrochloride
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With [κ2-{Ph2P(Se)NC9H6N}Al(Me)2]; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; for 12h; Schlenk technique; Glovebox; Stage #2: With hydrogenchloride In water chemoselective reaction; | 94% |
Stage #1: N,N-dimethyl-propanamide With bis(cyclopentadienyl)dihydrozirconium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; under 760.051 Torr; for 12h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere; | 87% |
N,N-dimethyl-propanamide
methyl 3-(benzyloxy)benzoate
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: methyl 3-(benzyloxy)benzoate In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With lithium tert-butoxide In tetrahydrofuran at 23℃; for 3h; Glovebox; | 94% |
Conditions | Yield |
---|---|
With Selectfluor at 110℃; for 12h; | 92% |
N,N-dimethyl-propanamide
2-tert-butyldimethylsilyloxyethyl iodide
C13H29NO2Si
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With lithium chloride; lithium diisopropyl amide In tetrahydrofuran; hexanes at -78 - 20℃; for 1.33333h; Inert atmosphere; Stage #2: 2-tert-butyldimethylsilyloxyethyl iodide In tetrahydrofuran; hexanes at 0℃; for 3.5h; Inert atmosphere; | 91% |
Stage #1: N,N-dimethyl-propanamide With n-butyllithium; diisopropylamine; lithium chloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #2: 2-tert-butyldimethylsilyloxyethyl iodide In tetrahydrofuran; hexane at 0℃; for 3.5h; Inert atmosphere; | 91% |
phthalimide
N,N-dimethyl-propanamide
N-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-N-methylpropionamide
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; potassium iodide In water at 90℃; for 1h; | 91% |
Conditions | Yield |
---|---|
With Selectfluor at 110℃; for 12h; Temperature; Reagent/catalyst; | 91% |
Conditions | Yield |
---|---|
Stage #1: dimethyltitanocene; N,N-dimethyl-propanamide In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Solvent; Temperature; Reagent/catalyst; Schlenk technique; Inert atmosphere; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; potassium iodide at 80℃; for 6h; Schlenk technique; | 90% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: methyl 2-fluorobenzoate In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere; | 90% |
N-Methylpyrrole
N,N-dimethyl-propanamide
1-(1-methyl-1H-pyrrol-2-yl)-1-propanone
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With bis(trichloromethyl) carbonate In tetrachloromethane at 0℃; Stage #2: N-Methylpyrrole In tetrachloromethane at 40 - 50℃; for 1h; Vilsmeier-Haack reaction; Stage #3: With sodium hydroxide In tetrachloromethane | 88% |
N,N-dimethyl-propanamide
benzoic acid hydrazide
2-ethyl-5-phenyl-1,3,4-oxadiazole
Conditions | Yield |
---|---|
With trichlorophosphate at 80℃; for 0.666667h; | 88% |
N,N-dimethyl-propanamide
4-chlorobenzamide
N,N'-methylenebis(4-chlorobenzamide)
Conditions | Yield |
---|---|
With Selectfluor at 110℃; for 12h; | 88% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: methyl 4-methoxybenzoate In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: 1-methoxycarbonyl-3-methylbenzene In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere; | 88% |
N,N-dimethyl-propanamide
anthranilic acid amide
2-ethyl-3H-quinazolin-4-one
Conditions | Yield |
---|---|
With Imidazole hydrochloride at 150℃; for 13h; | 88% |
N,N-dimethyl-propanamide
(Z)-7,7,7-trifluoro-2,2,6-trimethylhept-4-en-3-one
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-propanamide With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: (Z)-7,7,7-trifluoro-2,2,6-trimethylhept-4-en-3-one In tetrahydrofuran at -78℃; for 2h; Further stages.; | 87.6% |
benzophenone
N,N-dimethyl-propanamide
3,3-diphenyl-2-methyl-3-hydroxy- N,N-dimethylpropionamide
Conditions | Yield |
---|---|
With samarium; copper(l) iodide; iodine at 80℃; for 2h; | 87% |
(i) nBuLi, <1,3,5>trithiane, THF, (ii) /BRN= 1238185/; Multistep reaction; | |
With cerium(III) chloride; lithium diisopropyl amide Yield given. Multistep reaction; |
The N,N-Dimethylpropionamide is an organic compound with the formula C5H11NO. The IUPAC name of this chemical is N,N-dimethylpropanamide. With the CAS registry number 758-96-3, it is also named as Propionamide, N,N-dimethyl-. The product's categories are Amides; Carbonyl Compounds; Organic Building Blocks. Besides, it is a colourless liquid, which should be stored in a closed cool and dry place.
Physical properties about N,N-Dimethylpropionamide are: (1)ACD/LogP: -0.22; (2)ACD/LogD (pH 5.5): -0.21; (3)ACD/LogD (pH 7.4): -0.21; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 18.2; (7)ACD/KOC (pH 7.4): 18.2; (8)#H bond acceptors: 2 ; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 20.31 Å2; (11)Index of Refraction: 1.415; (12)Molar Refractivity: 28.96 cm3; (13)Molar Volume: 115.4 cm3; (14)Polarizability: 11.48×10-24cm3; (15)Surface Tension: 26.4 dyne/cm; (16)Density: 0.876 g/cm3; (17)Flash Point: 65.8 °C; (18)Enthalpy of Vaporization: 41.23 kJ/mol; (19)Boiling Point: 176 °C at 760 mmHg; (20)Vapour Pressure: 1.12 mmHg at 25°C.
Preparation: this chemical can be prepared by propionyl chloride and dimethylamine. This reaction will need reagent benzene.
Uses of N,N-Dimethylpropionamide: it can be used to produce trans-N,N-dimethyl-2-methylhex-4-enamide at temperature of 0 °C. It will need reagent diisopropylamine, n-BuLi and solvent tetrahydrofuran, hexane with reaction time of 1 hours The yield is about 63%.
When you are using this chemical, please be cautious about it as the following:
It is harmful 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 protective clothing and gloves.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N(C)C)CC
(2)InChI: InChI=1/C5H11NO/c1-4-5(7)6(2)3/h4H2,1-3H3
(3)InChIKey: MBHINSULENHCMF-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C5H11NO/c1-4-5(7)6(2)3/h4H2,1-3H3
(5)Std. InChIKey: MBHINSULENHCMF-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 875mg/kg (875mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | American Industrial Hygiene Association Journal. Vol. 32, Pg. 539, 1971. |
mouse | LD50 | intravenous | 820mg/kg (820mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BLOOD: HEMORRHAGE | American Industrial Hygiene Association Journal. Vol. 32, Pg. 539, 1971. |
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