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100-10-7

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Basic Information
CAS No.: 100-10-7
Name: 4-Dimethylaminobenzaldehyde
Molecular Structure:
Molecular Structure of 100-10-7 (4-Dimethylaminobenzaldehyde)
Formula: C9H11NO
Molecular Weight: 149.19
Synonyms: p-Dimethylaminobenzaldehyde;Benzaldehyde,p-(dimethylamino)- (8CI);4-(Dimethylamino)benzaldehyde;4-(Dimethylamino)benzenecarbonal;4-(N,N-Dimethylamino)benzaldehyde;4-Formyl-N,N-dimethylaniline;Erlich reagent;N,N-Dimethyl-4-aminobenzaldehyde;N,N-Dimethyl-4-formylaniline;N,N-Dimethyl-p-aminobenzaldehyde;NSC 5517;p-(Dimethylamino)benzaldehyde;p-(N,N-Dimethylamino)benzaldehyde;p-DAB;p-Formyl-N,N-dimethylaniline;p-Formyldimethylaniline;Benzaldehyde,4-(dimethylamino)-;
EINECS: 202-819-0
Density: 1.072 g/cm3
Melting Point: 72-75 °C(lit.)
Boiling Point: 266.5 °C at 760 mmHg
Flash Point: 103.3 °C
Solubility: 0.3 g/L (20 °C) in water
Appearance: White to off white crystalline powder
Hazard Symbols: CorrosiveC,HarmfulXn,IrritantXi
Risk Codes: 36/37/38-52/53-22-67-41-37/38-10-66-37-34-20-20/21/22
Safety: 7-16-24/25-26-61-45-39-36/37/39-36
Transport Information: UN 2920 8/PG 2
PSA: 20.31000
LogP: 1.56510
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Synthetic route

Sodium; 6-{[1-(4-dimethylamino-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride for 0.0416667h; Product distribution; Ambient temperature; pH = 4-6, regeneration of aldehyde;100%
459-57-4

4-fluorobenzaldehyde

68-12-2, 33513-42-7

N,N-dimethyl-formamide

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With PdCl(2-HO-C6H4-CH(Ph)-NH-(CH2)3-SeC6H5); potassium carbonate; phenylboronic acid In water Heating;100%
1703-46-4

N,N-dimethyl-4-hydroxymethylaniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.00269444h;99.3%
With potassium carbonate In water at 90℃; for 3h;99%
With potassium hydroxide In toluene at 110℃; for 4h; Catalytic behavior;99%
24588-75-8

4-(N,N'-dimethylamino)phenyl-1,3-dithiane

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In methanol; water for 0.166667h; Ambient temperature;99%
With silica gel In neat (no solvent) at 20℃; for 0.0583333h;90%

4-(1,3-dioxolan-2-yl)phenyl trifluoromethanesulfonate

124-40-3

dimethyl amine

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-(1,3-dioxolan-2-yl)phenyl trifluoromethanesulfonate With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In tetrahydrofuran at 80℃; for 0.0833333h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube;
Stage #2: dimethyl amine In tetrahydrofuran at 80℃; for 16h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube;		99%
2929-84-2, 37961-71-0, 77145-76-7

4-dimethylaminobenzaldehyde oxime

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.0166667h; neat (no solvent);97%
With water; Dess-Martin periodane In dichloromethane at 5℃; for 0.333333h;92%
With dihydrogen peroxide; tripropylammonium fluorochromate (VI) In acetone at -10℃; for 0.166667h;90%
201230-82-2

carbon monoxide

586-77-6

4-bromo-N,N-dimethylaniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; propyl di-tert-butylphosphinite In toluene at 100℃; under 3750.38 Torr; for 20h; Inert atmosphere;95%
With Cr(CO)3; hydrogen; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In toluene at 130℃;35%
With 4-methoxy-N'-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.3 Torr; for 16h;98 % Chromat.
With N,N,N,N,-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.38 Torr; for 16h;98 % Chromat.
With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; catacxium A In toluene at 20 - 100℃; under 3750.38 Torr; Autoclave;99 %Chromat.
86459-85-0

4-(N,N-dimethylamino)benzaldehyde dimethyl acetal

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With iron(III) p-toluenesulfonate hexahydrate In water at 20℃; for 0.75h;94%
bismuth(III) iodide In water at 20℃; for 2h;85%
With copper(II) sulfate; sodium iodide In acetone at 20℃; for 3h;82%
92310-70-8

4-formylphenyl N,N-dimethylcarbamate

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene at 160℃; for 14h; Inert atmosphere; Sealed tube; Glovebox;93%
31362-12-6

p-(1,3-dithiolan-2-yl)-N,N-dimethylaniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With silica gel In neat (no solvent) at 20℃; for 0.0666667h;92%
With boron trifluoride diethyl etherate; water; mercury(II) oxide In tetrahydrofuran for 1h; Ambient temperature;90%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 0.333333h;82%
2143-98-8

4-dimethylamino-benzaldehyde azine

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With hexaaquairon(III) perchlorate for 2h;91%
6203-18-5

p-dimethylaminocinnamaldehyde

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With pyrrolidine; water In acetonitrile at 20℃; for 12h; Inert atmosphere;91%
With morpholine; palladium 10% on activated carbon; oxygen; copper(l) chloride In isopropyl alcohol at 100℃; for 24h; regioselective reaction;87%
121-69-7

N,N-dimethyl-aniline

68-12-2, 33513-42-7

N,N-dimethyl-formamide

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With bis(trichloromethyl) carbonate In tetrachloromethane at 40 - 50℃; for 2h; Vilsmeier-Haack formylation;90%
With trichlorophosphate for 0.0833333h; Vilsmeier-Haack reaction; Microwave irradiation;80%
With silica gel; trichlorophosphate for 0.025h; Formylation; Microwave irradiation (300 W);78%
121-69-7

N,N-dimethyl-aniline

Chloromethylene-dimethyl-ammonium; GENERIC INORGANIC ANION

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
90%
formylation;90%
1369488-99-2

4-(azidomethyl)-N,N-dimethylaniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With iron(III) chloride; dihydrogen peroxide In dichloromethane; water for 14h; Reflux; Air;90%
Stage #1: 4-(azidomethyl)-N,N-dimethylaniline With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 4h; Inert atmosphere;
Stage #2: With water In dimethyl sulfoxide; mineral oil for 0.25h; Inert atmosphere;		80%
17087-90-0, 149742-33-6

N-(4-dimethylaminobenzylidene)-p-toluidine

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With tribromo-isocyanuric acid In acetonitrile for 1h; Reflux;90%
15795-57-0

5-(4-N,N-dimethylaminobenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With oxone In water; acetonitrile at 45℃; for 1h;89%
889-37-2, 1613-99-6

N,N-dimethyl-4-((phenylimino)methyl)aniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With hexaaquairon(III) perchlorate for 2h;88%
140111-19-9

Ru3(CO)10H(OCC6H4N(CH3)2)

A

15243-33-1

dodecacarbonyl-triangulo-triruthenium

B

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With CO In benzene High Pressure; heating (3 bar CO, 90 min, 80°C); chromy. (hexane);A 88%
B 81%

2-(4-N,N-dimethylaminophenyl)-4,5-dihydrooxazole

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at -10 - 10℃;87%
64-18-6

formic acid

698-70-4

4-Iodo-N,N-dimethylaniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;87%
2929-81-9

4-(N,N-dimethylamino)benzaldehyde thiosemicarbazone

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With hexaaquairon(III) perchlorate for 2h;86%

4-(bromomethyl)-N,N-dimethylaniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With potassium hydrogencarbonate; dimethyl sulfoxide for 0.0583333h; Microwave irradiation;86%
3724-43-4, 149409-22-3

Vilsmeier reagent

121-69-7

N,N-dimethyl-aniline

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
Stage #1: Vilsmeier reagent; N,N-dimethyl-aniline In N,N-dimethyl-formamide at 70℃; for 1h;
Stage #2: With water; sodium carbonate In N,N-dimethyl-formamide		84%
und anschliessend mit Wasser;
117227-36-8

4-{[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-amino}-3,6,6-trimethyl-4,6-dihydro-1H-cyclopenta[1,2,4]triazine-5,7-dicarboxylic acid dimethyl ester

A

100-10-7

4-dimethylamino-benzaldehyde

B

1197-19-9

4-cyano-N,N-dimethylaniline

Conditions
ConditionsYield
With sodium methylate In ethanol for 3h; Product distribution; Heating;A 12%
B 84%
2929-82-0

4-dimethylamino-benzaldehyde semicarbazone

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With hexaaquairon(III) perchlorate for 2h;84%
With sodium perborate In acetic acid at 40℃; for 1.5h; Oxidation;
17078-28-3

2-[4-(dimethylamino)phenyl]acetic acid

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation;84%
6425-24-7

1-(dibromomethyl)-4-fluorobenzene

124-40-3

dimethyl amine

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With water at 60℃; for 2h;82%
42060-28-6

N-(4-methylbenzyl)methanesulfonamide

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
With MS3 Angstroem; oxygen; sodium acetate; triphenylphosphine; palladium dichloride In N,N-dimethyl-formamide at 80℃; under 760 Torr; for 14h;82%
67-52-7

BARBITURIC ACID

100-10-7

4-dimethylamino-benzaldehyde

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
In methanol Knoevenagel Condensation; Reflux;100%
In methanol at 20℃; Knoevenagel condensation;98%
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 0.166667h; Knoevenagel condensation;98%
5217-47-0

N,N'-diethyl-2-thiobarbituric acid

100-10-7

4-dimethylamino-benzaldehyde

86872-78-8

5-(4-(dimethylamino)benzylidene)-1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

Conditions
ConditionsYield
at 20℃; for 1h; Knoevenagel condensation;100%
In water for 0.5h; Reflux;93%
In ethanol at 20℃; Condensation; Knoevenagel condensation;87%

4-dimethylamino-benzaldehyde

4-dimethylamino-benzaldehyde

65786-13-2, 6342-97-8

2'-hydroxy-4-dimethylaminochalcone

Conditions
ConditionsYield
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃;
Stage #2: 4-dimethylamino-benzaldehyde In ethanol; water		100%
With potassium hydroxide In ethanol at 25℃;85%
With potassium hydroxide In ethanol at 25℃;85%
105-56-6

ethyl 2-cyanoacetate

100-10-7

4-dimethylamino-benzaldehyde

1886-52-8, 74897-86-2, 14394-77-5

ethyl (E)-2-cyano-3-[4-(dimethylamino)phenyl]prop-2-enoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.25h; Knoevenagel condensation;100%
With diazabicyclo[5.4.0]undec-7-ene-water complex at 20℃; for 1h; Knoevenagel condensation;100%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
139-65-1

4,4'-thiobisaniline

100-10-7

4-dimethylamino-benzaldehyde

3430-66-8

4,4'-(((thiobis(4,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(N,N-dimethylaniline)

Conditions
ConditionsYield
With piperidine In ethanol100%
With acetic acid In ethanol for 4h; Reflux;85%
With ethanol; zinc(II) chloride

phenylmagnesium bromide

100-10-7

4-dimethylamino-benzaldehyde

7494-77-1

4-(dimethylamino)phenyl(phenyl)methanol

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;100%
100-10-7

4-dimethylamino-benzaldehyde

67-64-1

acetone

5432-53-1

4-p-dimethylaminophenyl-3-buten-2-one

Conditions
ConditionsYield
With sodium hydroxide for 72h; Ambient temperature;100%
With water; potassium hydroxide at 20℃; for 0.2h;82%
With sodium hydroxide In water at 0 - 20℃; Aldol condensation;67.73%
100-10-7

4-dimethylamino-benzaldehyde

74-89-5

methylamine

877-79-2

4-(dimethylamino)-N-methylbenzylimine

Conditions
ConditionsYield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;100%
at 20℃; for 12h;100%
With benzene
100-10-7

4-dimethylamino-benzaldehyde

109-77-3

malononitrile

2826-28-0

p-(N-dimethylamino benzylidene) malononitrile

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 30℃; for 0.333333h; Knoevenagel condensation;100%
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.0833333h; Knoevenagel Condensation; Green chemistry;100%
With potassium hydrogen phthalate In water at 20℃; for 0.116667h; Knoevenagel Condensation; Green chemistry;99%
100-10-7

4-dimethylamino-benzaldehyde

105-34-0

methyl 2-cyanoacetate

3785-86-2, 13432-69-4

methyl (E)-2-cyano-3-(4-(N,N-dimethylamino)phenyl)-2-propenoate

Conditions
ConditionsYield
at 170℃; for 1h; Knoevenagel condensation;100%
With silica sodium carbonate nanoparticles In acetonitrile at 70℃; Knoevenagel Condensation; Sonication; Green chemistry;95%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 0.166667h; Knoevenagel condensation;94%
100-10-7

4-dimethylamino-benzaldehyde

2929-84-2, 37961-71-0, 77145-76-7

4-dimethylaminobenzaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In acetonitrile for 4h; Reflux;100%
With sodium hydroxide; hydroxylamine hydrochloride at 20℃; for 0.5h; grinding;98%
With 3 A molecular sieve; hydroxylamine hydrochloride; sodium acetate In ethanol for 0.25h;94%
100-10-7

4-dimethylamino-benzaldehyde

1197-19-9

4-cyano-N,N-dimethylaniline

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; hydroxylamine hydrochloride at 100℃; for 0.25h; Condensation; microwave irradiation;100%
With ammonia; iodine In water; N,N-dimethyl-formamide at 20℃; for 0.666667h;99%
With sodium azide; trifluorormethanesulfonic acid In acetonitrile at 20℃; for 0.0333333h; Schmidt reaction;98%
26104-68-7

(p-cyanobenzyl)triphenylphosphonium bromide

100-10-7

4-dimethylamino-benzaldehyde

2844-17-9

4-(dimethylamino)-4'-cyanostilbene

Conditions
ConditionsYield
With potassium tert-butylate In methanol for 24h; Heating;100%
(i) LiOMe, MeOH, (ii) I2, xylene; Multistep reaction;
100-10-7

4-dimethylamino-benzaldehyde

107-91-5

cyanoacetic acid amide

97006-42-3

(E)-2-cyano-3-[4-(dimethylamino)phenyl]-2-propenamide

Conditions
ConditionsYield
With triethylamine at 20℃; for 24h; Knoevenagel condensation;100%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 0.166667h; Knoevenagel condensation;94%
With Tonsil Actisil FF at 80℃; for 0.333333h; Irradiation;55%
With potassium-exchanged zirconium hydrogen phosphate at 100℃; for 4h; Knoevenagel condensation;49%
With diethylamine
110-91-8

morpholine

100-10-7

4-dimethylamino-benzaldehyde

87294-98-2

(4-(dimethylamino)phenyl)(morpholino)methanone

Conditions
ConditionsYield
With bromobenzene; potassium carbonate; triphenylphosphine; palladium diacetate In 1,2-dimethoxyethane for 24h; Heating;100%
110-91-8

morpholine

100-10-7

4-dimethylamino-benzaldehyde

5925-53-1

4-<4-(Dimethylamino)thiobenzoyl>morpholine

Conditions
ConditionsYield
With sulfur for 0.0666667h; Willgerodt-Kindler reaction; microwave irradiation;100%
With 4-methyl-morpholine; sulfur In N,N-dimethyl-formamide at 135℃; for 6h; Willgerodt-Kindler reaction;92%
With sulfur In dimethyl sulfoxide at 20℃; for 16h;89%
3949-36-8

3-acetylcoumarin

100-10-7

4-dimethylamino-benzaldehyde

91527-77-4

1-(3'-coumarinyl)-3-(4''-dimethylaminophenyl)-2-propen-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol Reflux;100%
With piperidine In chloroform for 7h; Heating;97%
With piperidine at 45 - 50℃; for 0.5h;91%
108-91-8

cyclohexylamine

100-10-7

4-dimethylamino-benzaldehyde

31235-64-0

N-<<4-(dimethylamino)phenyl>methylene>cyclohexylamine

Conditions
ConditionsYield
With sodium sulfate In methanol for 4h; Ambient temperature;100%
107-10-8

propylamine

100-10-7

4-dimethylamino-benzaldehyde

59488-01-6

p-Dimethylamino-N-n-propyl-iminomethylbenzol

Conditions
ConditionsYield
at 20℃; for 12h;100%
In methanol at 25℃; Mechanism; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.); kinetic solvent isotope effect;
21209-71-2

2-(hydroxyimino)propionic acid

100-10-7

4-dimethylamino-benzaldehyde

93563-01-0

1-Carboxy-N-(4-dimethylaminophenylmethylen)ethylamin-N-oxid

Conditions
ConditionsYield
In ethanol Heating;100%
52-90-4

L-Cysteine

100-10-7

4-dimethylamino-benzaldehyde

222404-26-4

(2RS,4R)-2-(4-dimethyloamino-phenyl)-thiazolidine-4-carboxylic acid

Conditions
ConditionsYield
In ethanol at 20℃; for 5h;100%
In methanol; water84%
In ethanol; water at 20℃;
2627-86-3

(S)-1-phenyl-ethylamine

100-10-7

4-dimethylamino-benzaldehyde

(S,E)-N,N-dimethyl-4-((1-phenylethylimino)methyl)aniline

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 70h;100%

2-tert-butyl-4-methylbenzopyrylium perchlorate

100-10-7

4-dimethylamino-benzaldehyde

2-tert-butyl-4-<2-(4-dimethylaminophenyl)ethenyl>benzopyrylium perchlorate

Conditions
ConditionsYield
In acetic anhydride at 120℃; for 0.5h;100%
100-10-7

4-dimethylamino-benzaldehyde

67-64-1

acetone

30625-58-2

4-(4-N,N-dimethylaminophenyl)-3-buten-2-one

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 25℃; for 3h;100%
With sodium hydroxide In water at 5 - 10℃; for 0.583333h;98%
With sodium hydroxide for 2.5h; Ambient temperature;96%
75-31-0

isopropylamine

100-10-7

4-dimethylamino-benzaldehyde

27976-83-6

<4-Dimethylamino-benzyliden>-isopropylamin

Conditions
ConditionsYield
at 20℃; for 12h;100%
at 20℃; for 48h;79%
26138-64-7

3-acetyl-2,4-dihydroxyquinoline

100-10-7

4-dimethylamino-benzaldehyde

(E)-1-(2,4-Dihydroxy-quinolin-3-yl)-3-(4-dimethylamino-phenyl)-propenone

Conditions
ConditionsYield
100%
118-12-7

1,3,3-Trimethyl-2-methyleneindoline

100-10-7

4-dimethylamino-benzaldehyde

2-[(E)-2-(4-Dimethylamino-phenyl)-vinyl]-1,3,3-trimethyl-3H-indolium; dihydrogen phosphate

Conditions
ConditionsYield
With phosphoric acid In water; isopropyl alcohol for 6h; Heating;100%
100-10-7

4-dimethylamino-benzaldehyde

146476-37-1

(2S)-1-(diphenylphosphino)-3-methylbutan-2-amine

(S)-[1-[(diphenylphosphino)methyl]-2-methylpropyl]-N-(4-(dimethylamino)benzylidene)amine

Conditions
ConditionsYield
In toluene Ambient temperature;100%
In toluene at 20℃; Substitution;
6332-77-0

N-(4-nitrophenyl)ethylenediamine

100-10-7

4-dimethylamino-benzaldehyde

250386-77-7

N-[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-N'-(4-nitro-phenyl)-ethane-1,2-diamine

Conditions
ConditionsYield
In methanol at 25℃; for 1h; Condensation;100%
Raw Materials
1703-46-4
104-88-1
607-00-1
889-37-2
7664-93-9
2929-82-0
2596-90-9
79865-87-5
Downstream Products
78-96-6
142-08-5
15485-29-7
103046-32-8
3765-62-6
304-16-5
13159-99-4
99-97-8
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  • 4-Dimethylaminobenzaldehyde

  • Casno:

    100-10-7

    4-Dimethylaminobenzaldehyde

    Min.Order: 500 Gram

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    Product Code: DMAB Product name: 4-Dimethylaminobenzaldehyde Category: Pharmaceutical intermediates CAS NO.: 100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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    100-10-7

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 4-Dimethylaminobenzaldehyde is also known as Benzaldehyde,4-(dimethylamino)-. The IUPAC name is 4-(Dimethylamino)benzaldehyde. It belongs to product categories of Intermediates of Dyes and Pigments; Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Exciton Chirality CD Method (for Primary Amino Groups); Absolute Configuration Determination (Exciton Chirality CD Method); Analytical Chemistry; Enantiomer Excess & Absolute Configuration Determination. This chemical is a white to off white crystalline powder and soluble in alcohol, ether, acetone, chloroform and acetic acid, slightly soluble in water. What's more, it should be sealed in ventilated and cool place away from fire, heat, oxidants, alkali without air.

Physical properties about 4-Dimethylaminobenzaldehyde are: (1)ACD/LogP: 1.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.81; (4)ACD/LogD (pH 7.4): 1.81; (5)ACD/BCF (pH 5.5): 13.98; (6)ACD/BCF (pH 7.4): 13.98; (7)ACD/KOC (pH 5.5): 229.91; (8)ACD/KOC (pH 7.4): 229.95; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.595; (12)Molar Refractivity: 47.31 cm3; (13)Molar Volume: 139 cm3; (14)Surface Tension: 42.1 dyne/cm; (15)Density: 1.072 g/cm3; (16)Flash Point: 103.3 °C; (17)Enthalpy of Vaporization: 50.45 kJ/mol; (18)Boiling Point: 266.5 °C at 760 mmHg; (19)Vapour Pressure: 0.00861 mmHg at 25 °C.

Preparation of 4-Dimethylaminobenzaldehyde: 4-Dimethylaminobenzaldehyde is prepared by reaction of 4-bromo-N,N-dimethyl-aniline with carbon monoxide. This reaction needs reagents Cr(CO)3, PPh3, Et3N, H2, catalyst Pd(PPh3)2Cl2 and solvent toluene at the temperature of 130 °C. The yield is about 35%.

4-Dimethylaminobenzaldehyde is prepared by reaction of 4-bromo-N,N-dimethyl-aniline with carbon monoxide.

Uses of 4-Dimethylaminobenzaldehyde: 4-Dimethylaminobenzaldehyde is used as a dye intermediate. Besides, it can be used as a reagent for determining urinary choline, indole, alkaloids and also can be used as chromatography reagent. Furthermore, it is used to produce 4-dimethylamino-benzoic acid 4-dimethylamino-benzyl ester. The reaction occurs with reagents Na, biphenyl and solvents benzene, hexane with other condition of heating for 12 hours. The yield is about 86%.

4-Dimethylaminobenzaldehyde is used to produce 4-dimethylamino-benzoic acid 4-dimethylamino-benzyl ester.

When you are using 4-Dimethylaminobenzaldehyde, please be cautious about it. As a chemical, it is harmful by inhalation, in contact with skin and if swallowed. There is risk of serious damage to eyes. 4-Dimethylaminobenzaldehyde is also harmful to aquatic organisms that may cause long-term adverse effects in the aquatic environment and repeated exposure may cause skin dryness or cracking. As it is flammable, it causes burns and its vapours may cause drowsiness and dizziness. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with skin and eyes and release to the environment. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately. After using it, keep container tightly closed away from sources of ignition.

You can still convert the following datas into molecular structure:
1) Canonical SMILES: CN(C)C1=CC=C(C=C1)C=O
2) InChI: InChI=1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3
3) InChIKey: BGNGWHSBYQYVRX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 National Technical Information Service. Vol. OTS0533441,
mouse LD50 oral 800mg/kg (800mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 National Technical Information Service. Vol. OTS0533441,
rat LD50 intraperitoneal 620mg/kg (620mg/kg)   Hine Laboratories Reports. Vol. AF33(657)-11756, Pg. 1964,
rat LDLo oral 500mg/kg (500mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 260, 1947.

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