2-Aminobenzaldehyde supplier

Name
2-Aminobenzaldehyde
EINECS 208-454-3
CAS No. 529-23-7
Article Data264
CAS DataBase
Density 1.171 g/cm³
Solubility
Melting Point 38 °C
Formula C₇H₇NO
Boiling Point 258.7 °C at 760 mmHg
Molecular Weight 121.139
Flash Point 110.2 °C
Transport Information
Appearance light yellow crystalline powder
Safety 26-37/39-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Anthranilaldehyde(6CI,7CI,8CI);2-Formylaniline;o-Aminobenzaldehyde;
PSA 43.09000
LogP 1.66250

Synthetic route

: 552-89-6
2-nitro-benzaldehyde

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With formic acid; 2,5-hexanedione for 12h; Autoclave; Inert atmosphere; Green chemistry;	100%
With iron; acetic acid In ethanol; water for 0.25h; pH=4.5;	100%
With iron; ammonium chloride In ethanol; water for 1 - 4h; Heating / reflux;	99%

: 5344-90-1
2-Aminobenzyl alcohol

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With hydrotalcite; RuMn2; oxygen In toluene at 60℃; for 21h; atmospheric pressure;	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tris(2-methylphenyl)bismuth dichloride In toluene at 20℃; for 0.5h;	99%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 20 - 50℃; for 1.75h; Sealed tube; chemoselective reaction;	99%

: 552-89-6
2-nitro-benzaldehyde

A: 271-58-9
anthranil

B: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With 2-bromo-2-nitropropane; zinc In methanol at 50℃; for 5h; Yields of byproduct given;	A 98% B n/a
With potassium hexachloropalatinate(IV); triethanolamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Green light irradiation;	A 71 %Chromat. B 22 %Chromat.
With platinum on carbon; hydrogen In methanol at 30℃; under 760.051 Torr; for 3h; chemoselective reaction;	A 8 %Spectr. B 20 %Spectr.
With hydrogen In methanol at 30℃; under 760.051 Torr; for 3h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Pressure; chemoselective reaction;	A 91 %Spectr. B 9 %Spectr.

: 53165-22-3
2-(2'-aminophenyl)-1,3-dithiane

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.5h; micellar medium;	97%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 1.5h;	85%

: 88-72-2
1-methyl-2-nitrobenzene

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In methanol at 60℃; for 3h; Temperature; Solvent;	95.9%

: 271-58-9
anthranil

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With palladium on activated charcoal; tetrabutylammomium bromide; triethylamine; molybdenum hexacarbonyl In water at 80℃; for 18h; Catalytic behavior; Reagent/catalyst; Sealed tube;	94%
With hydrogen iodide; iodine; copper(II) bis(trifluoromethanesulfonate) In dimethyl sulfoxide at 120℃; for 2h;	30%
With water; triethylamine In 1,2-dimethoxyethane at 100℃; for 26h; Reagent/catalyst; Sealed tube; Inert atmosphere;	18%
With ammonia; iron(II) sulfate
at -263.16℃; UV-irradiation; Inert atmosphere;

: N-(2-formylphenyl)-4-methylbenzamide

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 10h; Schlenk technique; Reflux;	89%

: 68847-33-6
2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With zinc dichromate(VI) at 20℃;	88%

: 737796-32-6
2-[(trimethylsilyloxy)methyl]benzamine

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With zinc dichromate(VI) at 20℃;	88%

: C11H12N2O3

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 80℃; for 16h;	88%

: 18483-92-6
2-<2-Amino-benzyloxy>-tetrahydro-pyran

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With zinc dichromate(VI) at 20℃;	86%

: 16714-25-3
2-azidobenzaldehyde

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran for 0.166667h; Ambient temperature;	79%
With hexamethyldisilathiane In methanol for 3h; Ambient temperature;	78%
With bis(N,N-diethyldithiocarbamato)dioxomolybdenum(VI); phenylsilane In toluene at 100℃; for 4h;	70%
With copper(l) iodide In water; N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;	45%
In methyl cyclohexane at -268.96℃; for 0.666667h; Solvent; Temperature; UV-irradiation; Inert atmosphere;

: 102-96-5
(2-nitroethenyl)benzene

: 16714-25-3
2-azidobenzaldehyde

A: 5443-79-8
2-phenyl-3-nitroquinoline

B: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With copper(l) iodide In neat (no solvent) at 110℃; for 8h; Inert atmosphere;	A 75% B 18%

...Expand

: 5339-85-5
2-aminophenethyl alcohol

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With dmap; pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 5h;	71.9%

: 118-92-3
anthranilic acid

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
Stage #1: anthranilic acid With lithium aluminium tetrahydride In tetrahydrofuran Stage #2: With manganese(IV) oxide In dichloromethane	67%
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C 2: manganese(IV) oxide / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C 2: manganese(IV) oxide / dichloromethane / 24 h / 20 °C View Scheme

: 6630-33-7
ortho-bromobenzaldehyde

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; L-proline In dimethyl sulfoxide at 120℃;	64%
With copper(l) iodide; sodium azide; N,N,N,N,-tetramethylethylenediamine	62%

: 271-58-9
anthranil

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With water; palladium diacetate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine In 1,2-dimethoxyethane at 100℃; for 26h; Sealed tube; Inert atmosphere;	64%

: 67-56-1
methanol

: 552-89-6
2-nitro-benzaldehyde

A: 20627-73-0
1-(dimethoxymethyl)-2-nitrobenzene

B: 271-58-9
anthranil

C: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With indium; iodine at 50℃; for 2h; Product distribution; Further Variations:; reagents molar ratio, temperature;	A 21% B 55% C 10%

...Expand

: 107468-27-9
3-methoxy-3H-1,4-benzodiazepine

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
In 1,4-dioxane; water for 20h; Heating;	54%

: 107468-26-8
2,3-dimethoxy-2,3-dihydro-1H-benzo[e][1,4]diazepine

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
In 1,4-dioxane; water for 15h; Heating;	52%

: 201230-82-2
carbon monoxide

: 612-25-9
2-Nitrobenzyl alcohol

A: 5344-90-1
2-Aminobenzyl alcohol

B: 13213-88-2
1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

C: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With dodecacarbonyl-triangulo-triruthenium; tetraethylammonium chloride In various solvent(s) at 170℃; under 45600 Torr; for 1h; Product distribution; other Pd catalyst; other cocatalyst; var. solvents, reaction time, pressure and temperatures; also substituted benzyl alcohols;	A 22% B 51% C 17%

...Expand

: potassium (2-formyl)phenyltrifluoroborate

: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With ammonium hydroxide; copper(ll) sulfate pentahydrate; sodium hydroxide In water at 25℃; for 24h;	50%

: 64-18-6
formic acid

: 615-43-0
2-iodophenylamine

A: 529-23-7
2-aminobenzaldehyde

B: 103-70-8
Formanilid

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 100℃; for 5h; Catalytic behavior; Schlenk technique; Green chemistry;	A 41% B n/a

...Expand

: 253-82-7
quinazoline

: 98-88-4
benzoyl chloride

A: 4252-31-7
N-formylbenzamide

B: 33768-43-3
N-(2-formylphenyl)benzamide

C: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
In chloroform for 0.5h;	A 34% B 33% C 2%

...Expand

: 5344-90-1
2-Aminobenzyl alcohol

: 55-21-0
benzamide

A: 25855-20-3
2-phenylquinazoline

B: 529-23-7
2-aminobenzaldehyde

C: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With cesiumhydroxide monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique;	A 33% B n/a C n/a

...Expand

: 271-58-9
anthranil

: 4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide

A: 2-(p-tolyl)-3-tosylquinoline

B: 529-23-7
2-aminobenzaldehyde

C: 24667-94-5
2-(4-methylphenyl)quinoline

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate; silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 110℃; Catalytic behavior; Sealed tube;	A 16% B 24% C 33%

...Expand

: 5344-90-1
2-Aminobenzyl alcohol

: 100-47-0
benzonitrile

A: 25855-20-3
2-phenylquinazoline

B: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With C39H32Cl2N5PRu; potassium tert-butylate In tert-Amyl alcohol at 130℃; for 0.5h; Sealed tube;	A 28% B 6%

...Expand

: 108-94-1
cyclohexanone

: 552-89-6
2-nitro-benzaldehyde

A: 3295-64-5
1,2,3,4-tetrahydroacridine

B: 529-23-7
2-aminobenzaldehyde

Conditions

Conditions	Yield
With chromium dichloride; 4 A molecular sieve; zinc(II) chloride In ethanol at 70℃;	A 23% B n/a

...Expand

: 612-25-9
2-Nitrobenzyl alcohol

: 141-52-6
sodium ethanolate

A: 5344-90-1
2-Aminobenzyl alcohol

B: 271-58-9
anthranil

C: 118-92-3
anthranilic acid

D: 529-23-7
2-aminobenzaldehyde

...Expand

: 529-23-7
2-aminobenzaldehyde

: threo-1,2,3,4-tetraaminobutane

: threo-1,2,3,4-tetrakis(o-aminobenzylideneimino)-butane

Conditions

Conditions	Yield
In ethanol at 20℃; Inert atmosphere;	100%

: 17-(furan-2-ylmethyl)-14β-hydroxy-3-methoxymorphinan-6-one

: 529-23-7
2-aminobenzaldehyde

: 6,7-didehydro-17-(furan-2-ylmethyl)-3-methoxyquinolino[2',3':6,7]morphinan-14β-ol

Conditions

Conditions	Yield
With methanesulfonic acid In ethanol for 12h; Reflux; Inert atmosphere;	100%

: 17-(furan-3-ylmethyl)-14β-hydroxy-3-methoxymorphinan-6-one

: 529-23-7
2-aminobenzaldehyde

: 6,7-didehydro-17-(furan-3-ylmethyl)-3-methoxyquinolino[2',3':6,7]morphinan-14β-ol

Conditions

Conditions	Yield
With methanesulfonic acid In ethanol for 12h; Reflux; Inert atmosphere;	100%

: C19H20F3NO4

: 529-23-7
2-aminobenzaldehyde

: C26H23F3N2O3

Conditions

Conditions	Yield
With methanesulfonic acid In ethanol Friedlaender Quinoline Synthesis; Reflux;	100%

: 67-52-7
BARBITURIC ACID

: 529-23-7
2-aminobenzaldehyde

: 26908-38-3
pyrimido[4,5-b]quinoline-2,4-(1H,3H)-dione

Conditions

Conditions	Yield
With water at 70℃; for 3h; Friedlaender reaction;	99%
With water at 100℃;

: 141-97-9
ethyl acetoacetate

: 529-23-7
2-aminobenzaldehyde

: 15785-08-7
2-methyl-3-carbethoxyquinoline

Conditions

Conditions	Yield
With water at 70℃; for 3h; Friedlaender reaction;	99%
With sodium ethanolate In ethanol for 2h; Friedlaender condensation; Heating;	80%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; magnesium triflate In toluene at 35℃; for 36h; Friedlaender Condensation; Molecular sieve;	41%

: 529-23-7
2-aminobenzaldehyde

: 98-86-2
acetophenone

: 612-96-4
2-Phenylquinoline

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 0.5h; Heating;	99%
With potassium hydroxide In ethanol for 36h; Friedlaender Quinoline Synthesis; Reflux;	97%
With potassium hydroxide In water at 120℃; for 0.5h;	96%

: 529-23-7
2-aminobenzaldehyde

: 109-77-3
malononitrile

: 31407-25-7
2-aminoquinoline-3-carbonitrile

Conditions

Conditions	Yield
With water at 70℃; for 3h; Friedlaender reaction;	99%
With piperidine In ethanol at 100℃; for 24h; Sealed tube;	57%
With piperidine In ethanol at 100℃; for 24h; Sealed tube;	57%

: 529-23-7
2-aminobenzaldehyde

: 79-04-9
chloroacetyl chloride

: 6141-22-6
2-chloro-N-(2-formylphenyl)acetamide

Conditions

Conditions	Yield
In dichloromethane at 20℃;	99%
With pyridine In benzene at 5 - 20℃; for 0.25h; Inert atmosphere;	56.4%

: 614-16-4
Benzoylacetonitrile

: 529-23-7
2-aminobenzaldehyde

: 73013-67-9
2-phenylquinoline-3-carbonitrile

Conditions

Conditions	Yield
With water at 70℃; for 3h; Friedlaender reaction;	99%
Alkaline conditions;

: 529-23-7
2-aminobenzaldehyde

: 123-54-6
acetylacetone

: 14208-35-6
1-(2-methylquinolin-3-yl)ethanone

Conditions

Conditions	Yield
With 1,3-dimethylimidazolium sulfate monomethyl ester; L-proline at 90℃; for 0.5h; Knoevenagel Condensation; Green chemistry;	98%
With Nafion NR50 In ethanol at 200℃; for 1h; Microwave irradiation;	95%
With water at 70℃; for 3h; Friedlaender reaction;	91%

: 529-23-7
2-aminobenzaldehyde

: 41927-50-8
1-methyl-3-phenyl-2-pyrazolin-5-one

: 89522-24-7
1-methyl-3-phenyl-pyrazolo<3,4-b>quinoline

Conditions

Conditions	Yield
at 150℃;	98%

: 529-23-7
2-aminobenzaldehyde

: 571172-21-9
7,8,9,10-tetrahydroazepino[2,1-b]quinazoline-6,12-dione

: 3,2'-trimethylene-2-(quinol-2-yl)-4(3H)-quinazolinone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol Friedlaender condensation; Heating;	98%

: 1000410-50-3
17-isobutyl-3-methoxymorphinan-6-one

: 529-23-7
2-aminobenzaldehyde

: 1000410-51-4
6,7-didehydro-17-isobutyl-3-methoxy-quinolino[2',3':6,7]morphinan

Conditions

Conditions	Yield
With methanesulfonic acid In ethanol for 20h; Inert atmosphere; Reflux;	98%
With methanesulfonic acid In ethanol at 100℃;

: 529-23-7
2-aminobenzaldehyde

: 615-36-1
2-bromoaniline

: N-(2-bromophenyl)-6,7,11b,13-tetrahydro-6,12-[1,2]-benzenoquinazolino[3,4-a]quinazolin-13-amine

Conditions

Conditions	Yield
With scandium pentafluorobenzoate In toluene at 20℃; for 12h;	98%

: 529-23-7
2-aminobenzaldehyde

: 72235-53-1
3,4-difluorobenzylamine

: 13-(3,4-difluorobenzyl)-5,6,11,12-tetrahydro-6,12-epiminodibenzo[b,f ][1,5]diazocine

Conditions

Conditions	Yield
With scandium pentafluorobenzoate In toluene at 90℃; for 12h;	98%

: 55-21-0
benzamide

: 529-23-7
2-aminobenzaldehyde

: 25855-20-3
2-phenylquinazoline

Conditions

Conditions	Yield
With potassium tert-butylate In tert-Amyl alcohol at 130℃; for 2h; Reagent/catalyst; Sealed tube;	98%
With 1,10-Phenanthroline; iron(II) chloride tetrahydrate; cesiumhydroxide monohydrate In toluene at 130℃; for 24h; Reagent/catalyst; Inert atmosphere;	95%
With bromopentacarbonylmanganese(I); N,N,N',N'',N'''-pentamethyldiethylenetriamine; potassium tert-butylate In toluene at 130℃; for 36h; Reagent/catalyst; Sealed tube; Schlenk technique; Inert atmosphere;	81%
With cesiumhydroxide monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;	30%
With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 24h; Inert atmosphere; Schlenk technique;	16%

: 504-02-9
1,3-cylohexanedione

: 529-23-7
2-aminobenzaldehyde

: 58509-58-3
1-Oxo-1,2,3,4-tetrahydroacridine

Conditions

Conditions	Yield
With water at 70℃; for 3h; Friedlaender reaction;	97%
With tin dioxide for 0.333333h; Heating; Green chemistry;	90%
In N,N-dimethyl-formamide 1.) 100 deg C, 30 min, 2.) reflux, 30 min;	79%

: 25594-62-1
2-acetylquinoxaline

: 529-23-7
2-aminobenzaldehyde

: 91888-70-9
2-(quinolin-2-yl)quinoxaline

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 60℃;	97%
With potassium hydroxide In ethanol for 12h; Inert atmosphere; Reflux;	74%
With potassium hydroxide In ethanol for 2h; Heating;	36%
With sodium hydroxide In ethanol Reflux;

: 1826-67-1
vinyl magnesium bromide

: 529-23-7
2-aminobenzaldehyde

: 131470-23-0
1-(2'-aminophenyl)prop-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 2h;	97%
In tetrahydrofuran at 20 - 25℃; for 1h;	59%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 529-23-7
2-aminobenzaldehyde

: 1347747-96-9
tert-butyl 3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; N,N-dimethyl-formamide at 90℃; for 0.25h; Friedlaender reaction; Microwave irradiation;	97%

: 529-23-7
2-aminobenzaldehyde

: 108-42-9
3-chloro-aniline

: N-(3-chlorophenyl)-6,7,11b,13-tetrahydro-6,12-[1,2]-benzenoquinazolino[3,4-a]-quinazolin-13-amine

Conditions

Conditions	Yield
With scandium pentafluorobenzoate In toluene at 20℃; for 12h; Reagent/catalyst; Solvent; Temperature;	97%

2-Aminobenzaldehyde Chemical Properties

IUPAC Name: 2-Aminobenzaldehyde
Following is the structure of Benzaldehyde, 2-amino- (CAS NO.529-23-7):

Empirical Formula: C₇H₇NO
Molecular Weight: 121.1366
EINECS: 208-454-3
Index of Refraction: 1.639
Molar Refractivity: 37.24 cm³
Molar Volume: 103.3 cm³
Polarizability: 14.76 10^-24cm³
Surface Tension: 52.4 dyne/cm
Density: 1.171 g/cm³
Flash Point: 110.2 °C
Melting point: 38 °C
storage temp.: −20 °C
Enthalpy of Vaporization: 49.63 kJ/mol
Boiling Point: 258.7 °C at 760 mmHg
Vapour Pressure: 0.0135 mmHg at 25 °C
Appearance of Benzaldehyde, 2-amino- (CAS NO.529-23-7): light yellow crystalline powder
Product Categories: Aldehydes; C7; Carbonyl Compounds
Stability: Unstable: reported to polymerize rapidly at room temperature. Incompatible with strong oxidizing agents, strong bases.
SMILES: C1=CC=C(C(=C1)C=O)N
InChI: InChI=1S/C7H7NO/c8-7-4-2-1-3-6(7)5-9/h1-5H,8H2
InChIKey: FXWFZIRWWNPPOV-UHFFFAOYSA-N

2-Aminobenzaldehyde Safety Profile

Hazard Codes of Benzaldehyde, 2-amino- (CAS NO.529-23-7): Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 8-10-23

2-Aminobenzaldehyde Specification

Benzaldehyde, 2-amino- , its cas register number 529-23-7. It also can be called 2-Aminobenzaldehyde ; Anthranilaldehyde ; and o-Aminobenzaldehyde .

Product Name

2-Aminobenzaldehyde

Synthetic route

2-Aminobenzaldehyde Chemical Properties

2-Aminobenzaldehyde Safety Profile

2-Aminobenzaldehyde Specification

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