4-Hydroxybenzylamine supplier

Name
4-Hydroxybenzylamine
EINECS
CAS No. 696-60-6
Article Data50
CAS DataBase
Density 1.141 g/cm³
Solubility
Melting Point 116-118°C
Formula C₇H₉NO
Boiling Point 262.4 °C at 760 mmHg
Molecular Weight 123.155
Flash Point 112.5 °C
Transport Information
Appearance Light green solid
Safety 26-36/37/39
Risk Codes 34
Molecular Structure
Hazard Symbols Xi
Synonyms p-Cresol, a-amino- (6CI,7CI,8CI);4-(Aminomethyl)phenol;4-Hydroxybenzenemethanamine;4-Hydroxybenzylamine;NSC125720;[(4-Hydroxyphenyl)methyl]amine;p-(Aminomethyl)phenol;p-Hydroxybenzenemethanamine;p-Hydroxybenzylamine;
PSA 46.25000
LogP 1.55120

Synthetic route

: 123-08-0
4-hydroxy-benzaldehyde

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With ammonia; hydrogen; nickel In methanol; water at 20℃; under 760.051 Torr; for 21h;	100%
With ammonia; hydrogen; Raney nickel In methanol; water at 20℃; under 760.051 Torr; for 21h;	100%
With ammonium hydroxide; hydrogen; sodium hydroxide In water at 50℃; under 6080.41 Torr; Temperature; Pressure; Autoclave; Large scale;	88.9%

: 2393-23-9
4-methoxy-benzylamine

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
Stage #1: 4-methoxy-benzylamine With hydrogen bromide In water at 120 - 126℃; Stage #2: With sodium hydroxide In water Cooling;	92.5%
With hydrogen iodide at 130℃;
With hydrogen iodide at 150℃;
With 2-acetoacetic acid Acidic conditions;

: 22171-15-9
4-(benzyloxy)benzylamine

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
palladium-carbon catalyst In tetrahydrofuran; water; hydrogen	85%
With ammonium hydroxide; hydrogen; palladium on activated charcoal In ethanol at 0℃; under 760 Torr; for 2h;	83%
With ammonium hydroxide; hydrogen; palladium on activated charcoal In ethanol at 0℃; under 760 Torr; for 1h; Yield given;

: 767-00-0
4-cyanophenol

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
	97%
With ammonia; hydrogen; nickel In methanol for 144h;	93%
With potassium hydroxide; Raney Ni-Al; water at 90℃;	89%

: 623-05-2
(4-hydroxyphenyl)methanol

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With sodium azide; triphenylphosphine In dichloromethane; N,N-dimethyl-formamide at 90℃; for 5h; Substitution; Mitsunobu reaction; Staudinger reaction;	95%

: 52805-36-4
4-benzyloxybenzonitrile

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 97 percent / LiAlH4, AlCl3 / diethyl ether / 2 h / 25 °C 2: 83 percent / H2, NH4OH / 10percent Pd/C / ethanol / 2 h / 0 °C / 760 Torr View Scheme
Multi-step reaction with 2 steps 1: LiAlH4, AlCl3 / diethyl ether / 2 h / 25 °C 2: H2, aq. NH3 / 10percent Pd-C / ethanol / 1 h / 0 °C / 760 Torr View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

A: 696-60-6
4-aminomethylphenol

B: 149505-94-2
tert-butyl (4-hydroxybenzyl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran; water

: 623-05-2
(4-hydroxyphenyl)methanol

A: 4403-71-8
(4-aminomethyl)aniline

B: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With ammonia In water at 100℃; for 24h; Sealed bottle;

: 699-06-9, 60221-52-5, 60221-53-6
4-hydroxybenzaldehyde oxime

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Raney-Ni 2: aq. HCl View Scheme
With lithium aluminium tetrahydride

: 108-95-2
phenol

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / acetic acid 2: hydrogenchloride / ethanol; water / 2 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: zinc(II) chloride; benzene / 70 - 80 °C View Scheme

: 60221-52-5
(E)-4-hydroxybenzaldehyde oxime

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With hydrogenchloride; palladium Hydrogenation;
With sodium amalgam; ethanol; acetic acid at 60℃;

: 52447-43-5
N-Chloracetyl-p-hydroxybenzylamin

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water for 2h; Reflux;

: 17564-64-6
N-(chloromethyl)phthalimide

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With zinc(II) chloride; benzene; phenol at 70 - 80℃; und Behandeln des Reaktionsprodukts mit waessrig-alkoholischer Natronlauge in der Kaelte und anschliessend mit verd.Salzsaeure auf dem Wasserbad;

: 86386-69-8
N-[(4-hydroxyphenyl)methyl]formamide

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With hydrogenchloride

: 4403-71-8
(4-aminomethyl)aniline

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite

: 7409-30-5
p-nitrobenzylamine

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tin; hydrochloric acid 2: hydrochloric acid; sodium nitrite View Scheme

: 100-14-1
4-nitrobenzyl chloride

: 696-60-6
4-aminomethylphenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: und Spaltung des entstandenen N-<4-Nitro-benzyl>-phthalimids mit rauch.Salzsaeure bei 190-200grad 2: tin; hydrochloric acid 3: hydrochloric acid; sodium nitrite View Scheme

: 52026-56-9
N5-(4-hydroxybenzyl)glutamine

A: 56-86-0
L-glutamic acid

B: 696-60-6
4-aminomethylphenol

C glutamic acid: glutamic acid

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating;

...Expand

: 7647-01-0
hydrogenchloride

: 4403-71-8
(4-aminomethyl)aniline

NaNO2: NaNO2

: 696-60-6
4-aminomethylphenol

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 7732-18-5
water

: 24124-24-1
2-(4-Hydroxybenzyl)isoindole-1,3-dione

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 696-60-6
4-aminomethylphenol

B: 88-99-3
benzene-1,2-dicarboxylic acid

...Expand

: 696-60-6
4-aminomethylphenol

: 501-53-1
benzyl chloroformate

: 75383-60-7
(4-hydroxy-benzyl)carbamic acid benzyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 1.66667h; Product distribution / selectivity;	100%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 19h; Product distribution / selectivity;	100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 1.5h;	97%

: 24424-99-5
di-tert-butyl dicarbonate

: 696-60-6
4-aminomethylphenol

: 149505-94-2
tert-butyl (4-hydroxybenzyl)carbamate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water	100%
With sodium hydrogencarbonate In methanol for 16h; Reflux;	99%
With sodium hydrogencarbonate In methanol for 16h; Reflux;	99%

: 164648-13-9
(R,S)-N2-(diphenylacetyl)-3-(2-nitrophenyl)-alanine

: 696-60-6
4-aminomethylphenol

: (R,S)-N2-(Diphenylacetyl)-N-[(4-hydroxyphenyl)-methyl]-3-(2-nitrophenyl)-alaninamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	100%

: C10H12Cl3NO6

: 696-60-6
4-aminomethylphenol

: C17H19Cl3N2O6

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃;	100%
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide

: 2459-05-4
(E)-4-ethoxy-4-oxobut-2-enoic acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 7770-45-8
4-hydroxy-1-naphthaldehyde

: 696-60-6
4-aminomethylphenol

: C29H32N2O6

Conditions

Conditions	Yield
With lithium chloride; sodium hydroxide In water at 50℃; under 7500.75 Torr; for 1h; pH=7; Inert atmosphere; Microwave irradiation;	100%

...Expand

: 696-60-6
4-aminomethylphenol

: 4-[tris(4-methoxyphenyl)methyl]benzaldehyde

: 4-({4-[tris(4-methoxyphenyl)methyl]benzylideneamino}methyl)phenol

Conditions

Conditions	Yield
In ethanol for 24h; Reflux;	100%

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: 696-60-6
4-aminomethylphenol

: 1000591-73-0
2,6-bis(p-hydroxybenzylaminocarbonyl)pyridine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -78 - 20℃; for 12h;	99%
With triethylamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	61%

: 696-60-6
4-aminomethylphenol

: 109-94-4
formic acid ethyl ester

: 86386-69-8
N-[(4-hydroxyphenyl)methyl]formamide

Conditions

Conditions	Yield
for 30h; Reflux;	99%
With Novozyme 435 CALB In tetrahydrofuran at 20℃; Green chemistry; Enzymatic reaction; chemoselective reaction;	91%

: 31088-81-0
4-tert-butylbenzyl isothiocyanate

: 696-60-6
4-aminomethylphenol

: 1-(4-tert-butyl-benzyl)-3-(4-hydroxy-benzyl)-thiourea

Conditions

Conditions	Yield
In dichloromethane at 20℃;	98%

: 696-60-6
4-aminomethylphenol

: 1158998-90-3
C7H7Cl2NO

Conditions

Conditions	Yield
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide at 25℃; for 0.0166667h; grinding; Neat (no solvent);	98%

: 75-15-0
carbon disulfide

: 696-60-6
4-aminomethylphenol

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: (Z)-ethyl 2-(3-(4-hydroxybenzyl)-4-oxo-2-thioxothiazolidin-5-ylidene)acetate

Conditions

Conditions	Yield
for 0.0666667h; Sonication; Green chemistry;	97%

...Expand

: 13139-12-3
tert-butyl 2,5-dioxopyrrolidin-1-yl carbonate

: 696-60-6
4-aminomethylphenol

: 149505-94-2
tert-butyl (4-hydroxybenzyl)carbamate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 3h;	97%

: 696-60-6
4-aminomethylphenol

: 404-71-7
1-fluoro-3-isocyanatobenzene

: 1-(3-fluorophenyl)-3-(4-hydroxybenzyl)urea

Conditions

Conditions	Yield
In acetonitrile at 20℃;	97%

: 696-60-6
4-aminomethylphenol

: 13239-25-3
5-tert-butylisophthaloyl dichloride

: 381725-21-9
5-tert-butyl-N,N'-bis-(4-hydroxy-benzyl)-isophthalamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 6h;	96%

: 696-60-6
4-aminomethylphenol

: 622-58-2
p-Tolylisocyanate

: 1-(4-hydroxybenzyl)-3-(p-tolyl)urea

Conditions

Conditions	Yield
In acetonitrile at 20℃;	96%

: 696-60-6
4-aminomethylphenol

: 203436-45-7
2,6-dichloro-9-isopropyl-9H-purine

: 500568-76-3
4-[(2-chloro-9-isopropyl-9H-purin-6-ylamino)-methyl]-phenol

Conditions

Conditions	Yield
With triethylamine In butan-1-ol at 115℃; for 2h;	95%
With triethylamine In butan-1-ol at 112℃; for 2h;	80%
With triethylamine In propan-1-ol at 90℃; for 4h; Inert atmosphere;

: 696-60-6
4-aminomethylphenol

: 3535-37-3
3,4-dimethoxybenzoic acid chloride

: 943518-63-6
N-(4-hydroxybenzyl)-3,4-dimethoxybenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 15 - 20℃; for 1 - 1.5h;	95%
With triethylamine In dichloromethane at 15 - 20℃; for 1 - 1.5h;	95%
With pyridine In dichloromethane at 20℃; for 2h; Reflux;	95%

: 696-60-6
4-aminomethylphenol

: 7306-68-5
6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

: 1144854-41-0
6-(4-hydroxybenzylamino)-9-(tetrahydropyran-2-yl)purine

Conditions

Conditions	Yield
With triethylamine In propan-1-ol; butan-1-ol at 100℃; for 3h;	95%
With triethylamine In propan-1-ol for 3h; Heating / reflux;	80%

: 696-60-6
4-aminomethylphenol

: 2746-19-2
(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

: (4-hydroxybenzyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; toluene for 24h; Reflux; Dean-Stark;	95%

: 696-60-6
4-aminomethylphenol

: 2909-38-8
m-chlorophenyl isocyanate

: 1-(3-chlorophenyl)-3-(4-hydroxybenzyl)urea

Conditions

Conditions	Yield
In acetonitrile at 20℃;	95%

: 696-60-6
4-aminomethylphenol

: 1548-13-6
p-trifluoromethyl-phenylisocyanate

: 1-(4-hydroxybenzyl)-3-(4-(trifluoromethyl)phenyl)urea

Conditions

Conditions	Yield
In acetonitrile at 20℃;	94%

: 186534-01-0
2-carboxylic acid-3,5,6-trimethylpyrazine

: 696-60-6
4-aminomethylphenol

: N-(4-hydroxybenzyl)-3,5,6-trimethylpyrazine-2-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;	93.5%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;	93.5%

: 614-45-9
tert-Butyl peroxybenzoate

: 696-60-6
4-aminomethylphenol

: 41859-85-2
N-benzoyl-4-hydroxybenzylamine

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 14h; chemoselective reaction;	93%

: 696-60-6
4-aminomethylphenol

: C23H32O4

: C30H39NO4

Conditions

Conditions	Yield
Stage #1: C23H32O4 With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 1h; Stage #2: 4-aminomethylphenol In dichloromethane at 20℃; for 4h;	93%

: methyl 2-(4-fluorophenyl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate

: 696-60-6
4-aminomethylphenol

: N-(4-hydroxybenzyl)-2-(4-fluorophenyl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃; Inert atmosphere;	92.4%

: 696-60-6
4-aminomethylphenol

: 767-00-0
4-cyanophenol

Conditions

Conditions	Yield
With trichloroisocyanuric acid; ammonia In water at 20 - 60℃;	92%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; triethylamine In N,N-dimethyl-formamide at 25℃; for 1.5h;	90%
With potassium pyrosulfate; potassium aquapentachlororuthenate(III); potassium hydroxide at 20℃; for 0.5h; Catalytic behavior; Sonication;	90%
With pyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 20℃; for 12h; Inert atmosphere;	86%
With isoquinoline; oxygen; copper; ammonium bromide In toluene at 100℃; under 760.051 Torr; for 24h; Green chemistry;	67.2%

4-Hydroxybenzylamine Chemical Properties

Molecular Structure of Phenol,4-(aminomethyl)- (CAS No. 696-60-6):

Systematic Name: 4-(Aminomethyl)phenol
Molecular Formula: C₇H₉NO
Molecular Weight: 123.15
CAS Registry Number: 696-60-6
Melting Point: 116-118°C
Index of Refraction: 1.593
Molar Refractivity: 36.58 cm³
Molar Volume: 107.8 cm³
Surface Tension: 50.9 dyne/cm
Density: 1.141 g/cm³
Flash Point: 112.5 °C
Enthalpy of Vaporization: 52.04 kJ/mol
Boiling Point: 262.4 °C at 760 mmHg
Vapour Pressure: 0.0067 mmHg at 25°C
Product Categories: Anilines, Aromatic Amines and Nitro Compounds
Structure Descriptors of Phenol,4-(aminomethyl)- (CAS No. 696-60-6):
SMILES: Oc1ccc(cc1)CN
InChI: InChI=1/C7H9NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H,5,8H2
InChIKey: RQJDUEKERVZLLU-UHFFFAOYAL
Std. InChI: InChI=1S/C7H9NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H,5,8H2
Std. InChIKey: RQJDUEKERVZLLU-UHFFFAOYSA-N

4-Hydroxybenzylamine Safety Profile

Safety Information of Phenol,4-(aminomethyl)- (CAS No. 696-60-6):
Hazard Codes: Xi Irritant
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 2735
Hazard Note: Irritant
HazardClass: IRRITANT, CORROSIVE

4-Hydroxybenzylamine Specification

Phenol,4-(aminomethyl)- with cas registry number of 696-60-6 is also called 4-Hydroxybenzylamine ; NSC 125720 ; para-Hydroxybenzylamine .

Product Name

4-Hydroxybenzylamine

Synthetic route

4-Hydroxybenzylamine Chemical Properties

4-Hydroxybenzylamine Safety Profile

4-Hydroxybenzylamine Specification

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