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4-methoxybenzylamine

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Name

4-methoxybenzylamine

EINECS 219-247-2
CAS No. 2393-23-9 Density 1.028 g/cm3
PSA 35.25000 LogP 1.85420
Solubility It is highly soluble in water. Melting Point -10 °C
Formula C8H11NO Boiling Point 236.499 °C at 760 mmHg
Molecular Weight 137.181 Flash Point 98.8 °C
Transport Information UN 2735 8/PG 2 Appearance clear colorless to slightly yellow liquid
Safety 26-36/37/39-45-27 Risk Codes 34-37-22
Molecular Structure Molecular Structure of 2393-23-9 (4-Methoxybenzylamine) Hazard Symbols CorrosiveC
Synonyms

Benzylamine,p-methoxy- (6CI,7CI,8CI);(4-Methoxyphenyl)methanamine;1-(4-Methoxyphenyl)methanamine;1-Aminomethyl-4-methoxybenzene;4-Methoxybenzenemethanamine;4-Methoxyphenylmethylamine;Anisylamine;Para-methoxybenzylamine;p-Methoxybenzylamine;

Article Data 204

4-methoxybenzylamine Synthetic route

874-90-8

4-methoxybenzonitrile

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrogen; aluminum oxide; silica gel; nickel In methanol; ammonia at 120℃; under 7600 Torr; for 6h;100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h;100%
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); potassium tert-butylate; hydrogen bromide; hydrogen; 2-((di-iso-propylphosphino)methyl)-1-methyl-1H-imidazole In tetrahydrofuran; water; acetone; toluene at 20℃; under 37503.8 Torr; for 5.5h; Inert atmosphere; Schlenk technique; Autoclave;98%
21244-24-6

2-[(4-methoxyphenyl)methyl]-1H-isoindole-1,3(2H)-dione

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrazine hydrate In tetrahydrofuran for 16h; Reflux;99%
With hydrazine hydrate In 1,4-dioxane at 110℃; Gabriel Amine Synthesis; Inert atmosphere;90%
With sodium hydroxide und anschliessend mit verd.Salzsaeure;
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);98%
With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride In ethanol for 1.1h; Reflux;95%
With ammonium formate; zinc In methanol for 0.05h; Heating;92%

N-(4-Methoxybenzyl)-2,4-dinitrobenzenesulfonamide

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With 2-hydroxyethanethiol In N,N-dimethyl-formamide at 20℃; for 1h;98%
123-11-5

4-methoxy-benzaldehyde

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 100℃; for 24h; chemoselective reaction;97%
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave;93.4%
With ammonia; hydrogen In methanol at 30℃; for 15h; Autoclave;92%
171414-16-7

N-(4-methoxybenzyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With polystyrene-thiophenol; caesium carbonate; triphenylphosphine In tetrahydrofuran at 20℃; for 24h;96%
With potassium carbonate; thiophenol In acetonitrile at 50℃;93%
With caesium carbonate; thiophenol In N,N-dimethyl-formamide at 20℃; for 0.5h;88%
824-94-2

p-methoxybenzyl chloride

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 3h;96%
With ammonia at 25℃; Kinetics; Activation energy; Temperature; Reagent/catalyst;
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 18 h / Reflux
2: hydrazine hydrate / tetrahydrofuran / 16 h / Reflux
View Scheme
70978-37-9

1-(azidomethyl)-4-methoxybenzene

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 3h;95%
With 1,3-diphenyl-disiloxane; triphenylphosphine In toluene at 23℃; for 24h; Reagent/catalyst; Solvent; Staudinger Azide Reduction;93%
With cerium(III) chloride; sodium iodide In acetonitrile for 24h; Heating;80%
68090-03-9

4-methoxy-selenobenzamide

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;94%

N-(2-(4-methoxyphenyl)-2-oxoethyl)picolinamide

2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
Stage #1: N-(2-(4-methoxyphenyl)-2-oxoethyl)picolinamide With hydrogenchloride In water at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With zinc In water at 20℃; for 16h; Inert atmosphere;
91%

4-methoxybenzylamine Chemical Properties

Molecular Structure of 4-methoxybenzylamine (CAS NO.2393-23-9):

IUPAC Name: (4-methoxyphenyl)methanamine 
Empirical Formula: C8H11NO
Molecular Weight: 137.179
EINECS: 219-247-2
Melting point:  -10°C
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 12.47 Å2
Index of Refraction: 1.532
Molar Refractivity: 41.38 cm3
Molar Volume: 133.4 cm3
Surface Tension: 37.3 dyne/cm
Density: 1.028 g/cm3
Flash Point: 98.8 °C
Enthalpy of Vaporization: 47.33 kJ/mol
Boiling Point: 236.5 °C at 760 mmHg
Vapour Pressure: 0.0472 mmHg at 25°C
Sensitive: Air Sensitive
BRN: 508206
InChI
InChI=1/C8H11NO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6,9H2,1H3
Smiles
O(c1ccc(cc1)CN)C
Product Categories: Anilines, Aromatic Amines and Nitro Compounds; Amine; Amines; API intermediates; C8; Nitrogen Compounds

4-methoxybenzylamine Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34-37-22
R34:Causes burns. 
R37:Irritating to respiratory system 
R22:Harmful if swallowed.
Safety Statements: 26-36/37/39-45-27
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. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 2735 8/PG 2 
WGK Germany: 3 
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: III
HS Code: 29222900

4-methoxybenzylamine Specification

  4-methoxybenzylamine , with CAS number of 2393-23-9, can be called (4-Methoxyphenyl)methanamine ; 1-(4-Methoxyphenyl)methanamine ; 1-Aminomethyl-4-methoxybenzene ; 4-Methoxybenzylamine ; 4-Methoxyphenylmethylamine ; Anisylamine ; p-Methoxybenzylamine . It is a clear colorless to slightly yellow liquid. For the synthesis of pharmaceutical intermediates.

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