| Identification | More | [Name]
3-Aminobenzylamine | [CAS]
4403-70-7 | [Synonyms]
3-AMINOBENZYLAMINE
3-(AMINOMETHYL)ANILINE
ALPHA-AMINO-M-TOLUIDINE
RARECHEM AL BW 0272
m-Aminobenzylamine
3-(Aminomethyl)benzenamine
3-Aminobenzenemethanamine
m-Aminomethylaniline | [EINECS(EC#)]
412-230-2 | [Molecular Formula]
C7H10N2 | [MDL Number]
MFCD00078355 | [Molecular Weight]
122.17 | [MOL File]
4403-70-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale brown low melting solid | [Melting point ]
41-45 °C | [Boiling point ]
134°C/4mmHg(lit.) | [density ]
1.093±0.06 g/cm3(Predicted) | [Fp ]
>110℃ | [storage temp. ]
2-8°C, protect from light | [solubility ]
soluble in Methanol | [form ]
Low Melting Solid | [pka]
9.22±0.10(Predicted) | [color ]
Pale brown | [CAS DataBase Reference]
4403-70-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
N,C | [Risk Statements ]
R34:Causes burns.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R22:Harmful if swallowed. | [Safety Statements ]
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 .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S22:Do not breathe dust . | [RIDADR ]
3259 | [WGK Germany ]
3 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29215900 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale brown low melting solid | [Synthesis Reference(s)]
Synthetic Communications, 25, p. 863, 1995 DOI: 10.1080/00397919508013422 | [Synthesis]
The general procedure for the synthesis of 3-aminobenzylamine from the compound (CAS:3717-30-4) is as follows:
Example 18: 16.6 g (0.1 mol) of m-nitrobenzaldehyde oxime made in Example 15, 9.5 g (0.05 mol) of p-toluenesulfonic acid, 0.5 g of 5% Pt-C catalyst and 75 mL of dioxane were added to a sealed glass vessel. Vigorous stirring was carried out under hydrogen-filled conditions. The reaction was continued at 30°C to 40°C for 8 hours. Upon completion of the reaction, the mixture was filtered to remove the catalyst, followed by the addition of 35 g (0.3 mol) of 35% aqueous sodium hydroxide. After stirring, the mixture was allowed to stand until layered. The lower layer was separated and discarded and the upper layer was distilled. Finally 8.9 g of m-aminobenzylamine was obtained in 72.9% yield and 99.3% purity by gas chromatography. | [References]
[1] Patent: US4751328, 1988, A
[2] Patent: US4751328, 1988, A |
| Questions And Answer | Back Directory | [Application]
m-Aminobenzylamine is an important organic dye and pharmaceutical intermediate. It can also be used as a curing agent for epoxy resins and in the polymerization of olefin compounds to prepare insulated cables. Synthetic methods for benzylamine compounds include the reaction of benzaldehyde with hydroxylamine hydrochloride, direct amination of halobenzyl with aminoamine, amination with hexamethylenetetramine, and amination with phthalimide. Alfred prepared m-aminobenzylamine using m-nitrobenzoic acid as a raw material; other methods involve introducing a CN group onto the benzene ring followed by catalytic hydrogenation. |
|
|