DL-alpha-Methylbenzylamine
Synonym(s):(±)-α-Methylbenzylamine;(±)-1-Phenylethylamine;alpha-Methylbenzylamine
- CAS NO.：618-36-0
- Empirical Formula: C8H11N
- Molecular Weight: 121.18
- MDL number: MFCD00008069
- EINECS: 210-545-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:20:21
What is DL-alpha-Methylbenzylamine?
Chemical properties
liquid
The Uses of DL-alpha-Methylbenzylamine
Used for synthesis and as an emulsifying agent; used as a resolving agent and chiral intermediate.
The Uses of DL-alpha-Methylbenzylamine
α-Methylbenzylamine can be used as a reactant for the synthesis of dihydro-5H-dibenz[c,e]azepinium salts by reacting with racemic biphenol derivatives.
Definition
ChEBI: A phenylethylamine that is ethylamine substituted by a phenyl group at position 1.
Synthesis Reference(s)
The Journal of Organic Chemistry, 49, p. 4272, 1984 DOI: 10.1021/jo00196a031
Chemical and Pharmaceutical Bulletin, 36, p. 1529, 1988 DOI: 10.1248/cpb.36.1529
Tetrahedron Letters, 27, p. 3957, 1986 DOI: 10.1016/S0040-4039(00)84883-2
General Description
α-Methylbenzylamine is a nitrogen source that is widely used as a representative substrate to study the chemo-enzymatic kinetic resolution of primary amines.
Flammability and Explosibility
Non flammable
Purification Methods
Dissolve the amine in toluene, dry over NaOH and distil; fraction boiling at 187-188o/atm is collected. Store it under N2 to avoid forming the carbamate and urea. Similarly for the S-(-) enantiomer [2627-86-3]. [Ingersoll Org Synth Coll Vol II 503 1943, Robinson & Snyder Org Synth Coll Vol III 717 1955, Beilstein 12 IV 2424, 2425.]
Properties of DL-alpha-Methylbenzylamine
| Melting point: | -65 °C |
| Boiling point: | 185 °C756 mm Hg(lit.) |
| Density | 0.94 g/mL at 25 °C(lit.) |
| vapor pressure | 0.7 hPa (20 °C) |
| refractive index | n |
| Flash point: | 175 °F |
| storage temp. | Store below +30°C. |
| solubility | 42g/l |
| pka | 9.04±0.10(Predicted) |
| form | Liquid |
| color | Clear colorless to light yellow |
| Water Solubility | 4.2 g/100 mL (20 ºC) |
| Sensitive | Air Sensitive |
| Merck | 14,6026 |
| BRN | 636127 |
| Dielectric constant | 4.4（18℃） |
| Stability: | Stable, but absorbs carbon dioxide from the air. Store under an inert atmosphere. Incompatible with strong oxidizing agents, carbon dioxide. |
| CAS DataBase Reference | 618-36-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzenemethanamine, «alpha»-methyl-, (.+/-.)-(618-36-0) |
| EPA Substance Registry System | Benzenemethanamine, .alpha.-methyl- (618-36-0) |
Safety information for DL-alpha-Methylbenzylamine
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05  Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for DL-alpha-Methylbenzylamine
| InChIKey | RQEUFEKYXDPUSK-UHFFFAOYSA-N |
New Products
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