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L19117 (R)-(+)-1-Phenylethylamine, ChiPros 99+%, ee 99+%

CAS Number
3886-69-9
Synonyms
D-(+)-alpha-Methylbenzylamine

Stock No. Size Price ($) Quantity Availability
L19117-06 5g 26.00
L19117-14 25g 54.10
L19117-22 100g 148.00
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(R)-(+)-1-Phenylethylamine, ChiPros 99+%, ee 99+%

MDL
MFCD00064405
EINECS
223-423-4

Chemical Properties

Formula
C8H11N
Formula Weight
121.18
Melting point
-10°
Boiling Point
187°
Flash Point
71°(159°F)
Density
0.948
Refractive Index
1.5260
Storage & Sensitivity
Air Sensitive. Store under Argon. Ambient temperatures.
Solubility
Miscible with water and chloroform.

Applications

(R)-(+)-1-Phenylethylamine is used as an intermediate in organic synthesis. It is also used to determine the enantiomeric purity of acids.

Notes

Store in a cool place. Air Sensitive. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents and carbon dioxide.

Literature References

Both enantiomers are widely used resolving agent for chiral acids. They also find extensive use as chiral auxiliaries in asymmetric synthesis:

For use in the enantioselective synthesis of ɑ-amino nitriles and amino acids in the Strecker reaction, see: Chem. Ber., 110, 2098 (1977); J. Org. Chem., 48, 5369 (1983). Similarly, the preformed imines can be reacted with Trimethyl­silyl­ cyanide, A19598: Chem. Lett., 331, 737 (1975). Enantioselective synthesis of cyclohexylamines from 2-alkylcyclohexanones via the imine and reduction: Tetrahedron Lett., 22, 2633 (1981); Chem. Ber., 117, 2076 (1984). Enantioselective synthesis of ɑ-aminoacetals from 1,1-dialkoxy-2-propanones: Synthesis, 608 (1989).

Selivanova, S. V.; Toscano, A.; Abate, C.; Berardi, F.; Müller, A.; Krämer, S. D.; Schibli, R.; Ametamey, S. M. Synthesis and pharmacological evaluation of 11C-labeled piperazine derivative as a PET probe for sigma-2 receptor imaging. Nucl. Med. Biol. 2015, 42 (4), 399-405.

Alvarado-Beltrán, I.; Maerten, E.; Toscano, R. A.; López-Cortés, J. G.; Baceiredo, A.; Álvarez-Toledano, C. Enantioselective synthesis of 4-alkenoic acids via Pd-catalyzed allylic alkylation: stereocontrolled construction of gamma and delta-lactones. Tetrahedron: Asymmetry 2015, 26 (15-16), 802-809.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H302+H312-H314

Combustible liquid. Harmful if swallowed. Harmful in contact with skin. Causes severe skin burns and eye damage.

Precautionary Statements: P210-P260-P264b-P270-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,6026
Beilstein
2410916
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2921.49
TSCA
Yes

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