2,6-Dimethyl-DL-phenylalanine
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2,6-Dimethyl-DL-phenylalanine

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Category
DL-Amino Acids
Catalog number
BAT-006721
CAS number
132466-22-9
Molecular Formula
C11H15NO2
Molecular Weight
193.25
2,6-Dimethyl-DL-phenylalanine
IUPAC Name
2-amino-3-(2,6-dimethylphenyl)propanoic acid
Synonyms
H-DL-Phe(2,6-Me2)-OH
Purity
95%
Density
1.1±0.1 g/cm3
Boiling Point
343.3±30.0 °C at 760 mmHg
Storage
Store at RT
InChI
InChI=1S/C11H15NO2/c1-7-4-3-5-8(2)9(7)6-10(12)11(13)14/h3-5,10H,6,12H2,1-2H3,(H,13,14)
InChI Key
VEQOZHOWFAVBOO-UHFFFAOYSA-N
Canonical SMILES
CC1=C(C(=CC=C1)C)CC(C(=O)O)N
1. 2-(3,4-Dichloro-phen-yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
Aneeka Mahan, Ray J Butcher, Prakash S Nayak, B Narayana, H S Yathirajan Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 1;69(Pt 3):o402-3. doi: 10.1107/S1600536813002341. Epub 2013 Feb 20.
In the title compound, C19H17Cl2N3O2, there are three mol-ecules (A, B and C) in the asymmetric unit and each differs in the conformation adopted. As a result of steric repulsion, the amide group is rotated with respect to both the dichloro-phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings, making dihedral angles of 44.5 (2) and 56.2 (2)°, respectively in A, 51.1 (2) and 54.1 (2)° in B, and 53.8 (2) and 54.6 (2)° in C. The dihedral angles between the dichloro-phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings are 54.8 (2), 76.2 (2) and 77.5 (2)° in mol-ecules A, B and C, respectively, while the 2,3-dihydro-1H-pyrazol-4-yl and phenyl rings make dihedral angles of 45.3 (2), 51.2 (2) and 42.8 (2)°, respectively. In the crystal, two of the mol-ecules are linked through N-H⋯O hydrogen bonding to an adjoining mol-ecule, forming dimers of the R2(2)(10) type, while the third mol-ecule forms such dimers with itself. C-H⋯O inter-actions link the dimers.
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