N-Acetyl-D-phenylalanine

Basic Information

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CAS Number

10172-89-1

Molecular Formula

C11H13NO3

Molecular Weight

207.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

165.0 to 169.0 deg-C

Boiling Point

453.9℃ at 760 mmHg

Density

1.1990

Flash Point

228.3±26.8 °C

Refractive Index

-41 ° (C=5, MeOH)

SMILES

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CC(=O)NC(CC1=CC=CC=C1)C(=O)O

InChI

InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m1/s1

InChIKey

CBQJSKKFNMDLON-SNVBAGLBSA-N

LogP

0.8183999999999998

Topological Polar Surface Area

66.4 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

234

Synonyms & References

English

DTXSID90144144
J-300204
N-Acetyl-3-phenyl-D-alanine
N-Acetylphenylalanine #
N-ACETYL-(R)-PHENYLALANINE
AKOS015841021
Z1455311715
Q27103564
606E063065
N-Acetylphenylalanine, D-
NSC-523830
D-(-)-N-ACETYLPHENYLALANINE
(-)-N-ACETYL-D-PHENYLALANINE
HY-W014553
A800443
UNII-606E063065
D-Phenylalanine, N-acetyl-
CHEBI:28203
AS-12783
(2R)-2-acetamido-3-phenyl-propanoic acid
CHEMBL174089
AFALANINE, (R)-
C05620
A0105
(R)-2-acetamido-3-phenylpropanoic acid
AC-24139
ALANINE, N-ACETYL-3-PHENYL-, D-
NS00081258
10172-89-1
CCG-233383
N-Acetyl-D-phenylalanine

MDL Number

MFCD00002664

FAQ

What are the physical and chemical properties of N-Acetyl-D-phenylalanine (CAS: 10172-89-1)?

N-Acetyl-D-phenylalanine is a white crystalline solid with a molecular weight of approximately 221.23 g/mol. It has a pKa of about 8.5 and is slightly soluble in water. The compound is relatively stable, but it can react with strong acids or bases to form other products. It is also susceptible to hydrolysis under alkaline conditions.

How is N-Acetyl-D-phenylalanine (CAS: 10172-89-1) typically synthesized?

N-Acetyl-D-phenylalanine is typically synthesized by acetylation of D-phenylalanine using acetic anhydride in the presence of a catalyst such as an acid. The reaction is usually carried out in a solvent like dichloromethane or acetonitrile. The yield is around 80-85% with good selectivity for the acetylation product.

What industries use N-Acetyl-D-phenylalanine (CAS: 10172-89-1)?

N-Acetyl-D-phenylalanine is used in various industries, including pharmaceuticals, where it serves as a building block for peptides and proteins. It is also utilized in the production of bioactive compounds, sensors, and as an intermediate in the synthesis of certain polymers. Additionally, it has applications in the food industry as a flavor enhancer.

What precautions should be taken when handling N-Acetyl-D-phenylalanine (CAS: 10172-89-1)?

Handling N-Acetyl-D-phenylalanine requires appropriate personal protective equipment (PPE), including gloves, safety goggles, and lab coat. It should be stored in a cool, dry place away from moisture and strong acids or bases. In the event of a spill, use appropriate spill kits and follow safety data sheet (SDS) guidelines for disposal. Always work in a well-ventilated area or fume hood to minimize inhalation exposure.