3-Amino-3-(4-hydroxyphenyl)propanoic acid

Basic Information

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CAS Number

6049-54-3

Molecular Formula

C9H11NO3

Molecular Weight

181.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

193-195°C

Boiling Point

378.7 ℃ at 760 mmHg

SMILES

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C1=CC(=CC=C1C(CC(=O)O)N)O

InChI

InChI=1S/C9H11NO3/c10-8(5-9(12)13)6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)

InChIKey

JYPHNHPXFNEZBR-UHFFFAOYSA-N

LogP

0.8666999999999998

Topological Polar Surface Area

83.55000000000001 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

176

Synonyms & References

English

(S)-(+)-3-(BENZYLOXYCARBONYL)-5-OXO-4-OXAZOLIDINEACETICACID
(S)-b-Amino-4-hydroxybenzenepropanoic acid
EN300-1842357
SR-01000597153-1
AKOS000266380
C04368
CHEBI:16939
3-amino-3-(4-hydroxyphenyl)propionic acid
FT-0654326
73025-69-1
3-azanyl-3-(4-hydroxyphenyl)propanoic acid
A50481
8R-0644
A868966
A830352
SCHEMBL284828
FT-0647870
BB 0249699
SR-01000597153
SY027393
CS-0186759
(R)-4-HYDROXY-BETA-PHENYLALANINE
MFCD00181810
AKOS016045546
3-amino-3-(4-hydroxyphenyl) propanoic acid
CHEMBL4161970
3-Amino-3-(4-hydroxy-phenyl)-propionic acid
beta-Tyrosine
AB04424
151FE4E1-8AE4-43FC-AA1F-CF6E2A62B7FF
NS00014711

MDL Number

MFCD00181810

FAQ

What are the physical and chemical properties of 3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3)?

3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3) is a white to off-white crystalline solid with a molecular weight of approximately 221.22 g/mol. It has a pKa of about 4.2 in aqueous solution and is slightly soluble in water. It is reactive towards bases and can form salts. Common solvents include ethanol and methanol. It is also stable under normal storage conditions, but care should be taken to avoid strong acids and oxidizing agents.

How is 3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3) typically synthesized?

3-Amino-3-(4-hydroxyphenyl)propanoic acid is typically synthesized through the coupling of 4-hydroxybenzaldehyde with alanine. The reaction involves the condensation of these two molecules in the presence of a suitable catalyst such as p-toluene sulfonic acid (p-TSA) or other Lewis acids. The yield is generally good with selectivity towards the desired diastereomer. The reaction is carried out in aqueous media, and the product can be isolated by recrystallization.

What industries use 3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3)?

3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3) is primarily used in pharmaceuticals as an intermediate for the synthesis of various biologically active compounds. It is also used in the production of polymers and in some analytical applications as a chromophore or fluorophore. Additionally, it has potential applications in sensors and semiconductors due to its aromatic nature.

What precautions should be taken when handling 3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3)?

When handling 3-Amino-3-(4-hydroxyphenyl)propanoic acid (CAS: 6049-54-3), proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. This compound should be stored in a cool, dry place, away from strong acids and oxidizing agents. Spills should be cleaned up using appropriate decontamination procedures, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.