5-Fluorotryptophan

Basic Information

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CAS Number

97749-24-1

Molecular Formula

C11H11FN2O2

Molecular Weight

222.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Density

1.442±0.06 g/cm3 (20 ºC 760 Torr),

SMILES

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N[C@@H](C(=O)O)Cc1c[nH]c2c1cc(F)cc2

InChI

InChI=1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m1/s1

InChIKey

INPQIVHQSQUEAJ-SECBINFHSA-N

LogP

1.2614

Topological Polar Surface Area

79.11000000000001 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

275

Synonyms & References

English

D-Tryptophan, 5-fluoro-
5-Fluoro-D-tryptophan
D-5-Fluorotryptophan
5-Fluoro-D-tryptophan (ACI)
D
(2R)-2-Amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid

MDL Number

MFCD06797666

FAQ

What are the physical and chemical properties of 5-Fluorotryptophan (CAS: 97749-24-1)?

5-Fluorotryptophan is a colorless to white crystalline solid with a molecular weight of 209.06 g/mol. It is slightly soluble in water and organic solvents. Chemically, it is highly reactive due to the presence of the fluorine atom and the indole ring, which can participate in nucleophilic and electrophilic reactions.

How is 5-Fluorotryptophan (CAS: 97749-24-1) typically synthesized?

5-Fluorotryptophan is synthesized by fluorination of 5-hydroxyindole-3-acetic acid or tryptophan using N-fluorobenzenesulfonate as a fluorinating agent. The reaction proceeds via electrophilic aromatic fluorination, yielding a high yield of the desired product.

What industries use 5-Fluorotryptophan (CAS: 97749-24-1)?

5-Fluorotryptophan is primarily used in pharmaceutical research, particularly in the development of new drugs. It is also used in academic research for studying protein synthesis and modifications. Its use in polymer and semiconductor industries is less common but possible for specific applications.

What precautions should be taken when handling 5-Fluorotryptophan (CAS: 97749-24-1)?

When handling 5-Fluorotryptophan, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure to the compound. Spills should be cleaned up using appropriate safety procedures, and the Material Safety Data Sheet (MSDS) should be consulted for detailed safety information.