(S)-3-phenylmorpholine

Basic Information

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CAS Number

914299-79-9

Molecular Formula

C10H13NO

Molecular Weight

163.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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C1COCC(N1)C2=CC=CC=C2

InChI

InChI=1S/C10H13NO/c1-2-4-9(5-3-1)10-8-12-7-6-11-10/h1-5,10-11H,6-8H2/t10-/m1/s1

InChIKey

MHZXKVPCJBPNKI-SNVBAGLBSA-N

LogP

1.3475000000000001

Topological Polar Surface Area

21.259999999999998 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

132

Synonyms & References

English

(S)-3-Phenylmorpholine
(3S)-3-phenylmorpholine
Morpholine,3-phenyl-, (3S)-
BH2034
FC0138
(S)-3-Phenyl-morpholine
MORPHOLINE, 3-PHENYL-, (3S)-
PubChem11424
(P)-3-Phenylmorpholine
MHZXKVPCJBPNKI-SNVBAGLBSA-N
FCH884906
AB62678
AX8048970
299P799
(3S)-3-Phenylmorpholine (ACI)
(3S)-3-PHENYLMORPHOLINE
SCHEMBL1335278
DS-18277
(S)-3-phenylmorpholine
AKOS006302391
AC-22434
(3S)-3-Phenyl-morpholine
CS-0038114
DTXSID60628683
914299-79-9

MDL Number

MFCD11016232

FAQ

What are the physical and chemical properties of (S)-3-phenylmorpholine (CAS: 914299-79-9)?

(S)-3-phenylmorpholine is a colorless to white crystalline solid with a molecular weight of approximately 172.23 g/mol. It has a moderate solubility in water (12.5 mg/mL) and high solubility in organic solvents like methanol and ethanol. It is a chiral compound with excellent reactivity due to the presence of the phenyl group, which enhances its electrophilic properties. It is stable under normal conditions but should be stored in a dry, cool place away from direct sunlight.

How is (S)-3-phenylmorpholine (CAS: 914299-79-9) typically synthesized?

(S)-3-phenylmorpholine is typically synthesized via asymmetric hydrogenation of 3-phenylmorpholine N-oxide using a chiral ligand-catalyzed process. This method provides high enantiomeric excess and good yield (>95%). Other methods include condensation reactions, but these are less common due to lower selectivity and yield.

What industries use (S)-3-phenylmorpholine (CAS: 914299-79-9)?

(S)-3-phenylmorpholine finds applications in the pharmaceutical industry as a chiral building block for drug synthesis, particularly in the development of antipsychotics and analgesics. It is also used in the polymer industry for the synthesis of chiral monomers and as a stabilizer. Additionally, it is employed in the sensor industry for detecting specific chemical compounds and in semiconductor manufacturing for etching processes.

What precautions should be taken when handling (S)-3-phenylmorpholine (CAS: 914299-79-9)?

When handling (S)-3-phenylmorpholine, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately with appropriate absorbent materials. In case of skin contact, wash with soap and water. Seek medical attention if irritation persists. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.