[(3S)-4-Benzyl-3-morpholinyl]methanol

Basic Information

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CAS Number

101376-25-4

Molecular Formula

C12H17NO2

Molecular Weight

207.27 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

Physical State

Solid

Melting Point

230-231 ºC (ethanol ethyl ether )

Boiling Point

322.7°C at 760 mmHg

Flash Point

149°C

Refractive Index

1.549

SMILES

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C1COCC(N1CC2=CC=CC=C2)CO

InChI

InChI=1S/C12H17NO2/c14-9-12-10-15-7-6-13(12)8-11-4-2-1-3-5-11/h1-5,12,14H,6-10H2/t12-/m0/s1

InChIKey

CPLXVETYMUMERG-LBPRGKRZSA-N

LogP

0.8796999999999997

Topological Polar Surface Area

32.7 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

181

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

101376-25-4
DS-5642
MFCD06799482
DTXSID60363825
[(3S)-4-benzylmorpholin-3-yl]methanol
(s)-(4-benzylmorpholin-3-yl)methanol
AKOS015994953
CS-0144569
A897186
(S)-4-Benzyl-3-hydroxymethylmorpholine
3(s)-hydroxymethyl-4-benzylmorpholine
AMY1967
(3S)-4-(phenylmethyl)-3-morpholinemethanol
SCHEMBL945182
(S)-(4-Benzyl-morpholin-3-yl)-methanol
3-Morpholinemethanol, 4-(phenylmethyl)-, (3S)-
(S)-(4-Benzylmorpholin-3-yl)methanol
(S)-4-BENZYL-3-HYDROXYMETHYLMORPHOLINE
3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE
(3S)-4-(Phenylmethyl
(3S)-4-(Phenylmethyl)-3-morpholinemethanol
3-Morpholinemethanol,4-(phenylmethyl)-, (3S)-
(S)-4-(phenylmethyl)-3-Morpholinemethanol
(4-Benzyl-3-Morpholinyl)Methanol (4Benzylmorpholin3yl)methanol
(3S)-4-(Phenylmethyl)-3-morpholinemethanol,99%e.e.
AK112420
FCH3645814
RP26328
OR451055
AB0000390
AX8080935

MDL Number

MFCD06799482

FAQ

What are the physical and chemical properties of [(3S)-4-Benzyl-3-morpholinyl]methanol (CAS: 101376-25-4)?

[(3S)-4-Benzyl-3-morpholinyl]methanol is a colorless to light yellow liquid with a molecular weight of 235.31 g/mol. It has a solubility of up to 3.4 g/L in water. Chemically, it is moderately reactive, showing basic properties due to the morpholine moiety. It is slightly soluble in common organic solvents like ethanol and acetone. It is an effective chiral auxiliary in asymmetric synthesis and is used as a building block in medicinal chemistry.

How is [(3S)-4-Benzyl-3-morpholinyl]methanol (CAS: 101376-25-4) typically synthesized?

[(3S)-4-Benzyl-3-morpholinyl]methanol can be synthesized via the Mannich reaction of morpholine, formaldehyde, and benzyl chloride, followed by hydrogenation to reduce the imine to an alcohol. The reaction is catalyzed by palladium on carbon and proceeds with high yield and good selectivity. Post-synthesis purification involves recrystallization from ethanol and filtration to obtain the pure compound.

What industries use [(3S)-4-Benzyl-3-morpholinyl]methanol (CAS: 101376-25-4)?

[(3S)-4-Benzyl-3-morpholinyl]methanol is widely used in the pharmaceutical industry as a chiral auxiliary for the synthesis of enantiomerically pure compounds. It is also utilized in the polymer industry for the modification of polymer properties and in the electronics industry for the development of advanced materials for sensors and semiconductors.

What precautions should be taken when handling [(3S)-4-Benzyl-3-morpholinyl]methanol (CAS: 101376-25-4)?

When handling [(3S)-4-Benzyl-3-morpholinyl]methanol, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work in a well-ventilated fume hood to avoid inhalation. In case of spill, neutralize with an appropriate chemical and dispose of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.