2-(4-Morpholinyl)aniline

Basic Information

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CAS Number

5585-33-1

Molecular Formula

C10H14N2O

Molecular Weight

178.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

94.0 to 98.0 deg-C

Boiling Point

120°C/0.6mmHg

Density

1.149

Flash Point

154.9℃

Refractive Index

1.589

SMILES

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C1COCCN1C2=CC=CC=C2N

InChI

InChI=1S/C10H14N2O/c11-9-3-1-2-4-10(9)12-5-7-13-8-6-12/h1-4H,5-8,11H2

InChIKey

QKWLVAYDAHQMLG-UHFFFAOYSA-N

LogP

1.1054

Topological Polar Surface Area

38.489999999999995 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

157

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

HMS1396D12
2-Morpholinoaniline, 97%
J-510127
Z56785490
(2-morpholin-4-ylphenyl)amine
HMS2384G11
FT-0608680
4-(2-Aminophenyl)morpholine
(2-Morpholinophenyl)amine
CS-0127962
EN300-30032
11G-330S
Enamine_000782
2-(4-Morpholinyl)benzenamine
2-(4-Morpholino)aniline
2-(morpholin-4-yl)aniline
2-Morpholin-4-yl-phenylamine
AKOS000103049
Oprea1_607645
M2671
SY013914
SCHEMBL127620
2-Morpholinoaniline
QKWLVAYDAHQMLG-UHFFFAOYSA-N
MFCD00047408
N-(2-amino-phenyl) morpholine
LWV
SDCCGMLS-0065842.P001
5585-33-1
SMR000147724
Morpholine, 4-(o-aminophenyl)-

MDL Number

MFCD00047408

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-(4-Morpholinyl)aniline (CAS: 5585-33-1)?

2-(4-Morpholinyl)aniline (CAS: 5585-33-1) is a white crystalline solid with a molecular weight of 215.31 g/mol. It has a pKa of 8.7 and is moderately soluble in water. This compound is reactive towards nucleophiles and can undergo electrophilic aromatic substitution reactions. It has a distinctive amine smell and is commonly used in organic synthesis and as a precursor in various chemical processes.

How is 2-(4-Morpholinyl)aniline (CAS: 5585-33-1) typically synthesized?

2-(4-Morpholinyl)aniline is typically synthesized via the diazotization of 4-morpholino-N-nitrosoaniline followed by reduction. The process involves the use of nitrous acid or sodium nitrite in a suitable solvent. The reaction is highly exothermic and requires careful temperature control to avoid decomposition. The yield of the product is generally around 80-90%. Other methods include the coupling of 4-morpholinyl chloride with aniline under mild conditions, yielding a high purity product.

What industries use 2-(4-Morpholinyl)aniline (CAS: 5585-33-1)?

2-(4-Morpholinyl)aniline (CAS: 5585-33-1) is primarily used in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of various drugs and therapeutic agents. Additionally, it is utilized in the production of dyes, coatings, and as a stabilizer in semiconductor materials. Its role in sensors and as a component in some electronic devices is also recognized.

What precautions should be taken when handling 2-(4-Morpholinyl)aniline (CAS: 5585-33-1)?

When handling 2-(4-Morpholinyl)aniline (CAS: 5585-33-1), it is crucial to follow standard safety protocols. Wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize inhalation. Dispose of any waste according to local regulations and maintain a safety data sheet (SDS) for reference. In case of a spill, neutralize the acid or base as appropriate and clean the area thoroughly.