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Morpholine

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Identification
Molecular formula
C4H9NO
CAS number
110-91-8
IUPAC name
morpholine
State
State

At room temperature, morpholine is a liquid. It is commonly used for its solvent properties and chemical reactivity. Due to its hygroscopic nature, it is often stored in airtight containers to prevent absorption of atmospheric moisture.

Melting point (Celsius)
-4.90
Melting point (Kelvin)
268.25
Boiling point (Celsius)
128.00
Boiling point (Kelvin)
401.15
General information
Molecular weight
87.12g/mol
Molar mass
87.1210g/mol
Density
1.0080g/cm3
Appearence

Morpholine is a hygroscopic liquid, which means it readily absorbs moisture from the air. It is colorless and possesses a distinct ammoniacal odor. Morpholine's versatile properties make it an important solvent and intermediate in various industrial applications.

Comment on solubility

Solubility of Morpholine

Morpholine, with the chemical formula C4H9NO, is a heterocyclic organic compound known for its distinctive properties. When it comes to solubility, morpholine exhibits notable characteristics:

  • Water Solubility: Morpholine is highly soluble in water, owing to its polar amino and ether groups.
  • Solvents: It is also soluble in many organic solvents, such as:
    • Alcohols
    • Aromatics
    • Chloroform
  • Miscibility: Morpholine can mix with both polar and non-polar solvents, showcasing its versatility.
  • Temperature Dependence: Its solubility typically increases with temperature, making it more effective in applications requiring higher temperatures.

As a result, morpholine is often utilized in various chemical reactions and formulations due to its solubility profile. As the saying goes, "Like dissolves like," indicating that the polar nature of morpholine allows it to interact effectively with other polar compounds, enhancing its utility in both industrial and laboratory settings.

Interesting facts

Interesting Facts about Morpholine

Morpholine is an intriguing heterocyclic compound that has garnered significant attention in various fields of chemistry and industry. Here are some captivating aspects of morpholine:

  • Structure and Composition: Morpholine is characterized by a six-membered ring containing both oxygen and nitrogen atoms. This unique structure contributes to its chemical reactivity and physical properties, making it versatile in applications.
  • Applications: Morpholine plays a pivotal role in several industries, including:
    • Pesticides: It's commonly used as an intermediate in the production of agricultural chemicals.
    • Pharmaceuticals: Morpholine derivatives have been explored for their potential therapeutic effects, showing efficacy in various medicinal compounds.
    • Corrosion Inhibitors: Its properties help protect metals from corrosion, thereby extending the lifespan of equipment.
  • Versatile Reagent: Chemists often utilize morpholine in organic synthesis as a nucleophile and base, allowing for the production of a diverse range of compounds.
  • Environmental Considerations: Although morpholine is useful, its impact on the environment is a point of discussion. Researchers are continuously studying its biodegradability and potential toxicity to ensure safe use.
  • Historical Significance: The compound was first synthesized in the early 19th century, showcasing the long-standing interest in morpholine within the scientific community. Its name, derived from 'morpho', refers to its resemblance to morphine, although structurally and functionally, it is quite different.

In conclusion, morpholine is not just a simple compound; its multifaceted nature underlies a wealth of research opportunities and industrial applications. As a student or researcher, understanding compounds like morpholine is crucial for navigating both theoretical chemistry and real-world applications.

Synonyms
MORPHOLINE
110-91-8
1-Oxa-4-azacyclohexane
Diethylene oximide
Tetrahydro-1,4-oxazine
Diethylenimide oxide
Diethyleneimide oxide
Diethylene imidoxide
Drewamine
Tetrahydro-2H-1,4-oxazine
Tetrahydro-p-oxazine
p-Isoxazine, tetrahydro-
morpholin
Tetrahydro-1,4-isoxazine
BASF 238
138048-80-3
Caswell No. 584
2H-1,4-Oxazine, tetrahydro-
4H-1,4-Oxazine, tetrahydro-
NSC 9376
Tetrahydro-p-isoxazine
CCRIS 2482
HSDB 102
EINECS 203-815-1
UNII-8B2ZCK305O
EPA Pesticide Chemical Code 054701
BRN 0102549
8B2ZCK305O
DTXSID2025688
CHEBI:34856
AI3-01231
NSC-9376
MFCD00005972
C4H9NO
Tetrahydro-4H-1-4-oxazine
DTXCID305688
EC 203-815-1
4-27-00-00015 (Beilstein Handbook Reference)
MORPHOLINE (IARC)
MORPHOLINE [IARC]
tetrahydro-14-iso-xazine
1,4-oxazinane
CAS-110-91-8
MORPHOLINE,REAG
MORPHOLINE, PRACT
UN2054
morphline
Morpholine; Molsidomine Imp. E (EP); Molsidomine Impurity E
morpho line
morpholine-
6LR
Morpholine (BASF)
4H-1, tetrahydro-
MORPHOLINE [MI]
Morpholine [UN2054] [Flammable liquid]
MORPHOLINE [FCC]
DIEYTHYLENE OXIMIDE
MORPHOLINE [HSDB]
Morpholine on Rasta Resin
WLN: T6M DOTJ
NCIMech_000154
Tetrahydro-1, 4-isoxazine
NCIOpen2_007748
Oprea1_317540
Tetryhydro-2H-1,4-oxazine
Tetrahydro-4H-1,4-Oxazine
BIDD:ER0297
Morpholine, analytical standard
CHEMBL276518
NSC9376
BCP24054
STR00194
SYB02456
Tox21_202450
Tox21_303240
STL182843
TETRAHYDRO-2H-1, 4-OXAZINE
AKOS000118829
Morpholine, ACS reagent, >=99.0%
Morpholine, ReagentPlus(R), >=99%
DB13669
NA 2054
UN 2054
USEPA/OPP Pesticide Code: 054701
NCGC00249227-01
NCGC00256942-01
NCGC00259999-01
Morpholine, p.a., ACS reagent, 99.0%
DB-030063
Morpholine [UN2054] [Flammable liquid]
M0465
NS00010190
EN300-18064
Morpholine purified by distillation from glass
Morpholine, purified by redistillation, >=99.5%
Q410243
1-Oxa-4-azacyclohexane; Tetrahydro-2H-1,4-oxazine
1-Oxa-4-azacyclohexane ; Tetrahydro-2H-1,4-oxazine
F2190-0339
InChI=1/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H
203-815-1
ScavengePore(TM) phenethyl morpholine, macroporous, 40-70 mesh, extent of labeling: 0.7-1.5 mmol/g loading
StratoSpheres(TM) PL-MPH resin, 50-100 mesh, extent of labeling: 3.0-4.0 mmol/g loading, 1 % cross-linked