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HomeProduct name list4-Formylmorpholine

4-Formylmorpholine

Synonym(s):4-Morpholinecarboxaldehyde;N-Formylmorpholine

  • CAS NO.:4394-85-8
  • Empirical Formula: C5H9NO2
  • Molecular Weight: 115.13
  • MDL number: MFCD00006170
  • EINECS: 224-518-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
4-Formylmorpholine Structural

What is 4-Formylmorpholine?

Description

4-Formylmorpholine is an excellent non-protonic solvent. It is widely used as a solvent and extractant for aromatics. It is used as a detergent for acid gases. In the field of organic synthesis, it can be used to prepare labelled 14C, 4-(trifluoromethyl)morpholine, 3-alkyl-2-chloro-5,6-dihydrobenzaldehyde, triple-biphenyldialdehyde and phenylpropargyl aldehyde. It plays an important role in the desulphurisation of natural gas, syngas, flue gas and petrol.

Chemical properties

CLEAR YELLOW LIQUID
N-formylmorpholine is a colourless transparent liquid soluble in water. It is chemically stable, non-toxic, and non-corrosive but can also dissolve aliphatic hydrocarbons, aromatic hydrocarbons, and water because of its unique structure. N-formylmorpholine would largely reduce the volatility of aromatic hydrocarbon when dissolving the latter. Thus, it can extract, distill and recycle aromatic hydrocarbon. Besides, this compound is also applied in C4 (LNG) cracking projects for desulfuration and solvent extraction, which can increase the yield (relative to DMF, ACN, and NMP processes). At present, this application has been adopted in China. It should be stored in sealed containers in a cool, ventilated warehouse. Keep away from fire and heat. Avoid the use of mechanical equipment that would produce sparks. Handle gently, avoiding damage to the packaging and containers.

The Uses of 4-Formylmorpholine

4-Formylmorpholine is widely used as a solvent and extracting agent for aromatics. It is used as a scrubbing agent for acidic gases. It is employed in the preparation of adenine hydrochloride labeled with 14C, 4-(trifluoromethyl)morpholine, 3-alkyl-2-chloro-5,6-dihydrobenzaldehyde and terphenyl dialdehyde. It plays an important role in the desulfurization of natural gas, synthetic gas, flue gas and gasoline.

The Uses of 4-Formylmorpholine

4-Formylmorpholine has been used in the preparation of:

  • adenine hydrochloride labelled with 14C
  • terphenyl dialdehyde

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 199, 1960 DOI: 10.1021/jo01072a012

General Description

Treatment of 4-formylmorpholine with sulphur tetrafluoride in the presence of potassium fluoride gives 4-(trifluoromethyl)morpholine in excellent yields. 4-Formylmorpholine reacts with series of 2-alkyl-2-cyclohexen-1-ones in the presence of POCl3 to give the corresponding 3-alkyl-2-chloro-5,6-dihydrobenzaldehydes and allylic alcohols (by-product).

Flammability and Explosibility

Non flammable

Properties of 4-Formylmorpholine

Melting point: 20-23 °C (lit.)
Boiling point: 236-237 °C (lit.)
Density  1.145 g/mL at 25 °C (lit.)
vapor pressure  0.03 hPa (20 °C)
refractive index  n20/D 1.485(lit.)
Flash point: >230 °F
storage temp.  Store below +30°C.
solubility  SOLUBLE
form  Liquid
pka -0.75±0.20(Predicted)
color  Clear yellow
PH 10 (250g/l, H2O, 20℃)
explosive limit 1.2-8.2%(V)
Water Solubility  SOLUBLE
Sensitive  Hygroscopic
BRN  110293
CAS DataBase Reference 4394-85-8(CAS DataBase Reference)
NIST Chemistry Reference N-Formylmorpholine(4394-85-8)
EPA Substance Registry System 4-Morpholinecarboxaldehyde (4394-85-8)

Safety information for 4-Formylmorpholine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H317:Sensitisation, Skin
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P272:Contaminated work clothing should not be allowed out of the workplace.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

Computed Descriptors for 4-Formylmorpholine

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