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4-Formylmorpholine

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4-Formylmorpholine Basic information

Product Name:
4-Formylmorpholine
Synonyms:
  • 4-Morpholinecarbaldehyde
  • Formmorpholime
  • Morpholine, 4-formyl-
  • N-Formylmorfolin
  • N-FORMYLMORPHOLINE
  • 4-MORPHOLINECARBOXALDEHYDE
  • 4-FORMYLMORPHOLINE
  • MORPHOLINE-4-CARBOXALDEHYDE
CAS:
4394-85-8
MF:
C5H9NO2
MW:
115.13
EINECS:
224-518-3
Product Categories:
  • 4394-85-8
Mol File:
4394-85-8.mol
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4-Formylmorpholine Chemical Properties

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
pka
-0.75±0.20(Predicted)
form 
Liquid
color 
Clear yellow
PH
10 (250g/l, H2O, 20℃)
explosive limit
1.2-8.2%(V)
Water Solubility 
SOLUBLE
Sensitive 
Hygroscopic
BRN 
110293
LogP
-1.2 at 23℃
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)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
23-24/25
WGK Germany 
3
RTECS 
QD9694000
Autoignition Temperature
345 °C DIN 51794
TSCA 
Yes
HS Code 
29349990
Toxicity
LD50 orally in Rabbit: > 7360 mg/kg LD50 dermal Rabbit > 18400 mg/kg

MSDS

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4-Formylmorpholine Usage And Synthesis

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.

Uses

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.

Uses

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

4-Formylmorpholine Preparation Products And Raw materials

Raw materials

Preparation Products

4-FormylmorpholineSupplier

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