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250376

Sigma-Aldrich

4-Formylmorpholine

99%

Synonym(s):

4-Morpholinecarboxaldehyde

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About This Item

Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
4394-85-8
Molecular Weight:
115.13
Beilstein:
110293
EC Number:
224-518-3
MDL number:
MFCD00006170
UNSPSC Code:
12352100
PubChem Substance ID:
24855051
NACRES:
NA.22
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Quality Level

200

Assay

99%

form

solid

refractive index

n20/D 1.485 (lit.)

bp

236-237 °C (lit.)

mp

20-23 °C (lit.)

density

1.145 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

[H]C(=O)N1CCOCC1

InChI

1S/C5H9NO2/c7-5-6-1-3-8-4-2-6/h5H,1-4H2

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Show Differences

1 of 4

This Item
102407143685242659
4-Formylmorpholine 99%

250376

4-Formylmorpholine

4-Fluorophenylacetonitrile 99%

102407

4-Fluorophenylacetonitrile

3-Hydroxy-4-methoxybenzaldehyde 99%

143685

3-Hydroxy-4-methoxybenzaldehyde

2-Bromothiophenol 97%

242659

2-Bromothiophenol

assay

99%

assay

99%

assay

99%

assay

97%

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

form

solid

form

-

form

-

form

liquid

refractive index

n20/D 1.485 (lit.)

refractive index

n20/D 1.5002 (lit.)

refractive index

-

refractive index

n20/D 1.635 (lit.)

bp

236-237 °C (lit.)

bp

119-120 °C/18 mmHg (lit.)

bp

179 °C/15 mmHg (lit.)

bp

128-130 °C/25 mmHg (lit.)

mp

20-23 °C (lit.)

mp

-

mp

113-115 °C (lit.)

mp

-

General description

Treatment of 4-formylmorpholine with sulphur tetrafluoride in the presence of potassium fluoride gives 4-(trifluoromethyl)morpholine in excellent yields[1]. 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)[2].

Application

4-Formylmorpholine has been used in the preparation of:
  • adenine hydrochloride labelled with 14C[3]
  • terphenyl dialdehyde[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

244.4 °F - DIN 51758

Flash Point(C)

118 °C - DIN 51758

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCM9693
    MKCK3955
    MKCG9752
    MKCG3049
    MKCD0281

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    209. A synthesis of adenine labelled with 14C.
    Clark VM and Kalckar HM.
    Journal of the Chemical Society, 1029-1030 (1950)
    Studies in vilsmeier chemistry, V. Vilsmeier reactions of 2-alkyl-2-cyclohexen-1-ones: A novel route to dihydrobenzaldehydes, the formation of allyl alcohols as by-products, and the X-ray crystallographic structure of 3-chloro-2-methyl-2-cyclohexen-1-ol.
    Katritzky AR, et al.
    Chemische Berichte, 121(5), 999-1003 (1988)
    Reaction of tertiary formamides with sulphur tetrafluoride. Direct synthesis of (trifluoromethyl) amines.
    Dmowski W and Kaminski M.
    Journal of Fluorine Chemistry, 23(3), 207-218 (1983)
    Cyclic host having double bonds as bridging units.
    Paek K-S and Cram DJ.
    Bull. Korean Chem. Soc., 10(6), 569-569 (1989)

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