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Safety Information

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

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

InChI key

LCEDQNDDFOCWGG-UHFFFAOYSA-N

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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).

Application

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

250376-500G:
250376-100G:
250376-BULK:
250376-5G:
250376-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV0884
MKCS8262
MKCM9693
MKCK3955
MKCG9752

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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)
209. A synthesis of adenine labelled with 14C.
Clark VM and Kalckar HM.
Journal of the Chemical Society, 1029-1030 (1950)
Cyclic host having double bonds as bridging units.
Paek K-S and Cram DJ.
Bull. Korean Chem. Soc., 10(6), 569-569 (1989)
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)

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