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Merck
CN

69880

Sigma-Aldrich

Morpholine

puriss. p.a., ACS reagent, ≥99.0% (GC)

Synonym(s):

Tetrahydro-1,4-oxazine

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About This Item

Empirical Formula (Hill Notation):
C4H9NO
CAS Number:
Molecular Weight:
87.12
Beilstein:
102549
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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grade

ACS reagent
puriss. p.a.

vapor density

3 (vs air)

vapor pressure

31 mmHg ( 38 °C)
7 mmHg ( 20 °C)

Assay

≥99.0% (GC)

autoignition temp.

590 °F

expl. lim.

10.8 %

impurities

≤0.3% water

refractive index

n20/D 1.454 (lit.)
n20/D 1.455

bp

129 °C (lit.)
129 °C

mp

−7-−5 °C (lit.)

density

1.000 g/mL at 20 °C
0.996 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

SMILES string

C1COCCN1

InChI

1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2

InChI key

YNAVUWVOSKDBBP-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Repr. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Andrea Trabocchi et al.
Organic & biomolecular chemistry, 8(24), 5552-5557 (2010-10-16)
A chemical genetics approach has been applied in the screening of yeast deletants strains with a pool of morpholine-derived compounds in order to identify candidate small molecules able to produce phenotypic effects on yeast cells. The analysis of the effects
Jan Bornholdt et al.
The Journal of organic chemistry, 75(21), 7454-7457 (2010-10-01)
Enantiopure 3-substituted morpholines were assembled through ring-opening of a N-2-benzothiazolesulfonyl (Bts) activated aziridine with organocuprates followed by a ring annulation reaction with a vinylsulfonium salt under microwave conditions. Deprotection of the N-Bts group proceeds under very mild conditions with 2-mercaptoacetic
Jason N Mock et al.
Bioorganic & medicinal chemistry letters, 22(14), 4854-4858 (2012-06-09)
Haloenol pyran-2-ones and morpholin-2-ones were synthesized and evaluated as inhibitors of cell growth in two different prostate human cancer cell lines (PC-3 and LNCaP). Analogs derived from L- and D-phenylglycine were found to be the most effective antagonists of LNCaP
Saleh Ihmaid et al.
Bioorganic & medicinal chemistry, 19(13), 3983-3994 (2011-06-15)
A number of new angular 2-morpholino-(substituted)-naphth-1,3-oxazines (compound 10b), linear 2-morpholino-(substituted)-naphth-1,3-oxazines (compounds 13b-c), linear 6, 7 and 9-O-substituted-2-morpholino-(substituted)-naphth-1,3-oxazines (compounds 17-22, 24, and 25) and angular compounds 14-16 and 23 were synthesised. The O-substituent was pyridin-2yl-methyl (15, 18, and 21) pyridin-3yl-methyl (16
William C Silvers et al.
Chemical communications (Cambridge, England), 47(40), 11264-11266 (2011-09-20)
A new quinone propionic acid-cloaked rhodamine fluorophore has its fluorescence revealed (de-cloaked) upon activation by human NAD(P)H:quinone oxidoreductase 1 (hNQO1), an upregulated enzyme in cancer cells and tumors.

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