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252360

Sigma-Aldrich

Morpholine

ACS reagent, ≥99.0%

Synonym(s):

Tetrahydro-1,4-oxazine

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About This Item

Empirical Formula (Hill Notation):
C4H9NO
CAS Number:
110-91-8
Molecular Weight:
87.12
Beilstein:
102549
EC Number:
203-815-1
MDL number:
MFCD00005972
UNSPSC Code:
12352100
eCl@ss:
39162409
PubChem Substance ID:
24855203
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor density

3 (vs air)

vapor pressure

31 mmHg ( 38 °C)
7 mmHg ( 20 °C)

Assay

≥99.0%

form

liquid

autoignition temp.

590 °F

expl. lim.

10.8 %

color

APHA: ≤15

refractive index

n20/D 1.454 (lit.)

bp

126.0-130.0 °C
129 °C (lit.)

mp

−7-−5 °C (lit.)

density

0.996 g/mL at 25 °C (lit.)

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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Application

Morpholine may be used in the preparation of derivatives such as 4-benzoyloxymorpholine and 1-morpholinopropan-1-one. It may also be used in the preparation of (S)-3,3′-bis-morpholinomethyl-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-bi-2-naphthol, a bifunctional chiral catalyst for asymmetric synthesis. As a base, morpholine can be used in the preparation of 1,3-disubstituted allenes from terminal alkynes and aldehydes.

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 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.

PDSCL

Deleterious substance

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water soluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

252360-VAR:
252360-4X100ML:
252360-BULK:
252360-1L:4548173934136
252360-100ML:4548173934129
252360-500ML:4548173921914
252360-5ML:4548173934143

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS2737
MKCQ4071
MKCM6935
SHBK7171
SHBD4673V

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Synthesis of acylsilanes from morpholine amides. Synthesis of 1-(dimethyl(phenyl)silyl)propan-1-one
Lettan II RB, et al.
Organic Syntheses, 84, 22-22 (2007)
Factors influencing the rate of formation of nitrosomorpholine from morpholine and nitrite: acceleration by thiocyanate and other anions.
T Y Fan et al.
Journal of agricultural and food chemistry, 21(2), 237-240 (1973-03-01)
Preparation of (S)-3,3'-bis-morpholinomethyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol
MTurlington M and Pu L
Organic Syntheses, 87, 59-59 (2010)
Copper-catalyzed electrophilic amination of diorganozinc reagents: 4-phenylmorpholine
Berman AM and Johnson JS
Organic Syntheses, 83, 31-31 (2006)
First telomerisation of piperylene with morpholine using palladium-carbene catalysts.
Neubert P, et al.
Catalysis Communications, 77, 70-74 (2016)
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