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2-Morpholinoethanol
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Name

2-Morpholinoethanol

 EINECS 210-734-5
CAS No. 622-40-2 Density 1.06 g/cm3
PSA 32.70000 LogP -0.75120
Solubility miscible with water Melting Point -1 °C
Formula C6H13NO2 Boiling Point 224.4 °C at 760 mmHg
Molecular Weight 131.175 Flash Point 99.4 °C
Transport Information N/A Appearance clear colourless to yellow liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 622-40-2 (2-Morpholinoethanol) Hazard Symbols IrritantXi
Synonyms

2-(4-Morpholino)ethylalcohol;2-(4-Morpholinyl)-1-ethanol;2-(4-Morpholinyl)ethanol;4-(2-Hydroxyethyl)morpholine;N-(2-Hydroxyethyl)morpholine;N-(b-Hydroxyethyl)morpholine;NSC1946;b-Morpholinoethanol;N-(2-Hydroxyethyl) Morpholine;4-Morpholineethanol;

Article Data 69

2-Morpholinoethanol Synthetic route

110-91-8

morpholine

107-21-1

ethylene glycol

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With triphenylphosphine; ruthenium trichloride at 120℃; for 2h;100%
110-91-8

morpholine

540-51-2

2-bromoethanol

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
at 80℃; for 72h;85%
With potassium carbonate In acetonitrile for 3h; Reflux;83%
With potassium carbonate In acetonitrile for 3h; Reflux;83%
141-43-5

ethanolamine

111-44-4

3-oxa-1,5-dichloropentane

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 48h; Heating;83%
at 90 - 170℃;
With potassium carbonate at 120℃;
With ethanol; copper
3235-82-3

N-morpholylacetic acid ethyl ester

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 50℃; for 8h;76.6%
110-91-8

morpholine

107-07-3

2-chloro-ethanol

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sodium hydroxide at 40 - 45℃;67%
With acetone
With benzene
75-21-8

oxirane

110-91-8

morpholine

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With water at 0℃;
With methanol
102-71-6

triethanolamine

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sulfuric acid at 160 - 170℃;
With cation exchanger at 160 - 220℃;
With sulfuric acid at 130 - 150℃; for 15h;
637-39-8

triethanolamine hydrochloride

A

110-91-8

morpholine

B

622-40-2

2-(morpholin-4-yl)ethanol

C

1723-94-0

1,2-dimorpholylethane

D

6425-39-4

2,2'-dimorpholinodiethyl ether

Conditions
ConditionsYield
at 190 - 230℃;
637-39-8

triethanolamine hydrochloride

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
at 200 - 205℃; under 40 Torr; anschliessend Erhitzen mit wss.-aethanol. KOH;
at 200 - 205℃; under 40 Torr;
at 280℃; under 7 Torr; anschliessend Erhitzen mit wss.-aethanol. KOH;
111-44-4

3-oxa-1,5-dichloropentane

622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With ammonium hydroxide at 65 - 80℃; under 2206.5 - 3677.5 Torr; anschliessend Behandeln mit wss. NaOH;

2-Morpholinoethanol Chemical Properties

IUPAC Name: 2-Morpholin-4-ylethanol
Molecular Formula: C6H13NO2
Molecular Weight: 131.17 g/mol
Molecular structure of 4-Morpholineethanol (CAS NO.622-40-2):

EINECS: 210-734-5
Melting Point: -1 °C 
Boiling Point: 227 °C at 757 mm Hg(lit.)
Density: 1.083 g/mL at 25 °C(lit.)
Refractive Index:  n20/D 1.476(lit.)
Flash Point: 211 °F
Water Solubility: miscible 
Molar Refractivity: 34.48 cm3
Molar Volume: 123.6 cm3
XLogP3-AA: -0.8
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Exact Mass: 131.094629
MonoIsotopic Mass: 131.094629
Topological Polar Surface Area: 32.7
Heavy Atom Count: 9 
Canonical SMILES: C1COCCN1CCO
InChI: InChI=1S/C6H13NO2/c8-4-1-7-2-5-9-6-3-7/h8H,1-6H2
InChIKey: KKFDCBRMNNSAAW-UHFFFAOYSA-N
Classification Code: Mutation data; Skin / Eye Irritant

2-Morpholinoethanol Uses

 4-Morpholineethanol (CAS NO.622-40-2) is commonly used in organic synthesis. It is also a kind of very important chemical pharmaceutical intermediates.

2-Morpholinoethanol Toxicity Data With Reference

1.    

skn-rbt 10 mg/24H open

     JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.
2.    

eye-rbt 20 mg SEV

     AJOPAA    American Journal of Ophthalmology. 29 (1946),1363.
3.    

dns-rat:lvr 5 g/L

     MUREAV    Mutation Research. 136 (1984),153.
4.    

orl-rat LD50:5500 mg/kg

     JACTDZ    Journal of the American College of Toxicology. 1 (1990),16.
5.    

ipr-mus LD50:3600 mg/kg

     CANCAR    Cancer. 2 (1949),1055.
6.    

scu-mus LD50:2650 mg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 109 (1957),108.
7.    

par-mus LDLo:4800 mg/kg

     CBCCT*    “Summary Tables of Biological Tests” National Research Council Chemical-Biological Coordination Center. 7 (1955),691.
8.    

skn-gpg LD50:2500 mg/kg

     JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.

2-Morpholinoethanol Consensus Reports

Reported in EPA TSCA Inventory.

2-Morpholinoethanol Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: QE3510000
F: 10-23
HS Code: 29349990
Moderately toxic by skin contact, subcutaneous, and intraperitoneal routes. Mildly toxic by ingestion and parenteral routes. Mutation data reported. A skin and severe eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.

2-Morpholinoethanol Specification

 4-Morpholineethanol (CAS NO.622-40-2) is also named as 2-(4-Morpholinyl)ethanol ; 2-Morpholinoethanol ; 4-(2-Hydroxyethyl)morpholine ; 4-27-00-00056 (Beilstein Handbook Reference) ; AI3-03872 ; BRN 0104375 ; Ethanol, 2-(morpholinyl)- ; Ethanol, 2-morpholino- ; Hydroxyethylmorpholine ; Morpholine ethanol ; Morpholineethanol ; N-(2-Hydroxyethyl)morfolin ; N-(2-Hydroxyethyl)morfolin [Czech] ; N-(2-Hydroxyethyl)morpholine ; N-beta-Hydroxyethylmorpholine ; NSC 1946 ; beta-Morpholinoethanol ; beta-Oxyaethyl-morpholin ; beta-Oxyaethyl-morpholin [German] ; beta-Oxyaethyl-morpholin [German] . 4-Morpholineethanol (CAS NO.622-40-2) is clear colourless to yellow liquid.

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