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4-(2-Aminoethyl)morpholine

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Name

4-(2-Aminoethyl)morpholine

EINECS 218-011-6
CAS No. 2038-03-1 Density 1.002 g/cm3
PSA 38.49000 LogP -0.08450
Solubility soluble in water Melting Point 24 °C
Formula C6H14N2O Boiling Point 202.6 °C at 760 mmHg
Molecular Weight 130.19 Flash Point 76.3 °C
Transport Information UN 2735 8/PG 2 Appearance clear colorless to pale yellow liq. after melting
Safety 26-36/37/39-45-22 Risk Codes 22-34-43-24-40-23/24/25
Molecular Structure Molecular Structure of 2038-03-1 (4-(2-Aminoethyl)morpholine) Hazard Symbols CorrosiveC, ToxicT
Synonyms

Morpholine,4-(2-aminoethyl)- (6CI,7CI,8CI);1-(2-Aminoethyl)morpholine;1-Amino-2-morpholinoethane;2-(4-Morpholino)ethylamine;2-(4-Morpholinyl)ethanamine;2-(4-Morpholinyl)ethylamine;2-(Morpholin-4-yl)ethaneamine;2-Morpholino-1-ethanamine;2-Morpholinoethaneamine;2-Morpholinoethylamine;4-Morpholineethanamine;4-Aminoethylmorpholine;N-(2-Aminoethyl)morpholine;N-(b-Aminoethyl)morpholine;[2-(Morpholin-4-yl)ethyl]amine;b-Morpholinoethylamine;

Article Data 59

4-(2-Aminoethyl)morpholine Synthetic route

6820-90-2

2-(2-morpholin-4-ylethyl)-1H-isoindole-1,3(2H)-dione

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 24h; Reflux;95%
With hydrazine hydrate In ethanol at 20℃; Reflux;95%
With hydrogenchloride
With hydrazine hydrate In ethanol Reflux;
With hydrazine hydrate In ethanol for 18h; Reflux;
107-15-3

ethylenediamine

111-44-4

3-oxa-1,5-dichloropentane

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 24h; Heating;95%

4-(2-benzyloxycarbonylaminoethyl)-N-morpholine

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20 - 25℃; for 5h; Large scale;91.3%
59737-33-6

3-(morpholin-4-yl)propionic acid hydrazide

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With trifluoroacetic acid; sodium nitrite In water at 0 - 80℃; Curtius rearrangement;87%
660395-39-1

4-(2-azido-ethyl)-morpholine

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 30℃; for 18h; Inert atmosphere;77%
5807-02-3

4-morpholinoacetonitrile

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 3.33333h;72%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Reflux;72%
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Reflux;72%
With ethanol; sodium; toluene
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Reflux;
151-56-4

ethyleneimine

110-91-8

morpholine

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With ethanol; sulfuric acid
With ethanol; sulfuric acid
110-91-8

morpholine

689-98-5

chloroethylamine

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

3240-94-6

N-(2-chlorethyl)morpholine

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With ammonium hydroxide
Multi-step reaction with 2 steps
1: toluene
2: aqueous HCl
View Scheme
5807-02-3

4-morpholinoacetonitrile

A

2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

B

200623-49-0

bis(2-morpholinylethyl)amine

Conditions
ConditionsYield
With methanol; nickel at 50℃; under 88260.9 Torr; Hydrogenation;
With ammonia; nickel Hydrogenation;
With ammonia; cobalt at 90℃; under 180 Torr; Hydrogenation;

4-(2-Aminoethyl)morpholine Chemical Properties

Molecular Formula: C6H14N2O
Molar mass: 130.19 g/mol
EINECS: 218-011-6
Density: 1.002 g/cm3
Flash Point: 76.3 °C
Index of Refraction: 1.473
Melting point: 24 °C
Water solubility: Soluble
Boiling Point: 202.6 °C at 760 mmHg
Vapour Pressure: 0.289 mmHg at 25°C
Appearance: Clear colorless to pale yellow liq. after melting
Product categories: Heterocyclic Building Blocks;Morpholines
Structure of 4-(2-Aminoethyl)morpholine (2038-03-1):
           
XLogP3-AA: -1.1
H-Bond Donor: 1
H-Bond Acceptor: 3
IUPAC Name: 2-Morpholin-4-ylethanamine
Canonical SMILES: C1COCCN1CCN
InChI: InChI=1S/C6H14N2O/c7-1-2-8-3-5-9-6-4-8/h1-7H2
InChIKey: RWIVICVCHVMHMU-UHFFFAOYSA-N

4-(2-Aminoethyl)morpholine Toxicity Data With Reference

1.    

skn-rbt 10 mg/24H open

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
2.    

eye-rbt 50 µg/24H SEV

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,888.
3.    

orl-rat LD50:3000 mg/kg

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
4.    

scu-mus LD50:2145 mg/kg

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
5.    

skn-gpg LD50:300 mg/kg

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 26 (1944),269.

Carcinogenicity of 4-(2-Aminoethyl)morpholine (2038-03-1) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.You can see actual entry in RTECS for complete information.

4-(2-Aminoethyl)morpholine Consensus Reports

Reported in EPA TSCA Inventory.

4-(2-Aminoethyl)morpholine Safety Profile

Poison by skin contact. Moderately toxic by ingestion and subcutaneous routes. A skin and severe eye irritant. Moderately flammable when exposed to heat, flame, or oxidizing materials. To fight fire, use alcohol foam, dry chemical. When heated to decomposition it emits toxic fumes of NOx.
 

Hazard Note: Toxic
Hazard Codes: C,T
Risk Statements:
22:  Harmful if swallowed
23:  Toxic by inhalation
24:  Toxic in contact with skin
25:  Toxic if swallowed
34:  Causes burns
43:  May cause sensitization by skin contact
Safety Statements:
22:  Do not breathe dust
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

4-(2-Aminoethyl)morpholine Specification

 4-(2-Aminoethyl)morpholine (2038-03-1) also can be called 2-(Morpholin-4-yl)ethanamin ; 4-Morpholineethanamine ; N-Aminoethylmorpholine ; 2-(morpholin-4-yl)ethanamine .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen.And as soon as to get medical aid. Then you have the ingesting of the product : Do not induce vomiting and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, 4-(2-Aminoethyl)morpholine (2038-03-1) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents,acids, acid chlorides, acid anhydrides,and you must not take it with incompatible materials,moisture. And also prevent it to broken down into hazardous decomposition products: oxides of nitrogen,carbon monoxide.

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