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4-(2-Aminoethyl)morpholine

CAS No.
2038-03-1
Chemical Name:
4-(2-Aminoethyl)morpholine
Synonyms
2-morpholinoethan-1-amine;4-MORPHOLINEETHANAMINE;Morpholinoethylamine;2-morpholin-4-ylethanamine;2-(4-Morpholinyl)ethanamine;2-(4-Morpholinyl)ethylamine;Morpholine, 4-(2-aminoethyl)-;RARECHEM AL BW 0412;LM11A 31 Impurity 1;2-Morpholinoethylami
CBNumber:
CB4409865
Molecular Formula:
C6H14N2O
Molecular Weight:
130.19
MDL Number:
MFCD00006182
MOL File:
2038-03-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 02:38:46

4-(2-Aminoethyl)morpholine Properties

Melting point 24 °C
Boiling point 205 °C(lit.)
Density 0.992 g/mL at 25 °C(lit.)
refractive index n20/D 1.476(lit.)
Flash point 347 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Chloroform, Methanol
form Liquid After Melting
pka pK1: 4.06(+2);pK2: 9.15(+1) (25°C)
color Clear colorless to pale yellow
Water Solubility soluble
Sensitive Air Sensitive
BRN 104378
Stability Air Sensitive
InChI 1S/C6H14N2O/c7-1-2-8-3-5-9-6-4-8/h1-7H2
InChIKey RWIVICVCHVMHMU-UHFFFAOYSA-N
SMILES NCCN1CCOCC1
CAS DataBase Reference 2038-03-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII T92F2H779P
NIST Chemistry Reference 4-Morpholineethanamine(2038-03-1)
EPA Substance Registry System 4-Morpholineethanamine (2038-03-1)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H314-H317
Precautionary statements  P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
PPE Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  C,T
Risk Statements  22-34-43-24-40-23/24/25
Safety Statements  26-36/37/39-45-22
RIDADR  UN 2735 8/PG 2
WGK Germany  2
RTECS  QD7350000
Hazard Note  Toxic
TSCA  TSCA listed
HazardClass  8
PackingGroup  III
HS Code  29349990
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Acute Tox. 4 Oral
Skin Corr. 1B
Skin Sens. 1
Toxicity guinea pig,LD50,skin,300uL/kg (0.3mL/kg),Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.
REACH Registrations Active
NFPA 704
2
0

4-(2-Aminoethyl)morpholine price More Price(76)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A55004 4-(2-Aminoethyl)morpholine 99% 2038-03-1 5G $59.8 2026-04-30 Buy
Sigma-Aldrich A55004 4-(2-Aminoethyl)morpholine 99% 2038-03-1 25G $94 2026-04-30 Buy
Sigma-Aldrich A55004 4-(2-Aminoethyl)morpholine 99% 2038-03-1 100G $210 2026-04-30 Buy
TCI Chemical A0883 4-(2-Aminoethyl)morpholine >98.0%(GC)(T) 2038-03-1 25g $34 2026-04-30 Buy
TCI Chemical A0883 4-(2-Aminoethyl)morpholine >98.0%(GC)(T) 2038-03-1 100g $93 2026-04-30 Buy
Product number Packaging Price Buy
A55004 5G $59.8 Buy
A55004 25G $94 Buy
A55004 100G $210 Buy
A0883 25g $34 Buy
A0883 100g $93 Buy

4-(2-Aminoethyl)morpholine Chemical Properties, Uses, Production

Chemical Properties

clear colorless to pale yellow liq. after melting

Uses

4-(2-Aminoethyl)morpholine is used as a ligand and reacts with nickel(II) nitrite to form trans-bis[4-(2-aminoethyl)morpholine]dinitronickel(II).

Uses

4-(2-Aminoethyl)morpholine is widely used in biomedical applications as this moiety serves as an important lysosome-targeting group. Some of its applications include:

  • Synthesis of the lysosome-targetable fluorescent probe for hydrogen sulfide imaging in living cells.
  • Synthesis of 1,8-naphthalimide conjugated Troger′s bases as deoxyribonucleic acid (DNA) targeting fluorescent probe.
  • Synthesis of intramolecular charge transfer-photoinduced electron transfer-fluorescence resonance energy transfer (ICT-PET-FRET) fluorescent probe for monitoring pH changes in living cells.
  • It is also used as a precursor to synthesize a variety of antimicrobial agents.

Definition

ChEBI: 4-2-Aminoethyl-morpholine is a member of morpholines.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 34, p. 1805, 1991 DOI: 10.1021/jm00110a008

Synthesis

MORPHOLINOACETONITRILE

5807-02-3

4-(2-Aminoethyl)morpholine

2038-03-1

General procedure for the synthesis of N-(2-aminoethyl)morpholine from 2-morpholinoacetonitrile: LiAlH4 (3.19 g, 84 mmol) was added to anhydrous THF (35 mL) in a single step under ice bath conditions. The reaction mixture was stirred at 0 °C for 20 min, followed by the dropwise addition of 2-morpholino-substituted acetonitrile (3.50 g, 28 mmol) to a solution of anhydrous THF (10 mL). After the dropwise addition, the reaction mixture was heated to reflux for 3 hours. After completion of the reaction, the mixture was cooled to 0 °C and water (20 mL) was slowly added to quench the reaction. After filtration to remove insoluble material, the filtrate was concentrated in vacuum to give N-(2-aminoethyl)morpholine as a yellow oil (2.62 g, 72% yield).

References

[1] Patent: WO2014/12360, 2014, A1. Location in patent: Paragraph 00363
[2] Patent: US2015/87639, 2015, A1. Location in patent: Paragraph 0650
[3] Patent: TWI607995, 2017, B. Location in patent: Page/Page column 146
[4] Bulletin de la Societe Chimique de France, 1955, p. 218
[5] Patent: CN108658937, 2018, A. Location in patent: Paragraph 0151; 0152; 0231; 0232

Global Suppliers ( 260)
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Yangzhou Prince Chemical Co., Ltd 0514-84248359 13328140016;15052570758;15949050037 sales@princechem.com China 99 58
Yangzhou Princechem Co.,Ltd 18921928333 david@princechem.com China 498 58
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Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61

View Latest Price from 4-(2-Aminoethyl)morpholine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-(2-Aminoethyl)morpholine pictures 2019-07-06 4-(2-Aminoethyl)morpholine
2038-03-1
$1.00 1kg 98% 100KG Career Henan Chemical Co
LABOTEST-BB LT02100621 4-(2-AMINOETHYL)MORPHOLINE 2-MORPHOLINOETHYLAMINE 2-MORPHOLIN-4-YL-ETHYLAMINE 2-(4-MORPHOLINO)ETHYLAMINE 4-Morpholineethaneamine 2-(4-MORPHOLINO)ETHYLAMINE 97% 4-(2-Aminoethyl)morpholine, 98+% 2-(4-Morpholino)ethylamine, 98+% 2-Morpholinoethylami 4-Morpholineethylamine 4-(2-AMinoethyl)Morpholine, 99% 100GR 4-(2-Aminoethyl)morpholine ,99% Morpholine-4-ethanamine 2-(N-Morpholino)ethylaMine RARECHEM AL BW 0412 N-AMINOETHYL MORPHOLINE N-(2-AMINOETHYL)MORPHOLINE 1-Amino-2-morpholinoethane 2-(4-Morpholinyl)ethanamine 2-(4-Morpholinyl)ethylamine 4-(2-aminoethyl)-morpholin beta-Aminoaethyl-morpholin beta-Morpholinoethylamine Morpholinoethylamine N-(beta-Aminoethyl)morpholine N-2-Aminoethylmorfolin 2-morpholin-4-ylethanamine 4-(2-Aminoethyl)morpholine > LM11A 31 Impurity 1 4-Morpholineethanamine (9CI, ACI) 2-Aminoethyl morpholine 2-morpholinoethan-1-amine 4-MORPHOLINEETHANAMINE Morpholine, 4-(2-aminoethyl)- 2038-03-1 2038-3-1 203-83-1 AMINE Building Blocks Heterocyclic Building Blocks Morpholines Building Blocks Chemical Synthesis Heterocyclic Building Blocks Morpholines/Thiomorpholines Building Blocks Heterocyclic Building Blocks Morpholines