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
| Melting point | 24 °C |
|---|---|
| Boiling point | 205 °C(lit.) |
| Density | 0.992 g/mL at 25 °C(lit.) |
| refractive index |
n |
| 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) | ![]() ![]() 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 |
|
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 |
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
5807-02-3
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
4-(2-Aminoethyl)morpholine Preparation Products And Raw materials
Raw materials
Preparation Products
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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| 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 |
| Creasyn Finechem(Tianjin) Co., Ltd. | 022-83946278 13820372920 | sales@creasyn.com | China | 968 | 68 |
| Shanghai Boyle Chemical Co., Ltd. | 021-50182298 021-50180596 | sales@boylechem.com | China | 2202 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| 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 | |
|---|---|---|---|---|---|---|---|---|
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2019-07-06 | 4-(2-Aminoethyl)morpholine
2038-03-1
|
$1.00 | 1kg | 98% | 100KG | Career Henan Chemical Co |
-

- 4-(2-Aminoethyl)morpholine
2038-03-1
- $1.00
- 98%
- Career Henan Chemical Co
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