4-(2-Aminoethyl)morpholine
- Product Name
- 4-(2-Aminoethyl)morpholine
- CAS No.
- 2038-03-1
- Chemical Name
- 4-(2-Aminoethyl)morpholine
- Synonyms
- 2-morpholinoethan-1-amine;Morpholinoethylamine;4-MORPHOLINEETHANAMINE;2-morpholin-4-ylethanamine;2-(4-Morpholinyl)ethanamine;2-(4-Morpholinyl)ethylamine;RARECHEM AL BW 0412;LM11A 31 Impurity 1;2-Morpholinoethylami;2-MORPHOLINOETHYLAMINE
- CBNumber
- CB4409865
- Molecular Formula
- C6H14N2O
- Formula Weight
- 130.19
- MOL File
- 2038-03-1.mol
4-(2-Aminoethyl)morpholine Property
- 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
- InChIKey
- RWIVICVCHVMHMU-UHFFFAOYSA-N
- CAS DataBase Reference
- 2038-03-1(CAS DataBase Reference)
- NIST Chemistry Reference
- 4-Morpholineethanamine(2038-03-1)
- EPA Substance Registry System
- 4-Morpholineethanamine (2038-03-1)
Safety
- 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
- Yes
- HazardClass
- 8
- PackingGroup
- III
- HS Code
- 29349990
- Toxicity
- guinea pig,LD50,skin,300uL/kg (0.3mL/kg),Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H314Causes severe skin burns and eye damage
H317May cause an allergic skin reaction
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A55004
- Product name
- 4-(2-Aminoethyl)morpholine
- Purity
- 99%
- Packaging
- 5G
- Price
- $56.2
- Updated
- 2025/07/31
- Product number
- A55004
- Product name
- 4-(2-Aminoethyl)morpholine
- Purity
- 99%
- Packaging
- 25G
- Price
- $88.3
- Updated
- 2025/07/31
- Product number
- A55004
- Product name
- 4-(2-Aminoethyl)morpholine
- Purity
- 99%
- Packaging
- 100G
- Price
- $197
- Updated
- 2025/07/31
- Product number
- A0883
- Product name
- 4-(2-Aminoethyl)morpholine
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $34
- Updated
- 2025/07/31
- Product number
- A0883
- Product name
- 4-(2-Aminoethyl)morpholine
- Purity
- >98.0%(GC)(T)
- Packaging
- 100g
- Price
- $93
- Updated
- 2025/07/31
4-(2-Aminoethyl)morpholine Chemical Properties,Usage,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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View Lastest Price from 4-(2-Aminoethyl)morpholine manufacturers
- Product
- 4-(2-Aminoethyl)morpholine 2038-03-1
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-22