ChemicalBook CAS DataBase List 2038-03-1

2038-03-1

Name	4-(2-Aminoethyl)morpholine
CAS	2038-03-1
EINECS(EC#)	218-011-6
Molecular Formula	C6H14N2O
MDL Number	MFCD00006182
Molecular Weight	130.19
MOL File	2038-03-1.mol

Synonyms

2-(4-MORPHOLINO)ETHYLAMINE 2-MORPHOLIN-4-YL-ETHYLAMINE 2-MORPHOLINOETHYLAMINE 4-(2-AMINOETHYL)MORPHOLINE 4-MORPHOLINEETHANAMINE LABOTEST-BB LT02100621 N-(2-AMINOETHYL)MORPHOLINE N-AMINOETHYL MORPHOLINE RARECHEM AL BW 0412 1-Amino-2-morpholinoethane 2-(4-Morpholinyl)ethanamine 2-(4-Morpholinyl)ethylamine 4-(2-aminoethyl)-morpholin beta-Aminoaethyl-morpholin beta-Morpholinoethylamine Morpholine, 4-(2-aminoethyl)- Morpholinoethylamine N-(beta-Aminoethyl)morpholine N-2-Aminoethylmorfolin 4-Morpholineethaneamine

Chemical Properties

Appearance	clear colorless to pale yellow liq. after melting
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.)
Fp	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)
NIST Chemistry Reference	4-Morpholineethanamine(2038-03-1)
EPA Substance Registry System	2038-03-1(EPA Substance)

Safety Data

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
Hazard Codes	C,T
Risk Statements	R22:Harmful if swallowed. R34:Causes burns. R43:May cause sensitization by skin contact. R24:Toxic in contact with skin. R40:Limited evidence of a carcinogenic effect. R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S22:Do not breathe dust . less more
RIDADR	UN 2735 8/PG 2
WGK Germany	2
RTECS	QD7350000
Hazard Note	Toxic
TSCA	Yes
REACH Registrations	Active
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. less more

Hazard Information

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).

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

Material Safety Data Sheet(MSDS)

Spectrum Detail

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