N-(3-Aminopropyl)morpholine

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CAS:123-00-2
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  • N-(3-Aminopropyl)morpholine
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  • 2025-09-25
  • CAS:123-00-2
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  • Purity: 99%
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N-(3-Aminopropyl)morpholine Basic information
Product Name:N-(3-Aminopropyl)morpholine
Synonyms:Aminopropylmorpholine;gamma-Morpholinopropylamine;Morpholine, 4-(3-aminopropyl)-;Morpholine, 4-aminopropyl-;Morpholine, N-aminopropyl-;N-(3-Aminopropyl)morfolin;NAPM;N-AMINOPROPYL-MORPHLINE
CAS:123-00-2
MF:C7H16N2O
MW:144.21
EINECS:204-590-2
Product Categories:Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Morpholines/Thiomorpholines
Mol File:123-00-2.mol
N-(3-Aminopropyl)morpholine Structure
N-(3-Aminopropyl)morpholine Chemical Properties
Melting point −15 °C(lit.)
Boiling point 224 °C(lit.)
density 0.987 g/mL at 25 °C(lit.)
vapor density 4.97
vapor pressure 11.5Pa at 20℃
refractive index n20/D 1.4761(lit.)
Fp 210 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility 1000g/l
pka10.30±0.10(Predicted)
form Liquid
color Colorless to Almost colorless
PH12 (H2O, 20℃)
Water Solubility Soluble
Sensitive Air Sensitive
BRN 105104
InChI1S/C7H16N2O/c8-2-1-3-9-4-6-10-7-5-9/h1-8H2
InChIKeyUIKUBYKUYUSRSM-UHFFFAOYSA-N
SMILESNCCCN1CCOCC1
LogP-1.076 at 20℃ and pH10.81-11.03
Surface tension70.3mN/m at 1g/L and 20℃
Dissociation constant10.08
CAS DataBase Reference123-00-2(CAS DataBase Reference)
NIST Chemistry Reference4-Morpholinepropanamine(123-00-2)
EPA Substance Registry System4-Morpholinepropanamine (123-00-2)
Safety Information
Hazard Codes C,Xi
Risk Statements 21-34-21/22-36/37-R34-R21/22
Safety Statements 26-36/37/39-45-S45-S36/37/39-S26
RIDADR UN 2735 8/PG 2
WGK Germany 2
RTECS QD7700000
10-34
TSCA TSCA listed
HazardClass 8
PackingGroup II
HS Code 29349990
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Corr. 1B
ToxicityLD50 orl-rat: 3560 mg/kg UCDS** 3/25/70
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
N-(3-Aminopropyl)morpholine Usage And Synthesis
Chemical PropertiesClear liquid
UsesFiber synthesis; chemical intermediate.
Uses3-(4-Morpholinyl)propylamine is catalytic agent, petrochemical additive. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.
DefinitionChEBI: A member of the class of morpholines that is morpholine substituted by a 3-aminopropyl group a the N atom.
General DescriptionA colorless liquid with a faint, fishlike odor. Burns, but requires some effort to ignite. Corrosive to tissue. Produces toxic oxides of nitrogen during combustion.
Air & Water ReactionsSoluble in water.
Reactivity ProfileN-(3-Aminopropyl)morpholine behaves as an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
HazardStrongly irritant to tissue.
Health HazardTOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire HazardNon-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.
Safety ProfileA corrosive material. Moderately toxic by several routes. A severe skin and eye irritant. Combustible. Can react with oxidizing materials. To fight fire, use alcohol foam, dry chemical. When heated to decomposition it emits toxic fumes of NOx,.
Synthesis
3-(4-MORPHOLINO)PROPIONITRILE

4542-47-6

Morpholine

110-91-8

N-(3-Aminopropyl)morpholine

123-00-2

The general procedure for the synthesis of morpholine and 3-(4-morpholinyl)-1-propanamine from 3-(4-morpholinyl)propanenitrile was as follows: sodium borohydride (0.6 g, 0.016 mol), 15 mL of tert-butanol, anhydrous nickel(II) chloride (1.0 g, 0.008 mol), and 3-(4-morpholinyl)propanenitrile (14 g, 0.1 mol) were added to the reaction system. The reaction was carried out at 70 °C for 8 hours. Upon completion of the reaction, morpholine (product 1) was obtained in 22 wt%. The results of mass spectral analysis were as follows: m/e (relative intensity, %): 88.8 (2) [M + 2], 87.9 (59) [M + 1], 86.8 (67) [M], 86.0 (100), 56.9 (86), 55.9 (98), 41.9 (28). Also, 3-N-morpholino-1-aminopropane (product 2) was obtained at 59 wt%. The results of mass spectrometry analysis were as follows: m/e (relative intensity, %): 145.0 (5) [M + 1], 128.0 (1.5), 126.8 (7), 113.0 (32), 101.0 (11), 100.0 (100), 86.0 (7), 72.0 (10), 70.0 (30), 57.0 (11), 56.0 (35 ), 42.0 (30).

References[1] Russian Journal of General Chemistry, 2016, vol. 86, # 2, p. 273 - 280
[2] Zh. Obshch. Khim., 2016, vol. 86, # 2, p. 245 - 252,8
Tag:N-(3-Aminopropyl)morpholine(123-00-2) Related Product Information
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