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3-Chloropropylamine hydrochloride

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3-Chloropropylamine hydrochloride Basic information

Product Name:
3-Chloropropylamine hydrochloride
Synonyms:
  • 3-AMINOPROPYL CHLORIDE HYDROCHLORIDE
  • 3-CHLORPROPYLAMINE HYDROCHLORIDE
  • 3-CHLOROPROPYLAMINE HCL
  • 3-CHLOROPROPYLAMINE HYDROCHLORIDE
  • 3-chloropropylammonium chloride
  • 1-amino-3-chloropropane hydrochloride
  • 1-Propanamine, 3-chloro-, hydrochloride
  • 3-Chloropropylaminehydrocloride
CAS:
6276-54-6
MF:
C3H9Cl2N
MW:
130.02
EINECS:
228-474-6
Product Categories:
  • omega-Functional Alkanols, Carboxylic Acids, Amines & Halides
  • omega-Haloalkylamines
  • bc0001
Mol File:
6276-54-6.mol
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3-Chloropropylamine hydrochloride Chemical Properties

Melting point:
145-150 °C(lit.)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Crystalline Powder or Chunks
color 
Off-white to yellow-beige
BRN 
3667451
InChI
InChI=1S/C3H8ClN.ClH/c4-2-1-3-5;/h1-3,5H2;1H
InChIKey
IHPRVZKJZGXTBQ-UHFFFAOYSA-N
SMILES
C(CCl)CN.Cl
CAS DataBase Reference
6276-54-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37-36-37/39
WGK Germany 
3
HS Code 
29211980

MSDS

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3-Chloropropylamine hydrochloride Usage And Synthesis

Chemical Properties

off-white to yellow-beige crystalline

Uses

3-Chloropropylamine hydrochloride was used in chemical treatment of carbon-enriched fly ash concentrates. It was used in the synthesis of linear, star and comb-like polyacrylamides by atomic transfer radical polymerization. It was used in the synthesis of halogen-functionalized aliphatic polyketones (macroinitiators).

Synthesis

156-87-6

6276-54-6

General procedure for the synthesis of 3-chloropropylamine hydrochloride from 3-amino-1-propanol: An anhydrous chloroform (30 mL) solution of thionyl chloride (8.68 g, 1.32 mmol) was slowly added dropwise to 3-amino-1-propanol (4.49 g, 59.19 mmol) at 0-10°C. The reaction mixture was heated to room temperature and refluxed for 3 hours. The reaction mixture was gradually warmed to room temperature and then heated to reflux for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and the precipitate was collected by filtration to afford the target product 3-chloropropylamine hydrochloride (7.07 g, 55.15 mmol, 93% yield) as a green solid. Electrospray mass spectrometry (ESMS) showed m/z 94 ([M+H]+).

References

[1] Patent: WO2014/18571, 2014, A2. Location in patent: Paragraph 00463
[2] Patent: WO2014/18570, 2014, A1. Location in patent: Paragraph 00261
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 19, p. 5413 - 5417
[4] Angew. Chem., 2018, vol. 130, p. 5511 - 5515,5

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