1,3-Bis(3-(dimethylamino)propyl)urea

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1,3-Bis(3-(dimethylamino)propyl)urea
1,3-Bis(3-(dimethylamino)propyl)urea.svg
Names
IUPAC name
1,3-Bis[3-(dimethylamino)propyl]urea
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.052.584 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 257-861-2
PubChem CID
UNII
  • InChI=1S/C11H26N4O/c1-14(2)9-5-7-12-11(16)13-8-6-10-15(3)4/h5-10H2,1-4H3,(H2,12,13,16)
    Key: FCQPNTOQFPJCMF-UHFFFAOYSA-N
  • CN(C)CCCNC(=O)NCCCN(C)C
Properties
C11H26N4O
Molar mass 230.356 g·mol−1
Hazards
GHS labelling:
GHS-pictogram-acid.svg GHS-pictogram-exclam.svg
Danger
H318, H412
P261, P264, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P332+P317, P333+P317, P337+P317, P362+P364, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,3-Bis(3-(dimethylamino)propyl)urea is an aliphatic organic chemical principally used as a curing agent in epoxy chemistry and a blowing agent in the polyurethane foam industry. It has the formula C11H26N4O. It is on TSCA and also on EINECS and thus by definition, REACH registered with a number of 257-861-2. [1] The CAS number is 52338-87-1. [2]

Uses

As the material has tertiary amine functionality, it finds use as a catalyst for polyurethane foam production. [3] [4] The molecule has two secondary amines and thus can be used to cure epoxy resin based materials. [5] Other uses include as a propellant and also blowing agents. The amine functionality allows it to be used as an intermediate to synthesize other compounds. [6] [7]

References

  1. "Registration Dossier - ECHA". echa.europa.eu. Retrieved 2025-01-16.
  2. PubChem. "1,3-Bis[3-(dimethylamino)propyl]urea". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-01-17.
  3. "Low-density polyurethane foams and use thereof in shoe soles - Patent EP-2195363-B1 - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-01-16.
  4. "Polyurethane catalyst compositions for improving rigid foam performance - Patent US-6114403-A - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-01-16.
  5. "Epoxy curing agent comprising a metaxylylenediamine-epichlorohydrin adduct - Patent US-5798398-A - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-01-16.
  6. Qiao, Jinli (2016-04-01). "Synthesis and Conductivity of Directly Cross-Linked Poly(vinyl alcohol)/ Bis (2 chloroethyl) Ether-1,3-Bis[3-(Dimethylamino) Propyl]Urea Copolymer Composite" . ECS Meeting Abstracts. MA2016-01 (1): 178. doi:10.1149/MA2016-01/1/178. ISSN   2151-2043.
  7. Porta, Francesca; Rossi, Michele (2003-09-15). "Gold nanostructured materials for the selective liquid phase catalytic oxidation" . Journal of Molecular Catalysis A: Chemical. In honour of Prof. R. Ugo on the occasion of his 65th. Birthday. 204–205: 553–559. doi:10.1016/S1381-1169(03)00338-8. ISSN   1381-1169.