Bis[2-(N,N-dimethylamino)ethyl] ether
Product Information
Molecular Formula
C8H20N2O
Molecular Weight
160.26
Description
Bis[2-(N,N-dimethylamino)ethyl] ether (CAS# 3033-62-3) is used in the manufacturing of flexible polyurethane foams.
Synonyms
2-[2-(dimethylamino)ethoxy]-N,N-dimethylethanamine
IUPAC Name
2-[2-(dimethylamino)ethoxy]-N,N-dimethylethanamine
SMILES
CN(C)CCOCCN(C)C
InChI
InChI=1S/C8H20N2O/c1-9(2)5-7-11-8-6-10(3)4/h5-8H2,1-4H3
InChI Key
GTEXIOINCJRBIO-UHFFFAOYSA-N
Boiling Point
189 °C / 760 mmHg
Flash Point
151 °F
Purity
98 %
Density
0.85 g/cm3
Solubility
Water : Soluble
Appearance
A clear or yellow liquid. bp: 188°c. toxic by inhalation, by skin absorption, ingestion, and eye contact.
Application
A component (5%) of NIAX Catalyst ESN, along with dimethylaminopropionitrile (95%); used in the past as a catalyst in the manufacture of flexible polyurethane foams.
Refractive Index
1.4300
LogP
0.12620
Vapor Pressure
0.748 mm Hg at 25 °C (est)
Henry's Law Constant
1.2X10-10 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits toxic fumes of /nitrogen oxides
Dissociation Constants
pKa1 = 8.14 (amine); pKa2 = 9.21 (amine) (est)
Safety Information
Hazards
H226:
Flammable liquid and vapour.
H302:
Harmful if swallowed.
H311:
Toxic in contact with skin.
H314:
Causes severe skin burns and eye damage.
H330:
Fatal if inhaled.
Flammable liquid and vapour.
H302:
Harmful if swallowed.
H311:
Toxic in contact with skin.
H314:
Causes severe skin burns and eye damage.
H330:
Fatal if inhaled.
Precautionary Statement
P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501
Signal Word
Danger
Computed Properties
XLogP3
0.2
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
6
Exact Mass
160.157563266 g/mol
Monoisotopic Mass
160.157563266 g/mol
Topological Polar Surface Area
15.7Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
74.2
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114133906-A | Adhesive for bonding prefabricated rubber track | 2021-12-31 |
| CN-114149545-A | Aqueous epoxy resin emulsion, its preparation method and application | 2021-12-31 |
| CN-114133614-A | Preparation method of reticulated polyurethane foam plastic | 2021-12-27 |
| CN-114164682-A | Preparation method of solvent-free polyurethane synthetic leather and product thereof | 2021-12-14 |
| CN-114181356-A | Photosensitive resin and application thereof and preparation method of dental retainer | 2021-12-09 |
| CN-114181367-A | Polyurethane polishing pad with uniform foam holes and preparation method thereof | 2021-12-08 |
| CN-114045023-A | Polyurethane resin containing biomass filling material and preparation and application thereof | 2021-11-18 |
| CN-113980569-A | Traffic pavement modified marking paint and preparation method thereof | 2021-11-15 |
| CN-113956422-A | Silane modified acrylate polymer, preparation method and application thereof, acrylate polymer coating and application thereof | 2021-11-12 |
| CN-114057981-A | Polyurethane rigid foam and combined polyether used by same | 2021-11-09 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20920413 | 2010-09-01 | Patch-testing with plastics and glues series allergens | Dermatitis : contact, atopic, occupational, drug |
| 20544755 | 2010-07-19 | AlCl3 and BDMAEE: a pair of potent reactive regulators of aryl Grignard reagents and highly catalytic asymmetric arylation of aldehydes | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 19908888 | 2009-12-17 | Highly catalytic asymmetric addition of deactivated alkyl grignard reagents to aldehydes | Organic letters |
| 16805572 | 2006-07-06 | Mild iodine-magnesium exchange of iodoaromatics bearing a pyrimidine ring with isopropylmagnesium chloride | Organic letters |
| 16408901 | 2006-01-19 | Noncryogenic I/Br-Mg exchange of aromatic halides bearing sensitive functional groups using i-PrMgCl-bis[2-(N,N-dimethylamino)ethyl] ether complexes | Organic letters |
| 16320999 | 2005-12-08 | Addition of grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones | Organic letters |
| 15856527 | 2005-05-01 | Bis[2-(dimethylamino)ethyl]ether(CH3)2NCH2CH2OCH2CH2N(CH3)2 | Journal of applied toxicology : JAT |
| 14749029 | 2003-06-01 | Common shoe allergens undetected by commercial patch-testing kits: dithiodimorpholine and isocyanates | American journal of contact dermatitis : official journal of the American Contact Dermatitis Society |
