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Dimorpholinodiethyl ether

HCID 80900
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
6425-39-4
Standard SMILES
C1CN(CCOCCN2CCOCC2)CCO1
InChIKey
ZMSQJSMSLXVTKN-UHFFFAOYSA-N
Molecular formula
C12H24N2O3
Average molar mass
244.33 g/mol
Monoisotopic mass
244.17869263

Names & identifiers

Preferred name
Dimorpholinodiethyl ether
IUPAC
4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine
English name
2,2-Dimorpholinodiethylether
Molecular formula
C12H24N2O3
Molecular weight
244.33

Names & synonyms

6425-39-4Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis-Bis(2-morpholinoethyl) EtherDimorpholinodiethyl ether4,4'-(Oxydiethylene)bis(morpholine)2,2'-Dimorpholinodiethyl etherUNII-5BH27U8GG4Morpholine, 4,4'-(oxydiethylene)di-5BH27U8GG4DTXSID9042170bis(morpholinoethyl) etherEINECS 229-194-7
Show more names
dimorpholineLupragen N106LUPRAGEN(R) N 1062,2-DimorpholinodietLupragen N106 (DMDEE)DimorpholinodiethyletherBis(morpholinoethyl)ether2-dimorpholinodiethylethe
NSC 28749NSC-28749.beta.,.beta.'-Dimorpholinodiethyl ether4,4'-(Oxydi-2,1-ethanediyl)bismorpholine4,4'-(Oxydiethylene)dimorpholineEC 229-194-7DTXCID7022170DI(2-MORPHOLINOETHYL) ETHER

Database identifiers

CAS
6425-39-4
PubChem CID
80900
DTXSID
DTXSID9042170
ChEMBL
CHEMBL3187951
UNII
5BH27U8GG4
EC Number
229-194-7
Nikkaji
J1.649.988I、J207.041C

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
34.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
6
Heavy atoms
17
Formal charge
0
Complexity
172

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
Vapor Pressure5.17 [mmHg]
Physical Description · 2 items

Liquid

Straw yellow viscous liquid; [NTP] Colorless to yellowish liquid with an odor of amines; [BASF MSDS] Fishy odor; [Air Products MSDS]

Collision Cross Section152.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9042170]

Physicochemical properties

Melting point
-28 °C · -28 °C
Boiling point
309 °C · 309 °C (lit.)
Density
1.06 g/mL · 1.06 g/mL at 25 °C (lit.)
vapor pressure
66 Pa · 66Pa at 20℃
refractive index
20 · n20/D 1.484(lit.)
Flash point
295 °F · 295 °F
storage temp.

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 34% (243 of 715) of reports.

Warning

H315 (19.4%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 715 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis-

Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 2,2'-dimorpholinyldiethyl ether (EC: 229-194-7)

Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

JEFFCAT catalysts (including 2,2'-Dimorpholinodiethyl ether) are toxic by ingestion and skin application, may be corrosive to skin and eyes, and may cause skin sensitization; [NTP] No results when searching by CAS # and (dermatitis or allergic); [PubMed] An irritant; Harmful by ingestion; [BASF MSDS] May cause burns; May cause delayed lung injury after inhalation; [Air Products MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (19.4%)

Toxicology

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a blowing agent in the production of flexible, molded, and moisture-cured foams and coatings; Also used in hot melt adhesives; [NTP]

Working with Glues and Adhesives [Category: Other]

U.S. Production2023: 1,000,000 - <5,000,000 lb
Consumer UsesCatalyst
Industry UsesIntermediate
General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis-: ACTIVE

Applications

UsesCatalyst for flexible polyester foams, molded foams, and moisture-cured foams and coatings. Good blowing catalyst that does not cause cross-linking.

General Description4,4′-(Oxydi-2,1-ethanediyl)bismorpholine (DMDEE) is an amine based catalyst that is also known as dimorpholino-diethyl ether. It can act as a catalyst for blowing reactions and facilitates the process of polymeric curing.

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Related reactions

2 records
New reaction record
HRID 751547 reaction equation
HRID 751547As productuspto-grants-2008_07
HRID 1873059 reaction equation
HRID 1873059As productuspto-grants-2000_08

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
2 · 2-8°C
solubility
Chloroform (Slightly), Ethyl Acetate (Slightly)
form
Oil
pka
6.92 · 6.92±0.10(Predicted)
color
Pale Brown to Light Brown
Viscosity
216.6 mm2/s · 216.6mm2/s
Water Solubility
100 g/L · 100g/L at 20℃
Henry's Law Constant
1.8 · 1.8×103 mol/(m3Pa) at 25℃, Nguyen (2013)
InChI
1S/C12H24N2O3/c1-7-15-8-2-13(1)5-11-17-12-6-14-3-9-16-10-4-14/h1-12H2
InChIKey
ZMSQJSMSLXVTKN-UHFFFAOYSA-N
SMILES
C(CN1CCOCC1)OCCN2CCOCC2
LogP
0.5 at · 0.5 at 25℃
CAS DataBase Reference
6425 · 6425-39-4(CAS DataBase Reference)
FDA UNII
5 BH27U8GG4 · 5BH27U8GG4
EPA Substance Registry System
4 · Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis- (6425-39-4)
UNSPSC Code
12162002 · 12162002
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319
Precautionary statements
305 · P305+P351+P338
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xi
Risk Statements
36 · 36
Safety Statements
26 · 26-36
WGK Germany
1 · 1
TSCA
TSCA listed
HS Code
29349990 · 29349990
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
2 · Eye Irrit. 2
REACH Registrations
Active
Adverse EffectsDermatotoxin - Skin burns.

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
hs_code
29349990
risk_code
36
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36
Storage Class
10 - Combustible liquids
Hazard statements
H319
REACH Registrations
Active
Hazard Classifications
Eye Irrit. 2
Precautionary statements
P305+P351+P338