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Edetol

HCID 7615
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Basic information

CAS
102-60-3
Standard SMILES
CC(O)CN(CCN(CC(C)O)CC(C)O)CC(C)O
InChIKey
NSOXQYCFHDMMGV-UHFFFAOYSA-N
Molecular formula
C14H32N2O4
Average molar mass
292.41 g/mol
Monoisotopic mass
292.23620751

Overview

Tetrakis(2-hydroxypropyl)ethylenediamine is an amino alcohol.

Names & identifiers

Preferred name
Edetol
IUPAC
1-[2-[bis(2-hydroxypropyl)amino]ethyl-(2-hydroxypropyl)amino]propan-2-ol
English name
N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine
Molecular formula
C14H32N2O4
Molecular weight
292.41

Names & synonyms

102-60-3EdetolN,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamineNeutrol TEAdeka QuadrolQuadrol L1,1',1'',1'''-(Ethylenedinitrilo)tetra-2-propanol2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis-Edetolum [Latin]EdetolumEdetol [USAN:INN]NSC 369219
Show more names
EDTPQ75QUADROLTETRAHYDROXYPROPYL ETHYLENEDIAMINE(ETHYLENEDINITRILO)TETRA-2-PROPANOLentprolquadrollQuadrol(R)
TETRAKIS(2-HYDROXYPROPYL)ETHYLENEDIAMINEHSDB 5349EINECS 203-041-4Ethylenediamine-N,N,N',N'-tetra-2-propanolUNII-Q4R969U9FRNSC-369219Edetol (USAN)BRN 1781143

Database identifiers

CAS
102-60-3
PubChem CID
7615
DTXSID
DTXSID9026689
ChEMBL
CHEMBL1573178
ChEBI
CHEBI:193592
UNII
Q4R969U9FR
EC Number
203-041-4
Nikkaji
J5.514J

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
87.4 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
11
Heavy atoms
20
Formal charge
0
Complexity
199

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
Cosmetics · 2 items

Chelating

Personal care product

SpringerMaterials PropertiesViscosity
FragrancesFragrance Ingredient (2-Propanol, 1,1',1',1'-(1,2-ethanediyldinitrilo)tetrakis-) -> IFRA transparency List
Density1.03 @25 °C
Color/Form · 2 items

VISCOUS LIQUID

WATER-WHITE LIQUID

SolubilityMISCIBLE WITH WATER; SOL IN METHANOL, ETHANOL, TOLUENE, ETHYLENE GLYCOL, PERCHLOROETHYLENE
Boiling Point · 2 items

190 °C @ 1.0 MM HG

190 °C @760 [mm Hg]

Vapor Pressure0.00000001 [mmHg]
Food Contact Substances

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 15.1% (88 of 582) of reports.

Warning

H315 (10.1%): 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 582 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis-

2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis- 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: 1,1',1'',1'''-ethylenedinitrilotetrapropan-2-ol (EC: 203-041-4)

2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Emergency treatment: Symptomatic drug ingestion; [HSDB] Failure to gain weight is the only adverse effect noted in 3-month feeding study of rats at highest dose tested (approximately 3300 mg/kg); No evidence of mutagenicity, teratogenicity, or developmental/reproductive toxicity; [EPA HPVIS] An irritant; May be harmful if swallowed; May cause allergic skin reaction; [Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (10.1%)

Safety & protection

Chemistry & industry

Uses & manufacturing

Uses · 5 items

Used as a catalyst in manufacturing urethane foams, epoxy resin curing agent, complexing agent, humectant, plasticizer, chelate, surfactant solubilizer, viscosity modifier, and intermediate; Also used as an anti-bloating agent for cattle; [HSDB] Used in piezoelectric crystal detectors; [REPROTOX]

A CROSS-LINKING AGENT & CATALYST IN THE MFR OF URETHANE FOAMS; IN EPOXY RESIN CURING; AS COMPLEXING AGENT; AS HUMECTANT, PLASTICIZER

AS INTERMEDIATE

SURFACTANT SOLUBILIZER; VISCOSITY CONTROL; CHELATION

MEDICATION (VET): ANTIBLOAT AGENT IN CATTLE

U.S. Production2023: 4,000,000 - <5,500,000 lb
Consumer UsesPlasticizer
Industry UsesChelating agent
Methods of ManufacturingBY THE ACTION OF PROPYLENE OXIDE ON ETHYLENEDIAMINE. US PATENT NUMBER 2,697,118 (1954 TO WYANDOTTE).
Household ProductsInformation on 4 consumer products that contain Tetrahydroxypropyl ethylenediamine in the following categories is provided:
Use Classification · 2 items

Fragrance Ingredients

Cosmetics -> Chelating

General Manufacturing Information · 5 items

Transportation Equipment Manufacturing

2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis-: ACTIVE

QUADROL MONOLAURATE SHOWED BLOAT INHIBITING ACTIVITY BUT DID NOT COMPLETELY PREVENT FROTH DEVELOPMENT.

FORMULATIONS CONTAINING QUADROL &/OR ITS SALTS ARE GIVEN FOR A CUTICLE REMOVER, SUNSCREEN, HAIR DRESSING, SHAVING CREAM, SKIN CLEANSER & CREAMS, & SEVERAL TYPES OF SHAMPOOS.

A STABLE AEROSOL SPRAY CONTAINS N,N,N',N'-TETRAKIS(2-HYDROXYPROPYLETHYLENEDIAMINE.

Related reactions

3 records
New reaction record
HRID 126965 reaction equation
HRID 126965As reactantuspto-grants-1981_03
HRID 888734 reaction equation
HRID 888734As reactantuspto-grants-2012_08
HRID 1666039 reaction equation
HRID 1666039As reactantuspto-grants-2011_10

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 2 items

Liquid; Other Solid; Liquid

Colorless liquid; [HSDB] Colorless viscous liquid; [MSDSonline]

Collision Cross Section166.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID9026689]

Physicochemical properties

Melting point
32 °C · 32°C
Boiling point
240 °C/13 · 240 °C/13 hPa
Density
1.03 g/cm · 1.03 g/cm 3 at 20 °C
vapor pressure
1 mm · 1 mm Hg ( 20 °C)
refractive index
1.48 · 1.48
Flash point
211 °C · 211 °C
storage temp.
30 °C · Store below +30°C.
solubility
83.3 mg/mL · DMSO : ≥ 83.3 mg/mL (284.87 mM)
form
clear liquid
pka
14.23 · 14.23±0.20(Predicted)
color
Colorless to Almost colorless
Specific Gravity
1.013 · 1.013
PH
10.4 · 10.4 (10g/l, H2O, 20℃)
Water Solubility
miscible
Merck
14 · 14,3599
BRN
1781143 · 1781143
Cosmetics Ingredients Functions
CHELATING
InChI
1S/C14H32N2O4/c1-11(17)7-15(8-12(2)18)5-6-16(9-13(3)19)10-14(4)20/h11-14,17-20H,5-10H2,1-4H3
InChIKey
NSOXQYCFHDMMGV-UHFFFAOYSA-N
SMILES
CC(O)CN(CCN(CC(C)O)CC(C)O)CC(C)O
LogP
-2.08 at · -2.08 at 25℃
CAS DataBase Reference
102 · 102-60-3(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances
N,N,N',N'-TETRAKIS(2-HYDROXYPROPYL)ETHYLENEDIAMINE
FDA 21 CFR
177.168 · 177.1680
EWG's Food Scores
1 · 1
FDA UNII
4 R969U9FR · Q4R969U9FR
EPA Substance Registry System
N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine (102-60-3)
UNSPSC Code
12352104 · 12352104
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319
Precautionary statements
305 · P305+P351+P338
PPE
Eyeshields, Faceshields, Gloves
Hazard Codes
Xi
Risk Statements
43 · 43-36
Safety Statements
36 · 36/37-37-24-26
WGK Germany
3 · 3
RTECS
5604000 · UB5604000
TSCA
TSCA listed
HS Code
29221980 · 29221980
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
2 · Eye Irrit. 2
Hazardous Substances Data
102 · 102-60-3(Hazardous Substances Data)
REACH Registrations
Active
Storage ConditionsSTORAGE: STORE IN CLOSED CONTAINER TO AVOID MOISTURE PICK UP FROM AIR.
Protective Action Criteria (PAC) · 3 items

8.7 [mg/m3]

95 [mg/m3]

570 [mg/m3]

Safety data

PPE
Eyeshields, Faceshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
UB5604000
hs_code
29221980
risk_code
43-36
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
36/37-37-24-26
Storage Class
10 - Combustible liquids
Hazard statements
H319
REACH Registrations
Active
Hazard Classifications
Eye Irrit. 2
Precautionary statements
P305+P351+P338
Hazardous Substances Data
102-60-3(Hazardous Substances Data)
Applications · 4 items

DescriptionN,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine (also known as Quadrol) is a monomer based on ethylenediamine used in the production of polyurethane coatings, adhesives, cosmetics and personal care products. It acts as a chelating agent due to the presence of four hydroxyl groups and as a cross-linking agent due to its two amino groups. It is widely used as a component of polymers and copolymers, especially those designed for UV crosslinked polyurethane polymers, dendritic aminopolymers, conductive polymers, inks and coatings. In addition, Quadrol is also used to produce resins, as well as in the manufacture of surfactants, plasticisers and other chemical products.

Usessweetener

UsesN,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine is used as a solvent and preservative. A component of the bacteria-killing substance in sugarcane, it is very alkaline and may be irritating to the skin and mucous membranes. It might also cause skin sensitization.

UsesN,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine can be used as cross-linking agent and catalyst in the manufacture of urethan foams; in epoxy resin curing; as complexing agent, humectant, emulsifier, plasticizer.

Upstream & downstream products

Upstream raw materials

Ethylenediamine

Additional notes

DefinitionChEBI: Tetrakis(2-hydroxypropyl)ethylenediamine is an amino alcohol.