Triglycidylglycerol

HCID 25795

Basic information

CAS
13236-02-7
Standard SMILES
C(OCC1CO1)C(COCC1CO1)OCC1CO1
InChIKey
SYEWHONLFGZGLK-UHFFFAOYSA-N
Molecular formula
C12H20O6
Average molar mass
260.28 g/mol
Monoisotopic mass
260.12598836

Overview

structure given in first source

Names & identifiers

Preferred name
Triglycidylglycerol
IUPAC
2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane
English name
Glycerol triglycidyl ether
Molecular formula
C12H20O6
Molecular weight
260.28

Names & synonyms

Glycerol triglycidyl etherTRIGLYCIDYLGLYCEROL1,2,3-Tris(2,3-epoxypropoxy)propaneGlycerine triglycidyl etherOxirane, 2,2',2''-[1,2,3-propanetriyltris(oxymethylene)]tris-UNII-0KVT2Q7Z17Glycerol tris(2,3-epoxypropyl) ether0KVT2Q7Z17HSDB 6089DTXSID00884584Propane, 1,2,3-tris(2,3-epoxypropoxy)-Glycerol 1,2,3-triglycidyl ether
Show more names
2,2',2''-((Propane-1,2,3-triyltris(oxy))tris(methylene))tris(oxirane)C12H20O6LUVEAK-812POLY/BED(R) 812TRIGLYCIDYLETHEROFGLYCEROLGlyceryl triglycidyl etherglyceroltriglycidylether[qr]glycerinetriglycidylether[qr]
glycerin triglycidyl etherEINECS 236-211-11,2,3-TRIS(GLYCIDYLOXY)PROPANETRI-O-GLYCIDYLGLYCEROL2,2',2''-(1,2,3-Propanetriyltris(oxymethylene))trisoxiraneOxirane, 2,2',2''-(1,2,3-propanetriyltris(oxymethylene))tris-Oxirane, 2,2',2''-(1,2,3-propanetriyltris(oxymethylene)tris-GLYCEROL 1,2,3-TRIGLYCIDYL ETHER [HSDB]

Database identifiers

CAS
13236-02-7
PubChem CID
25795
DTXSID
DTXSID00884584
UNII
0KVT2Q7Z17
EC Number
236-211-1
Nikkaji
J213.768B

Properties

Computed structural properties

XLogP
-1.1
Topological polar surface area
65.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
6
Rotatable bonds
11
Heavy atoms
18

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Glycidyl Ethers
PolymerizationWhen subjected to high temperatures alone or in the presence of catalysts or strong oxidizing agents it is possible that violent polymerization will take place. /Glycidyl ethers/

Physicochemical properties

Boiling point
378.7 · 378.7±42.0 °C(Predicted)
Density
1.251 · 1.251±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C, stored under nitrogen
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C12H20O6/c1(13-3-10-5-16-10)9(15-7-12-8-18-12)2-14-4-11-6-17-11/h9-12H,1-8H2
InChIKey
SYEWHONLFGZGLK-UHFFFAOYSA-N

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (97.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 70 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Oxirane, 2,2',2''-[1,2,3-propanetriyltris(oxymethylene)]tris-

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 16-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/34059

Triglycidylglycerol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryGlycidyl ethers can cause allergic reactions; [HSDB] See GLYCIDYL ETHERS.
Special ReportsNIOSH; CRITERIA DOCUMENT: GLYCIDYL ETHERS (1978) DHEW PUB No 78-166
TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use and exposure to EPA.
Hazard Classes and CategoriesSkin Irrit. 2 (97.1%)

Safety & protection

Fire Fighting Procedures · 2 items

Cool fire exposed containers with water... fight fire with chemical foam, water, carbon dioxide, or dry chemicals. /Glycidyl ethers/

Dry chemical extinguishers should be placed in areas where glycidyl ethers are loaded, unloaded, or stored. /Glycidyl ethers/

Storage Conditions · 2 items

Should be stored in a cool place where they will be protected from extreme temperatures. /Glycidyl ethers/

Keep away from acids, bases, and salts. /Glycidyl ethers/

Cleanup MethodsLarge spills of glycidyl ethers should be washed with water into a holding tank for storage until they can be removed or discarded. /Glycidyl ethers/
Preventive Measures · 5 items

Leather articles such as belts or shoes which become contaminated with glycidyl ethers shall be discarded. /Glycidyl ethers/

Use only spark-proof tools in areas where glycidyl ethers are in use. /Glycidyl ethers/

No consumption of food or beverages in areas where glycidyl ethers are in use. /Glycidyl ethers/

Safety showers and eyewash fountains shall be provided in appropriate areas. /Glycidyl ethers/

For more Preventive Measures (Complete) data for TRIGLYCIDYLGLYCEROL (7 total), please visit the HSDB record page.

Personal Protective Equipment (PPE) · 4 items

Protective clothing... gloves, aprons, suits, boots and face shields (8 in minimum) should be made of materials impervious to glycidyl ethers, eg., milled butyl rubber or polyvinyl alcohol... such clothing should be fire-resistant. /Glycidyl ethers/

Chemical safety goggles (splash proof) should be worn. /Glycidyl ethers/

Gloves shall be of sufficient length to protect forearms of workers. /Glycidyl ethers/

Unacceptable glove material include: natural rubber (latex), neoprene-natural rubber (latex), milled neoprene, neoprene with nylon, milled Buna-N, vinyl and polyethylene (disposable), and polyvinyl chloride. /Glycidyl ethers/

Toxicology

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Medical Surveillance · 1 item

Comprehensive medical and work histories...Emphasis directed to prior exposure to glycidyl ethers or other vinyl derivatives... History of sensitivities, allergies, and reproductive events. Physical examination.. Attention to the skin, eyes, and mucous membranes. Clinical tests: total and differential leukocyte counts, urinalysis, pulmonary function tests, tests of manual dexterity, and visual-motor coupling. /Glycidyl ethers/

Human Toxicity ExcerptsExposure to glycidyl ethers can cause allergic reactions, dermatitis, and irritation. /Glycidyl ethers/
Non-Human Toxicity Excerpts · 4 items

THE MUTAGENIC ACTIVITIES OF EPOXIDE COMPOUNDS, INCLUDING GLYCERYL GLYCIDYL ETHER, WERE EXAMINED BY THE DNA REPAIR & REVERSION TESTS WITH STRAINS OF ESCHERICHIA COLI & SALMONELLA TYPHIMURIUM. WHEREIN SOME EPOXIDE COMPOUNDS OF RELATIVELY LOW MOLECULAR WEIGHT INDUCE MUTATION, THE MUTAGENICITY OF THE EPOXIDE RESINS MIGHT BE INFLUENCED BY THEIR SOLUBILITIES &(OR) TRANSPORTATION THROUGH CELLULAR MEMBRANES.

Glycidyl ethers are capable of producing testicular atrophy and hemopoietic abnormalities in various species of laboratory animals. /Glycidyl ethers/

Intramuscular injections of glycidyl ethers in Long-Evans rats ... produced ... up to 400 mg/kg ... CNS effects including muscular incoordination reduced motor activity, agitation, excitement, deep depression, /deep/ sleep, and coma. ... Route of administration ... important in the onset, duration, and severity of CNS effects. ... /Glycidyl ethers/

Glycidyl ethers produce widespread systemic effects ... necrosis, edema, inflammation, hyperemia, hemorrhaging, and tissue degeneration. /Glycidyl ethers/

Populations at Special Risk/Protect/ from exposure individuals with neurodermatitis, dyshydrosis, or atopy. /Glycidyl ethers/
Probable Routes of Human Exposure · 2 items

Inhalation of glycidyl ethers in the manufacture or utilization of adhesives, tooling and molding operations, and the application of protective coatings containing epoxy resins. /Glycidyl ethers/

Skin contact in handling glycidyl ethers and uncured resins. /Glycidyl ethers/

Regulatory information

TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use and exposure to EPA.

Safety data

tsca
TSCA listed
Signal word
Danger
Symbol(GHS)
GHS08,GHS07,GHS05
Hazard statements
H318-H302-H341-H412
REACH Registrations
Active
Precautionary statements
P264-P270-P301+P312-P330-P501-P273-P501-P201-P202-P281-P308+P313-P405-P501-P280-P305+P351+P338-P310

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used as reactive diluent and to make epoxy resins flexible; [HSDB]

Plastic Composites Manufacturing [Category: Industry]

Used as reactive diluents in epoxy manufacture and/or utilization systems. /Glycidyl ethers/

REACTIVE DILUENT & FLEXIBILIZER FOR EPOXY RESINS

U.S. Exports · 2 items

(1979) No Data

(1981) No Data

U.S. Imports · 2 items

(1979) No Data

(1981) No Data

U.S. Production · 2 items

(1979) AT LEAST 4.54X10+6 GRAMS

(1981) No Data

Methods of ManufacturingREACTION OF GLYCEROL WITH EPICHLOROHYDRIN FOLLOWED BY DEHYDROHALOGENATION WITH SODIUM HYDROXIDE
General Manufacturing InformationOxirane, 2,2',2''-[1,2,3-propanetriyltris(oxymethylene)]tris-: ACTIVE
Applications · 2 items

DescriptionGlycerol triglycidyl ether is colorless to slight yellow transparent liquid.Glycerol triglycidyl ether is used in paint and coating applications such as appliance paint, boat paint, building coating, car paint, electrical insulating varnish, furniture paint, paper coating, plastic coating, road marking paint, rubber coating.

UsesGlycerol triglycidyl ether is widely used as viscosity-reducing diluents for epoxy resins and alkyd resins, as stabilizers for organochlorine compounds such as pesticides and herbicides, and as resin modifiers. Glycidyl ether is mainly used as a reactive diluent for epoxy resins, as well as in coatings, adhesives, and electrical components. Glycidyl allyl ether can be used as a flame-retardant modifier for unsaturated polyester resins. Glycidyl phenyl ether also has some applications in reactive diluents and as a base resin for coatings. The demand for glycidyl methyl ether is not large.

Suppliers100 total

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
湖北鑫杰成化工科技有限公司13554075426 · [email protected]

Related reactions

4 records

Compound notes

Loading…