Allyl glycidyl ether

HCID 7838

Basic information

CAS
106-92-3
Standard SMILES
C=CCOCC1CO1
InChIKey
LSWYGACWGAICNM-UHFFFAOYSA-N
Molecular formula
C6H10O2
Average molar mass
114.14 g/mol
Monoisotopic mass
114.06807956

Overview

Allyl glycidyl ether appears as a colorless liquid with a pleasant odor. Slightly less dense than water and insoluble in water. Hence floats on water. Poisonous by ingestion and mildly toxic by inhalation and skin contact. Very irritating to skin and eyes. Used to make other chemicals.

Names & identifiers

Preferred name
Allyl glycidyl ether
IUPAC
2-(prop-2-enoxymethyl)oxirane
English name
Allyl glycidyl ether
Molecular formula
C6H10O2
Molecular weight
114.14

Names & synonyms

ALLYL GLYCIDYL ETHER106-92-3Glycidyl allyl etherAllyl 2,3-epoxypropyl etherAllylglycidaetherAllil-glicidil-etere1-Allyloxy-2,3-epoxypropane1,2-Epoxy-3-allyloxypropaneDenacol EX 111Propane, 1-(allyloxy)-2,3-epoxy-1-(Allyloxy)-2,3-epoxypropane1-Allyloxy-2,3-epoxypropan
Show more names
AGEallylAllylglycide etherAlly glycidyl etherM 560Ageflex AGESipomer AGEALLYLGLYCIDOLETHER
Ether, allyl 2,3-epoxypropylOxyde d'allyle et de glycidyle1-Allilossi-2,3 epossipropano1-Allyloxy-2,3-epoxy-propaanNCI-C56666DTXSID9039232[(2-Propenyloxy)methyl]oxiraneNSC-631

Database identifiers

CAS
106-92-3
PubChem CID
7838
DTXSID
DTXSID9039232
ChEMBL
CHEMBL1528174
UNII
HDC0791894
EC Number
203-442-4
Nikkaji
J34.520B

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
21.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
8

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 2nd degree
PolymersPlastics & Rubber -> Glycidyl Ethers
LogP0.46 (estimated)
Odor · 2 items

CHARACTERISTIC, NOT UNPLEASANT ODOR

... Pleasant odor.

Density · 5 items

0.969 at 68 °F (NTP, 1992) - Less dense than water; will float

SP GR: 0.9698 AT 20 °C/40 °C

Relative density (water = 1): 0.97

0.97

0.97

Color/Form · 2 items

COLORLESS LIQUID

Colorless liquid ...

Physicochemical properties

Melting point
-100 °C · -100 °C
Boiling point
154 °C · 154 °C(lit.)
Density
0.962 g/mL · 0.962 g/mL at 25 °C(lit.)
vapor density
3.9 · 3.9 (vs air)
vapor pressure
4.7 mm · 4.7 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.433(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P333+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 6 items

Chemical: Oxirane, [(2-propenyloxy)methyl]-

Oxirane, 2-[(2-propen-1-yloxy)methyl]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2-[(2-propen-1-yloxy)methyl]- 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)

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

Status: Active Update: 26-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14565

Allyl 2,3-epoxypropyl ether: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Aliphatic and allyl glycidyl ethers: Human health tier II assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Flammable. Above 48 °C explosive vapour/air mixtures may be formed.

Health Hazards · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummarySecond degree skin burns and sensitization have been reported; [ACGIH] Pulmonary edema may result from inhalation of high concentrations. [Reference #1]

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Use powder, foam, carbon dioxide, water. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Refer immediately for medical attention.

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 items

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants, strong bases and strong acids. Cool. Keep in the dark.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Toxicology

Target OrgansEyes, skin, respiratory system, blood, reproductive system
Ecotoxicity Values · 2 items

LD50 Goldfish 78 mg/l/24 hr /Conditions of bioassay not specified/

LD50 Goldfish 30 mg/l/96 hr /Conditions of bioassay not specified/

Adverse EffectsDermatotoxin - Skin burns.
Exposure Routes · 2 items

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

Signs and Symptoms · 5 items

Cough. Sore throat. Burning sensation. Drowsiness. Lethargy.

MAY BE ABSORBED! Dry skin. Redness. Pain. Blisters.

Redness. Pain. Blurred vision. Severe deep burns.

Burning sensation. Headache. Dullness. Drowsiness. Nausea. Vomiting.

irritation eyes, skin, nose, respiratory system; dermatitis; pulmonary edema; narcosis; possible hematopoietic, reproductive effects

Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=106-92-3]

Regulatory information

TSCA Requirements · 2 items

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Oxirane, ((2-propenyloxy)methyl)- is included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

Safety data

OEB
A
OEL
TWA: 5 ppm (22 mg/m3), STEL: 10 ppm (44 mg/m3) [skin]
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
IDLA
50 ppm
tsca
TSCA listed

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a reactive diluent and intermediate in the production of resins; [ACGIH]

Plastic Composites Manufacturing [Category: Industry]

STABILIZER OF CHLORINATED COMPOUNDS, VINYL RESINS, RUBBER; RESIN INTERMEDIATE

U.S. Production2023: 2,500,000 - <4,000,000 lb
Consumer UsesMonomers
Industry UsesIntermediate
Methods of Manufacturing... MANUFACTURED THROUGH THE CONDENSATION OF ALLYL ALCOHOL & EPICHLOROHYDRIN WITH SUBSEQUENT DEHYDROCHLORINATION WITH CAUSTIC TO FORM THE EPOXY RING.
General Manufacturing Information · 3 items

Utilities

Oxirane, 2-[(2-propen-1-yloxy)methyl]-: ACTIVE

IT IS NOT CLASSIFIED AS DANGEROUS ARTICLE AND IS NOT REGULATED BY THE BUREAU OF EXPLOSIVES.

Applications · 4 items

DescriptionAllyl glycidyl ether is a colorless liquid clycidyl ether with a pleasant odor. The compound is insoluble in water and less dense than water, therefore can easily float on water. When ingested or inhaled, allyl glycidyl ether is mildly toxic. It is not classified as a human carcinogen.

UsesAllyl glycidyl ether is utilized in sealants and adhesives. It is also used in the production of polyvinylcaprolactam.

UsesAGE can be used as a terminal epoxy group in the development of adhesive surfaces by hydrosilylation process. It can also be used in the synthesis of polymeric electrolytes for the fabrication of lithium batteries.Useful in hydrosilylation, including the H2PtCl6·xH2O catalyzed hydrosilylation of siloxanes to epoxysiloxanes.

General DescriptionA colorless liquid with a pleasant odor. Flash point 135°F. Slightly less dense than water and insoluble in water. Hence floats on water. Poisonous by ingestion and mildly toxic by inhalation and skin contact. Very irritating to skin and eyes. Used to make other chemicals.

Preparation methods

PreparationIn a condensation reaction, epichlorohydrin and allyl alcohol are used in the synthesis of allyl glycidyl ether.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
Changzhou Carman Chemical Co., Ltd.15061933924

Additional notes

DefinitionThe length of time something has existed.

Related reactions

55 records

Compound notes

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