Basic information
- Standard SMILES
CC(C)OCC1CO1- InChIKey
NWLUZGJDEZBBRH-UHFFFAOYSA-N- Molecular formula
- C6H12O2
- Average molar mass
- 116.16 g/mol
- Monoisotopic mass
- 116.08372962
Names & identifiers
- Preferred name
- 2-((1-Methylethoxy)methyl)oxirane
- IUPAC
- 2-(propan-2-yloxymethyl)oxirane
- English name
- Glycidyl isopropyl ether
- Molecular formula
- C6H12O2
- Molecular weight
- 116.16
Names & synonyms
Show more names
Database identifiers
- CAS
4016-14-2- PubChem CID
- 19920
- DTXSID
DTXSID6025480- ChEMBL
CHEMBL1487011- UNII
- 1V3116630G
- EC Number
- 223-672-9
- Nikkaji
- J35.468F
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 21.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 70
Experimental & physicochemical properties
Density
0.92 (USCG, 1999) - Less dense than water; will float
0.9186 @ 20 °C/4 °C
Relative density (water = 1): 0.92
0.92
0.92
Color/Form
MOBILE, COLORLESS LIQUID
Colorless liquid.
Solubility
greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)
18.8% IN WATER, SOL IN KETONES & ALCOHOLS
Solubility in water, g/100ml: 19
19%
Flash Point
92 °F (NTP, 1992)
33 °C
33 °C c.c.
92 °F
92 °F
Boiling Point
261 °F at 760 mmHg (NTP, 1992)
137 °C @ 760 MM HG
137 °C
261 °F
279 °F
Vapor Density
4.15 (AIR= 1)
Relative vapor density (air = 1): 4.15
Vapor Pressure
9.4 mmHg at 77 °F (NTP, 1992)
9.4 [mmHg]
9.4 MM HG @ 25 °C
Vapor pressure, kPa at 25 °C: 1.25
9 mmHg at 77 °F
(77 °F): 9 mmHg
Physical Description
Isopropyl glycidyl ether is a colorless liquid. (USCG, 1999)
Colorless liquid; [NIOSH]
COLOURLESS LIQUID.
Colorless liquid.
Colorless liquid.
Physicochemical properties
- Boiling point
- 131 · 131-132 °C (lit.)
- Density
- 0.924 g/mL · 0.924 g/mL at 25 °C (lit.)
- vapor pressure
- 13 hPa · 13 hPa (25 °C)
- refractive index
- 20 · n20/D 1.410(lit.)
- Flash point
- 92 °F · 92 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 188 g/l · 188g/l
- form
- Colorless liquid
- color
- Colorless to Almost colorless
- PH
- 7 · 7 (188g/l, H2O, 20℃)
- Water Solubility
- 19 g/L · 19g/L at 25℃
- BRN
- 103028 · 103028
- Exposure limits
- 50 ppm · ACGIH:TLV-TWA 50 ppm (238 mg/m3); TLV-STEL 75 ppm (356 mg/m3)OSHA:PEL-TWA 50 ppm (240 mg/m3)NIOSH:REL-Ceiling 50 ppm [15-min]
- Stability
- Stable. Flammable. Incompatible with strong oxidizing agents.
- InChI
- 1S/C6H12O2/c1-5(2)7-3-6-4-8-6/h5-6H,3-4H2,1-2H3
- InChIKey
- NWLUZGJDEZBBRH-UHFFFAOYSA-N
- SMILES
- CC(C)OCC1CO1
- LogP
- 0.8 at · 0.8 at 25℃
- CAS DataBase Reference
- 4016 · 4016-14-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 V3116630G · 1V3116630G
- EPA Substance Registry System
- Isopropyl glycidyl ether (4016-14-2)
- UNSPSC Code
- 12352112 · 12352112
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 2 · GHS02,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 226 · H226-H317-H331-H334-H341
- Precautionary statements
- 201 · P201-P210-P280-P302+P352-P304+P340+P311-P308+P313
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 10 · 10-19-36/37/38-43
- Safety Statements
- 16 · 16-26-36/37
- RIDADR
- 3271 · UN 3271 3/PG 3
- OEL
- 50 ppm · Ceiling: 50 ppm (240 mg/m3) [15-minute]
- WGK Germany
- 2 · 2
- RTECS
- 3500000 · TZ3500000
- Autoignition Temperature
- 290 °C · 290 °C
- TSCA
- TSCA listed
- HS Code
- 2910 · 2910 90 00
- HazardClass
- 3 · 3
- PackingGroup
- III
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 InhalationFlam · Acute Tox. 3 InhalationFlam. Liq. 3Muta. 2Resp. Sens. 1Skin Sens. 1
- Hazardous Substances Data
- 4016 · 4016-14-2(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in Rabbit: 4200 mg/kg LD50 dermal Rabbit 9650 mg/kg
- IDLA
- 400 ppm · 400 ppm
- REACH Registrations
- Inactive
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids];H315 (97.6%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (95.1%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (97.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (92.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.
Status: Active Update: 25-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23504
Isopropyl glycidyl ether IGE: 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.)
Fire Hazards
Special Hazards of Combustion Products: Toxic vapors and gases, such as carbon monoxide, may be released in a fire.;Behavior in Fire: Vapors can flow along surfaces to remote ignition source and flash back. (USCG, 1999)
Flammable. Above 33 °C explosive vapour/air mixtures may be formed.
Reactivity Profile
Ethers can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.
Safety & protection
Fire Fighting
Fire Extinguishing Agents Not to Be Used: Water.;Fire Extinguishing Agents: Dry chemical, carbon dioxide or alcohol foam. (USCG, 1999)
Use powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Half-upright position. Refer for medical attention.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
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.
First Aid
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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash immediately - If this chemical contacts the skin, immediately wash the contaminated skin with soap and water. If this chemical penetrates the clothing, immediately remove the clothing, wash the skin with soap and water, and get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.
Preventive Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet should be immediately removed due to its flammability hazard.
Isolation and Evacuation
Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet).;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Toxicology
Exposure Routes
The substance can be absorbed into the body by inhalation of its vapour.
inhalation, ingestion, skin and/or eye contact
Signs and Symptoms
Burning sensation. Cough. Dizziness. Headache. Laboured breathing. Shortness of breath. Sore throat. Symptoms may be delayed.
Redness. Pain.
Redness. Pain.
irritation eyes, skin, upper respiratory system; skin sensitization; possible hematopoietic, reproductive effects
Human Toxicity Excerpts
NO UNTOWARD EFFECTS REPORTED OTHER THAN SLIGHT SKIN IRRITATION ON REPEATED CONTACT.
SLIGHTLY TOXIC FOLLOWING INGESTION OR RESP EXPOSURE. PRACTICALLY NONTOXIC FOLLOWING ABSORPTION THROUGH SKIN. MODERATELY IRRITATING TO EYES & SKIN & CAPABLE OF CAUSING SKIN SENSITIZATION. NO RADIOMIMETIC EFFECTS DEMONSTRATED.
Non-Human Toxicity Excerpts
...TESTED BY APPLICATION OF DROP TO RABBIT EYES HAS BEEN FOUND TO CAUSE MODERATE REVERSIBLE CORNEAL INJURY. VAPOR IS MODERATE EYE IRRITANT.
SKIN IRRITATION. SCORE OF 4.3...BY DRAIZE TECHNIQUE. ...CLASSIFIED AS MODERATELY IRRITATING. REPEATED 1-HR EXPOSURES RESULT IN SOME TOLERANCE & SCORING OF 2.2...AFTER 20 APPLICATIONS.
INCOORDINATION & DEPRESSED MOTOR ACTIVITY PRECEDING RESP DEPRESSION OCCUR ON ABSORPTION. ... RABBITS ADMIN COMPD PERCUTANEOUSLY SHOWED ALTERED PHYSIOLOGY ONLY @ HIGH DOSES... RESP EXPOSURE PRODUCED TYPICAL CHEMICAL PNEUMONIA IN LEVELS EXCEEDING 500 PPM.
RATS EXPOSED @ 400 PPM...7 HR DAILY FOR 50 DAYS, SHOWED SIGNIFICANTLY GREATER DECR IN MEAN WEEKLY WT GAIN THAN CONTROLS. @ NECROPSY, SOME DECR IN PERITONEAL FAT...& LUNGS OF 4 OF 10 RATS APPEARED...EMPHYSEMATOUS; 2 SHOWED MOTTLING OF LIVER. 1 OF LATTER SHOWED CONFLUENT PNEUMONIA. ...OCULAR IRRITATION & RESP DISTRESS...
...ONLY OBSERVED PHARMACOLOGICAL PROPERTY IS THAT OF CENTRAL NERVOUS SYSTEM DEPRESSION. CAUSE OF DEATH: CENTRAL DEPRESSION OF RESPIRATION.
Regulatory information
Regulatory Information
TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.
Status: Active Update: 25-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23504
Isopropyl glycidyl ether IGE: 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.)
Safety data
- OEL
- Ceiling: 50 ppm (240 mg/m3) [15-minute]
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- IDLA
- 400 ppm
- tsca
- TSCA listed
- rtecs
- TZ3500000
- ridadr
- UN 3271 3/PG 3
- hs_code
- 2910 90 00
- Toxicity
- LD50 orally in Rabbit: 4200 mg/kg LD50 dermal Rabbit 9650 mg/kg
- risk_code
- 10-19-36/37/38-43
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- hazard_code
- Xi
- safety_code
- 16-26-36/37
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226-H317-H331-H334-H341
- REACH Registrations
- Inactive
- Hazard Classifications
- Acute Tox. 3 InhalationFlam. Liq. 3Muta. 2Resp. Sens. 1Skin Sens. 1
- Autoignition Temperature
- 290 °C
- Precautionary statements
- P201-P210-P280-P302+P352-P304+P340+P311-P308+P313
- Hazardous Substances Data
- 4016-14-2(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Uses
Glycidyl ethers are used as reactive diluents in epoxy resins. [LaDou, p. 550]
Plastic Composites Manufacturing [Category: Industry]
STABILIZER FOR ORG COMPD & AS INTERMEDIATE FOR SYNTH OF ETHERS & ESTERS
REACTIVE DILUENT FOR EPOXY RESINS
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) No Data
(1979) No Data
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
Applications
UsesIsopropyl glycidyl ether (IGE) is used to sta-bilize chlorinated solvents and as a viscosityreducer of epoxy resins.
UsesReactive diluent for epoxy resins; stabilizer for organic compounds; chemical intermediate for synthesis of ethers and esters
UsesGlycidyl isopropyl ether is a stabilizer of chlorinated solvents, and viscosity reducer of epoxy resins.
General DescriptionColorless liquid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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