2-((1-Methylethoxy)methyl)oxirane

HCID 19920CAS 4016-14-2

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

Glycidyl isopropyl ether4016-14-2ISOPROPYL GLYCIDYL ETHER(Isopropoxymethyl)oxirane3-Isopropyloxypropylene oxide3-Isopropoxy-1,2-epoxypropaneIsopropyl epoxypropyl ether1,2-Epoxy-3-isopropoxypropaneNCI-C56439((1-Methylethoxy)methyl)oxirane2,3-Epoxypropyl-isopropyl etherOxirane, ((1-methylethoxy)methyl)-
Show more names
2-(Isopropoxymethyl)oxiraneIPGEAKOS NCG-0053ISOPROPOXYMETHYLOXIRANEisopropylepoxypropylether2-Isopropyloxymethyloxirane
DTXSID6025480Oxirane, [(1-methylethoxy)methyl]-NSC-4127NSC-46562DTXCID7054801V3116630G2-((1-METHYLETHOXY)METHYL)OXIRANE2-[(1-methylethoxy)methyl]oxirane

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

Experimental & physicochemical properties

LogP0.5
Density · 5 items

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 · 2 items

MOBILE, COLORLESS LIQUID

Colorless liquid.

Solubility · 4 items

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 · 5 items

92 °F (NTP, 1992)

33 °C

33 °C c.c.

92 °F

92 °F

Boiling Point · 5 items

261 °F at 760 mmHg (NTP, 1992)

137 °C @ 760 MM HG

137 °C

261 °F

279 °F

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.

Safety & regulation

GHS classification

GHS Classification · 6 items

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 · 4 items

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.)

DOT LabelFlammable Liquid
Fire Hazards · 2 items

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.

Health HazardsExposure can cause mental confusion and moderate irritation of the eyes, skin, and respiratory tract. Chronic exposure can cause dermatitis and skin sensitization. (USCG, 1999)
Hazards SummaryRepeated or prolonged contact may cause skin sensitization. [ICSC}
Reactive GroupEthers;Epoxides

Safety & protection

Fire Fighting · 2 items

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 · 4 items

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 · 2 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.;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.

Safe StorageFireproof. Separated from strong oxidants and acids. Cool. Dry. Keep in the dark. Well closed.
Nonfire Spill Response · 1 item

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 · 1 item

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.

Toxicology

Target OrgansEyes, skin, respiratory system, blood, reproductive system
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure Routes · 2 items

The substance can be absorbed into the body by inhalation of its vapour.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 4 items

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 · 2 items

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 · 5 items

...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 · 4 items

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

Chemistry & industry

Uses & manufacturing

Uses · 4 items

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 · 2 items

(1977) No Data

(1979) No Data

U.S. Imports · 2 items

(1977) No Data

(1979) No Data

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Methods of ManufacturingREACTION OF EPICHLOROHYDRIN WITH ISOPROPYL ALCOHOL FOLLOWED BY REACTION WITH SODIUM HYDROXIDE
General Manufacturing InformationOxirane, 2-[(1-methylethoxy)methyl]-: ACTIVE
Applications · 4 items

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

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

10 records

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