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Home > Encyclopedia > 2-[(1-Methylethoxy)methyl]oxirane

2-[(1-Methylethoxy)methyl]oxirane

2-[(1-Methylethoxy)methyl]oxirane structure

2-[(1-Methylethoxy)methyl]oxirane 

structure
  • CAS No:

    4016-14-2

  • Formula:

    C6H12O2

  • Chemical Name:

    2-[(1-Methylethoxy)methyl]oxirane

  • Synonyms:

    Oxirane,2-[(1-methylethoxy)methyl]-;Propane,1,2-epoxy-3-isopropoxy-;Oxirane,[(1-methylethoxy)methyl]-;2-[(1-Methylethoxy)methyl]oxirane;Glycidyl isopropyl ether;3-Isopropoxy-1,2-epoxypropane;(Isopropoxymethyl)oxirane;Isopropyl glycidyl ether;3-Isopropyloxypropylene oxide;1,2-Epoxy-3-isopropoxypropane;2,3-Epoxypropyl isopropyl ether;(±)-Glycidyl isopropyl ether;(Isopropyloxymethyl)oxirane;[(1-Methylethoxy)methyl]oxirane;NSC 4127;NSC 46562;2-(Isopropoxymethyl)oxirane;3-(Isopropoxy)propylene epoxide;2-[(Propan-2-yloxy)methyl]oxirane;2-(Propan-2-yloxymethyl)oxirane;126753-03-5

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

colourless liquid


Isopropyl glycidyl ether is a colorless liquid. (USCG, 1999)|COLOURLESS LIQUID.|Colorless liquid.


Isopropyl glycidyl ether is a colorless liquid. (USCG, 1999)

2-[(1-Methylethoxy)methyl]oxirane Basic Attributes

116.15800

116.16

223-672-9

0171

46562|4127

3271|1993

DTXSID6025480

MOBILE, COLORLESS LIQUID|Colorless liquid.

2910900090

Characteristics

21.76000

0.81020

Isopropyl glycidyl ether is a colorless liquid. (USCG, 1999)

0.9186 g/cm3 @ Temp: 20 °C

137 °C @ Press: 760 Torr

92 °F

n20/D 1.410(lit.)

19%

13 hPa (25 °C)

Relative vapour density (air = 1): 4.15

LD50 orally in Rabbit: 4200 mg/kg LD50 dermal Rabbit 9650 mg/kg

Class IC Flammable Liquid: Fl.P. at or above 73°F and below 100°F.

Explosive limits , vol% in air: see Notes

CONVERSION FACTORS: 1 PPM APPROX= 4.74 MG/CU M @ 25 °C, 760 MM HG, 1 MG/L APPROX= 211 PPM @ 25 °C, 760 MM HG

Highly flammable. Water soluble.

Ethers

Highly Flammable

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.

1,2-Epoxy-3-isopropoxypropane|D: Other compounds that may form peroxides|Kelly

Class IC Flammable Liquid: Fl.P. at or above 73°F and below 100°F.

Safety Information

III

3

UN 3271 3/PG 3

2

R10

S16-S26-S36/37

TZ3500000

Xi

Fireproof. Separated from strong oxidants and acids. Cool. Dry. Keep in the dark. Well closed.

Stable. Flammable. Incompatible with strong oxidizing agents.

P210-P280-P305 + P351 + P338-P370 + P378

H226-H315-H317-H319-H335

Strong oxidizers, strong caustics [Note: May form explosive peroxides upon exposure to air or light].

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.|Flammable - 3rd degree

|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 42 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P311, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501

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.

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: As an 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 car or tank truck 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, 2016)

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)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet should be immediately removed due to its flammability hazard(i.e. for liquids with flash point Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Recommendations for respirator selection. Max concn for use: 400 ppm. Respirator Class(es): Any supplied-air respirator operated in a continuous flow mode. Eye protection needed. Any self-contained breathing apparatus with a full facepiece.|Recommendations for respirator selection. Condition: Emergency or planned entry into unknown concn or IDLH conditions: Respirator Class(es): Any self-contained breathing apparatus that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode. Any supplied-air respirator that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode in combination with an auxiliary self-contained breathing apparatus operated in pressure-demand or other positive-pressure mode.|Recommendations for respirator selection. Condition: Escape from suddenly occurring respiratory hazards: Respirator Class(es): Any air-purifying, full-facepiece respirator (gas mask) with a chin-style, front- or back-mounted organic vapor canister. Any appropriate escape-type, self-contained breathing apparatus.|(See protection codes)

Explosive limits , vol% in air:

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.

SLIGHTLY TOXIC FOLLOWING RESP EXPOSURE. PRACTICALLY NONTOXIC FOLLOWING ABSORPTION THROUGH SKIN. MODERATELY IRRITATING TO EYES & SKIN & CAPABLE OF CAUSING SKIN SENSITIZATION.

Recommended Exposure Limit: 15 Min Ceiling Value: 50 ppm (240 mg/cu m).

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.

Fireproof. Separated from strong oxidants and acids. Cool. Dry. Keep in the dark. Well closed.

A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.

The substance is irritating to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The substance may cause effects on the central nervous system. Exposure above the OEL could cause lowering of consciousness.

NO open flames, NO sparks and NO smoking. Above 33 °C use a closed system, ventilation and explosion-proof electrical equipment.

PREVENT GENERATION OF MISTS!

Use ventilation, local exhaust or breathing protection.

Protective gloves.

Wear safety spectacles or eye protection in combination with breathing protection.

Drug Information

Exposure can cause mental confusion and moderate irritation of the eyes, skin, and respiratory tract. Chronic exposure can cause dermatitis and skin sensitization. (USCG, 1999)

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)|(See procedures)


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.

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.

((1-methylethoxy)methyl)oxirane

The substance can be absorbed into the body by inhalation of its vapour.|inhalation, ingestion, skin and/or eye contact

irritation eyes, skin, upper respiratory system; skin sensitization; possible hematopoietic, reproductive effects


Burning sensation. Cough. Dizziness. Headache. Laboured breathing. Shortness of breath. Sore throat. Symptoms may be delayed.


Redness. Pain.


Redness. Pain.

Eyes, skin, respiratory system, blood, reproductive system

2-[(1-Methylethoxy)methyl]oxirane Use and Manufacturing

Methods of Manufacturing

REACTION OF EPICHLOROHYDRIN WITH ISOPROPYL ALCOHOL FOLLOWED BY REACTION WITH SODIUM HYDROXIDE

Uses

Glycidyl isopropyl ether is a stabilizer of chlorinated solvents, and viscosity reducer of epoxy resins. Isopropyl glycidyl ether (IGE) is used to sta-bilize chlorinated solvents and as a viscosityreducer of epoxy resins.

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

Oxirane, 2-[(1-methylethoxy)methyl]-: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

IN AIR BY GAS CHROMATOGRAPHY.

Fire Hazards -> Flammable - 3rd degree

Computed Properties

Molecular Weight:116.16
XLogP3:0.6
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:116.083729621
Monoisotopic Mass:116.083729621
Topological Polar Surface Area:21.8
Heavy Atom Count:8
Complexity:70.9
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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