| Identification | More | [Name]
Allyl glycidyl ether | [CAS]
106-92-3 | [Synonyms]
1,2-EPOXY-3-ALLYLOXYPROPANE
1-ALLYLOXY-2,3-EPOXYPROPANE
ALLYL 2,3-EPOXYPROPYL ETHER
ALLYL GLYCIDYL ETHER
GLYCIDYL ALLYL ETHER
((2-propenyloxy)methyl)-oxiran
((2-propenyloxy)methyl)oxirane
[(2-propenyloxy)methyl]-oxiran
[(2-Propenyloxy)methyl]oxirane
[(2-Propenyloxy)-methyl]oxirane
[(2-propenyloxy)methyl]-Oxirane
1-(allyloxy)-2,3-epoxy-propan
1-Allilossi-2,3 epossipropano
1-allilossi-2,3epossipropano
1-Allyl-2,3-epoxypropane
1-Allyloxy-2,3-epoxy-propaan
1-Allyloxy-2,3-epoxypropan
2-[(Allyloxy)methyl]oxirane
AGE
Ageflex AGE | [EINECS(EC#)]
203-442-4 | [Molecular Formula]
C6H10O2 | [MDL Number]
MFCD00005143 | [Molecular Weight]
114.14 | [MOL File]
106-92-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Allyl glycidyl ether is a colorless liquid with a strong, sweet odor | [Melting point ]
-100 °C
| [Boiling point ]
154 °C(lit.)
| [density ]
0.962 g/mL at 25 °C(lit.)
| [vapor density ]
3.9 (vs air)
| [vapor pressure ]
4.7 mm Hg ( 25 °C)
| [refractive index ]
n20/D 1.433(lit.)
| [Fp ]
135 °F
| [storage temp. ]
Refrigerator (+4°C) | [solubility ]
50 g/L (20°C) | [form ]
Liquid | [color ]
Clear colorless | [Specific Gravity]
0.962 | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases. May form peroxides in storage if in contact with air. | [Water Solubility ]
50 g/L (20 ºC) | [BRN ]
105871 | [Henry's Law Constant]
(x 10-6 atm?m3/mol):
3.83 at 20 °C (approximate - calculated from water solubility and vapor pressure) | [Exposure limits]
NIOSH REL: TWA 5 ppm (22 mg/m3), STEL 10 ppm (44 mg/m3), IDLH 50
ppm; OSHA PEL: ceiling 10 ppm; ACGIH TLV: TWA 5 ppm, STEL 10 ppm. | [Contact allergens]
Allyl glycidyl ether is a monoglycidyl derivative, used
as a reactive epoxy diluent for epoxy resins. As an
impurity, it was considered to be the sensitizing agent
in a plastic industry worker allergic to 3-glycidyloxypropyl
trimethoxysilane, an epoxy silane compound
used as a fixing additive in silicone and polyurethane | [InChIKey]
LSWYGACWGAICNM-UHFFFAOYSA-N | [LogP]
0.45 at 25℃ | [Uses]
Resin intermediate, stabilizer of chlorinated
compounds, vinyl resins, and rubber.
| [CAS DataBase Reference]
106-92-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Oxirane, [(2-propenyloxy)methyl]-(106-92-3) | [EPA Substance Registry System]
106-92-3(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
Allyl glycidyl ether is a stable, colorless, flammable liquid with a pleasant odor. It is incompatible
with strong oxidizers agents, acids, and bases. It may form peroxides in storage if
in contact with air. | [Chemical Properties]
colourless liquid | [General Description]
A 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. | [Reactivity Profile]
ALLYL GLYCIDYL ETHER(106-92-3) reacts violently with oxidizing agents. Can form peroxides. Polymerizes readily [Handling Chemicals Safely 1980. p.128]. | [Air & Water Reactions]
Flammable. Insoluble in water. | [Hazard]
Skin, eye, and upper respiratory tract irri-
tant, and dermatitis. Questionable carcinogen.
| [Health Hazard]
May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. | [Health Hazard]
Occupational workers exposed to allyl glycidyl ether develop severe symptoms of poisoning
that include, but are not limited to, irritation of the eyes, redness, pain, blurred vision,
deep skin burns, respiratory system; causes damage of the mucous membranes, dermatitis,
burning sensation, shortness of breath, headache, drowsiness, dullness, nausea, vomiting,
pulmonary edema, narcosis, possible hematopoietic and reproductive effects. Acute
exposure may cause CNS depression. The major target organs include the eyes, skin, respiratory
system, blood, and the reproductive system. | [Potential Exposure]
Used as a solvent and emulsifier; making epoxy resins, chlorinated compounds; and rubber. | [Fire Hazard]
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. | [First aid]
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy. | [Shipping]
UN2219 Allyl glycidal ether, Hazard Class: 3; Labels: 3-Flammable liquid | [Incompatibilities]
May form explosive mixture with air. Contact with acids or bases may cause explosive polymerization. Contact with oxidizers or amines may cause fire and explosions. | [Waste Disposal]
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. | [Physical properties]
Clear, colorless, watery, combustible liquid with a strong, pleasant odor. An odor threshold value
of 47 mg/m3 was reported (quoted, Verschueren, 1983). | [Definition]
The length of time something has existed. | [Production Methods]
AGE is manufactured through the condensation of allyl
alcohol and epichlorohydrin with subsequent dehydrochlorination
with caustic to form the epoxy ring. | [Carcinogenicity]
In a 2-year inhalation carcinogenicity
study in Osborne Mendel rats and B6C3F1 mice
(50 of each sex at each exposure level), animals were exposed
to concentrations of 0, 5, or 10 ppm AGE, 6 h/day, 5 days/
week. Although occasional respiratory epithelial tumors
were observed, the NTP concluded the data provided only
equivocal evidence of carcinogenicity in male rats and
female mice. No evidence was obtained to support a carcinogenic
effect in female rats. Some evidence was provided
for a carcinogenic response in male mice, which included
three adenomas of the respiratory epithelium, dysplasia in
four mice, and focal basal cell hyperplasia of the respiratory
epithelium in the nasal passages of seven mice . | [Environmental Fate]
Biological. Bridié et al. (1979) reported BOD and COD values of 0.06 and 1.99 g/g using
filtered effluent from a biological sanitary waste treatment plant. These values were determined
using a standard dilution method at 20 °C for a period of 5 d. The ThOD for allyl glycidyl ether is
2.11 g/g.
Chemical/Physical. Hydrolysis of the epoxide ring is likely forming 1-allyloxy-2,3-
dihydroxypropane (Perez and Osterman-Golkar, 2000). |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R10:Flammable.
R20/22:Harmful by inhalation and if swallowed .
R37/38:Irritating to respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R41:Risk of serious damage to eyes.
R43:May cause sensitization by skin contact.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R62:Possible risk of impaired fertility.
R68:Possible risk of irreversible effects. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2219 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
RR0875000
| [Autoignition Temperature]
264 °C | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29109000 | [storage]
Allyl glycidyl ether should be kept stored in a cool, dark, fi reproof area separated from
strong oxidants, strong bases, and strong acids. | [Precautions]
During use and/or handling of allyl glycidyl ether, occupational workers should not be
near open flames, sparks, or smoking areas. For temperatures above 48°C, use a closedsystem
ventilation and explosion-proof electrical equipment. Workers should use protective
gloves, protective clothing, and avoid all contact. | [Safety Profile]
Confirmed animal carcinogen. Poison by ingestion. Moderately toxic by inhalation and skin contact. Mutation data reported. A severe skin and eye irritant. Can cause central nervous system depression and pulmonary edema. A flammable liquid when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical.When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS | [Hazardous Substances Data]
106-92-3(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 922 mg/kg LD50 dermal Rabbit 2550 mg/kg | [IDLA]
50 ppm |
| Questions And Answer | Back Directory | [Description]
Allyl 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.
| [Preparation]
In a condensation reaction, epichlorohydrin and allyl alcohol are used in the synthesis of allyl glycidyl ether.
| [Uses]
Allyl glycidyl ether is utilized in sealants and adhesives. It is also used in the production of polyvinylcaprolactam.
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