Allyl glycidyl ether Chemical Properties

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.)

Flash point:

135 °F

storage temp. 

Store at <= 20°C.

solubility 

50 g/L (20°C)

form 

Liquid

Specific Gravity

0.962

color 

Clear colorless

Water Solubility 

50 g/L (20 ºC)

FreezingPoint 

-100

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.

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases. May form peroxides in storage if in contact with air.

InChIKey

LSWYGACWGAICNM-UHFFFAOYSA-N

LogP

0.45 at 25℃

CAS DataBase Reference

106-92-3(CAS DataBase Reference)

NIST Chemistry Reference

Oxirane, [(2-propenyloxy)methyl]-(106-92-3)

EPA Substance Registry System

Allyl glycidyl ether (106-92-3)

Safety Information

Hazard Codes 

Xn

Risk Statements 

10-20/22-37/38-40-41-43-52/53-62-68

Safety Statements 

24/25-26-36/37/39-61

OEB

A

OEL

TWA: 5 ppm (22 mg/m3), STEL: 10 ppm (44 mg/m3) [skin]

RIDADR 

UN 2219 3/PG 3

WGK Germany 

3

RTECS 

RR0875000

Autoignition Temperature

264 °C

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29109000

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

MSDS

• Language:English Provider:Allyl 2,3-epoxypropyl ether
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Allyl glycidyl ether Usage And Synthesis

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.

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.

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).

Production Methods

AGE is manufactured through the condensation of allyl alcohol and epichlorohydrin with subsequent dehydrochlorination with caustic to form the epoxy ring.

Definition

The length of time something has existed.

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.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

Allyl glycidyl ether reacts violently with oxidizing agents. Can form peroxides. Polymerizes readily [Handling Chemicals Safely 1980. p.128].

Hazard

Skin, eye, and upper respiratory tract irri- tant, and dermatitis. Questionable carcinogen.

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.

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.

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

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
 Allyl glycidyl ether has an LD50 of 390 mg/kg (mouse, oral) and an LD50 of 1600 mg/kg (rat, oral). In rabbits, the dermal LD50 is 2550 mg/kg. Inhalational toxicity has been estimated: LC50 = 270 ppm (mice, 4 h) and 670 ppm (rats, 8 h)

Potential Exposure

Used as a solvent and emulsifier; making epoxy resins, chlorinated compounds; and rubber.

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).

storage

Allyl glycidyl ether should be kept stored in a cool, dark, fi reproof area separated from strong oxidants, strong bases, and strong acids.

Shipping

UN2219 Allyl glycidal ether, Hazard Class: 3; Labels: 3-Flammable liquid

Incompatibilities

Allyl glycidyl ether 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.

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.

Allyl glycidyl ether(106-92-3)Related Product Information

• Dimethyl ether
• BISPHENOL A DIGLYCIDYL ETHER RESIN
• Allyl bromide
• 3-ALLYLOXY-1,2-PROPANEDIOL
• Epichlorohydrin
• Allyl hexanoate
• Ethylbenzene
• Ethylene glycol diglycidyl ether
• Propylene oxide
• 2-Butoxyethanol
• DIGLYCIDYL ETHER
• BENZYL GLYCIDYL ETHER
• 1,2,3-PROPANETRIOL GLYCIDYL ETHER
• 2-Ethylhexyl glycidyl ether
• Allyl chloride
• Hexafluoropropylene oxide
• Glycidyl acrylate
• Butyl glycidyl ether