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Glycidyl Phenyl Ether

Product Introduction

Glycidyl phenyl ether Basic information

Product Name:	Glycidyl phenyl ether
Synonyms:	GLYCIDYL PHENYL ETHER;2,3-EPOXYPROPYL PHENYL ETHER;Phenyl tlycidyl ether;PHENYL 2,3-EPOXYPROPYL ETHER;PHENYL GLYCID ETHER;PHENYL GLYCIDYL ETHER;PGE;1-PHENOXY-2,3-PROPYLENE OXIDE
CAS:	122-60-1
MF:	C9H10O2
MW:	150.17
EINECS:	204-557-2
Product Categories:	Oxiranes;Simple 3-Membered Ring Compounds;K00001
Mol File:	122-60-1.mol

Glycidyl phenyl ether Chemical Properties

Melting point	3.5 °C(lit.)
Boiling point	245-247 °C(lit.)
density	1.109 g/mL at 25 °C(lit.)
vapor density	5.2 (vs air)
vapor pressure	0.03 mm Hg ( 20 °C)
refractive index	n20/D 1.531
Fp	>230 °F
storage temp.	Store below +30°C.
solubility	2.4g/l
form	Liquid
color	Clear colorless to yellow
Water Solubility	2.4 g/L (20 ºC)
BRN	2744
Exposure limits	TLV-TWA 6 mg/m³ (1 ppm) (ACGIH); 1 ppm (15 min) (NIOSH).
Stability:	Stable. Incompatible with strong oxidizing agents.
InChIKey	FQYUMYWMJTYZTK-UHFFFAOYSA-N
LogP	1.61 at 25℃
CAS DataBase Reference	122-60-1(CAS DataBase Reference)
NIST Chemistry Reference	Oxirane, (phenoxymethyl)-(122-60-1)
IARC	2B (Vol. 47, 71) 1999
EPA Substance Registry System	Phenyl glycidyl ether (122-60-1)

Safety Information

Hazard Codes	T
Risk Statements	45-20-37/38-43-52/53-68
Safety Statements	53-45-61
RIDADR	2810
WGK Germany	3
RTECS	TZ3675000
Autoignition Temperature	430 °C
TSCA	Yes
HazardClass	IRRITANT
HS Code	29109000
Hazardous Substances Data	122-60-1(Hazardous Substances Data)
Toxicity	LD50 orally in Rabbit: 2150 mg/kg LD50 dermal Rabbit 1500 mg/kg
IDLA	100 ppm

MSDS Information

Provider	Language
2,3-Epoxypropylphenylether	English
SigmaAldrich	English
ACROS	English
ALFA	English

Glycidyl phenyl ether Usage And Synthesis

Chemical Properties	Phenyl glycidyl ether, also known as glycidyl phenyl ether or PGE, is a clear liquid with a sweet odor that is considered unpleasant. It is soluble in ether and benzene, but insoluble in water. It has the ability to volatilize with water vapor. It is used in the production of epoxy resins, as a chemical intermediate, and as a stabilizer.
Uses	Phenyl glycidyl ether (PGE) is utilized in organic syntheses as an intermediate. As a reactive diluent, PGE is incorporated into uncured epoxy resins to lower viscosity, thereby facilitating casting, adhesives, and laminating applications.
Uses	2-Phenylglycidyl ether is an organic synthesis; chemical intermediate with high solvency for halogenated materials; reactive diluent of epoxy-resin systems; forms chemical bonds with the resin during cure and accelerates the curing process.
Production Methods	PGE is synthesized by condensation of phenol with epichlorohydrin, with subsequent dehydrochlorination with caustic to form the epoxy ring.
Definition	ChEBI: Phenyl glycidyl ether is an aromatic ether.
Synthesis Reference(s)	The Journal of Organic Chemistry, 50, p. 1784, 1985 DOI: 10.1021/jo00210a053
General Description	Colorless liquid.
Air & Water Reactions	Ethers tend to form unstable peroxides when exposed to oxygen. Ethyl, isobutyl, ethyl tert-butyl, and ethyl tert-pentyl ether are particularly hazardous in this respect. Ether peroxides can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid. Slightly soluble in water.
Reactivity Profile	Glycidyl phenyl ether, an ether, can act as a base. 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.
Health Hazard	PGE is a toxic compound exhibiting moderate irritant action and carcinogenicity inanimals. Application of 0.25 mg resulted insevere eye irritation in rabbits, while 500 mgcaused moderate skin irritation over a periodof 24 hours. Prolonged or repeated contactcan cause moderate irritation and skin sensitization in humans. The symptoms of its toxicity in animalswere depression of the central nervous system and paralysis of the respiratory tract.Prolonged exposure caused changes in thekidney, liver, thymus, and testes, and lossof hair in rats. The toxicity of this compound in humans is low and the health hazardcan arise primarily from its skin-sensitizationaction. LD50 value, oral (mice): 1400 mg/kg DGE showed carcinogenicity in rats, causingnasal cancer.
Fire Hazard	Glycidyl phenyl ether is probably combustible.
Contact allergens	This monoglycidyl derivative is a reactive diluent in epoxy resins Bisphenol A type. It is a component of epoxy paints, epoxy glues, and epoxy resins. Sensitization has been observed in many professions, such as in construction workers, marble workers, ceramic workers, and shoemakers.
Safety Profile	Confirmed carcinogen with experimental carcinogenic data. Moderately toxic by ingestion, skin contact, and subcutaneous routes. A severe eye and skin irritant. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. Used as a chemical intermediate. See also ETHERS
Potential Exposure	PGE is used to increase storage time and stability of halogenated compounds; as a reactive diluent in uncured epoxy resins to reduce the viscosity of the uncured system for ease in casting; adhesive, and laminating applications. NIOSH once estimated that 8000 workers are potentially exposed to PGE.
Carcinogenicity	Chronic exposure of rats to 1 or 12ppm 6 hours/day, 5 days/week for 2 years caused an increased incidence of rhinitis, squamous metaplasia, and epidermal carcinomas of the nasal cavity.4 The IARC has determined that there is sufficient evidence for the carcinogenicity of PGE in animals and that it is possibly carcinogenic to humans.
Shipping	UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Incompatibilities	Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, amines, and curing agents. PGE can presumably form explosive peroxides
Waste Disposal	Concentrated waste containing no peroxides-discharge liquid at a controlled rate near a pilot flame. Concentrated waste containing peroxidesperforation of a container of the waste from a safe distance followed by open burning.

Glycidyl phenyl ether Preparation Products And Raw materials

Raw materials	Potassium carbonate-->Epichlorohydrin
Preparation Products	CORTEX ALDEHYDE 50 BENZYL ALCOHOL-->(S)-2-Oxiranylanisole-->3-Phenoxy-1-propanol-->TRANS-1,2-CYCLOHEXANEDIOL-->CHEMBRDG-BB 5482082

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