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| CAS No.: | 122-60-1 |
|---|---|
| Name: | Glycidyl phenyl ether |
| Article Data: | 127 |
| Molecular Structure: | |
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|
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| Formula: | C9H10O2 |
| Molecular Weight: | 150.177 |
| Synonyms: | Propane, 1,2-epoxy-3-phenoxy- (8CI);(Phenyloxymethyl)oxirane;1,2-Epoxy-3-phenoxypropane;1-Phenoxy-2,3-epoxypropane;2,3-Epoxypropyl phenylether;2-(Phenoxymethyl)oxirane;3-(Phenyloxy)-1,2-epoxypropane;3-Phenoxy-1,2-epoxypropane;3-Phenoxypropylene oxide;Oxiranylmethyl phenyl ether; |
| EINECS: | 204-557-2 |
| Density: | 1.123 g/cm3 |
| Melting Point: | 3.5 °C(lit.) |
| Boiling Point: | 244.999 °C at 760 mmHg |
| Flash Point: | 94.757 °C |
| Solubility: | 2.4 g/L (20 ºC) |
| Appearance: | Light yellow liquid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 45-20-37/38-43-52/53-68 |
| Safety: | 53-45-61 |
| PSA: | 21.76000 |
| LogP: | 1.46420 |
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Consensus Reports
Standards and Recommendations
ACGIH TLV: TWA 0.1 ppm (skin, sensitizer) Confirmed Animal Carcinogen with Unknown Relevance to Humans
DFG MAK: Confirmed Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: (Phenyl Glycidyl Ether) CL 1 ppm/15M
Analytical Methods
Specification
The CAS registry number of Phenyl glycidyl ether is 122-60-1. The IUPAC name is 2-(phenoxymethyl)oxirane. Its EINECS registry number is 204-557-2. In addition, the molecular formula is C9H10O2 and the molecular weight is 150.17. It is a kind of colourless liquid and belongs to the classes of Oxiranes and Simple 3-Membered Ring Compounds.
Physical properties about this chemical are: (1)ACD/LogP: 1.47; (2)ACD/LogD (pH 5.5): 1.47; (3)ACD/LogD (pH 7.4): 1.47; (4)ACD/BCF (pH 5.5): 7.715; (5)ACD/BCF (pH 7.4): 7.715; (6)ACD/KOC (pH 5.5): 150.242; (7)ACD/KOC (pH 7.4): 150.242; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 21.76 Å2; (11)Index of Refraction: 1.537; (12)Molar Refractivity: 41.772 cm3; (13)Molar Volume: 133.742 cm3; (14)Polarizability: 16.56 ×10-24cm3; (15)Surface Tension: 42.282 dyne/cm; (16)Density: 1.123 g/cm3; (17)Flash Point: 94.757 °C; (18)Enthalpy of Vaporization: 46.255 kJ/mol; (19)Boiling Point: 244.999 °C at 760 mmHg; (20)Vapour Pressure: 0.046 mmHg at 25°C.
Preparation of Phenyl glycidyl ether: it can be prepared by phenol and epoxychloropropane via condensation in the presence of sodium hydroxide. Mix phenol with sodium hydroxide by stirring, then cool the mixture to 5-6 °C. And add epoxychloropropane slowly. The reaction time is 45 hours by stirring at reaction temperature of 25 °C. Then you can get the product via a series of extraction by ether, drying by anhydrous potassium carbonate, filtering and vacuum distillation. The equation as follows:
Uses of Phenyl glycidyl ether: it can be used as reactive diluent for epoxy resin and intermediates for organic synthesis. And it can be used to get 3-phenoxy-propane-1,2-diol and 1-chloro-3-phenoxy-propan-2-ol. This reaction will need reagents LiCl and silica gel. The reaction time is 22 days with ambient temperature. The yield is about 33%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, irritating to respiratory system and skin and may cause sensitization by skin contact. And it may cause cancer. It has risk of irreversible effects possibly. In addition, it is harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. You should avoid exposure-obtain special instruction before use. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). And you should avoid release to the environment. What's more, you can refer to special instructions safety data sheet.
You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)OCC2CO2
(2)InChI: InChI=1/C9H10O2/c1-2-4-8(5-3-1)10-6-9-7-11-9/h1-5,9H,6-7H2
(3)InChIKey: FQYUMYWMJTYZTK-UHFFFAOYAO
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LC50 | inhalation | > 100ppm/4H (100ppm) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |
| mouse | LD50 | oral | 1400mg/kg (1400mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |
| mouse | LD50 | subcutaneous | 760mg/kg (760mg/kg) | AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 1355, 1965. |
| rabbit | LD50 | skin | 1500uL/kg (1.5mL/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954. | |
| rat | LC50 | inhalation | > 100ppm/8H (100ppm) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |
| rat | LD50 | oral | 3850mg/kg (3850mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |