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| CAS No.: | 106-92-3 |
|---|---|
| Name: | Allyl glycidyl ether |
| Molecular Structure: | |
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|
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| Formula: | C6H10O2 |
| Molecular Weight: | 114.144 |
| Synonyms: | Oxirane,[(2-propenyloxy)methyl]- (9CI);Propane, 1-(allyloxy)-2,3-epoxy- (6CI,8CI);1,2-Epoxy-3-allyloxypropane;1-(2-Propenyloxy)-2,3-epoxypropane;1-Allyloxy-2,3-epoxypropane;2-(Allyloxymethyl)oxirane;2-[[(2-Propenyl)oxy]methyl]oxirane;AGE;Allyl 2,3-epoxypropyl ether;Allyl oxiranemethyl ether;Denacol EX 111;Glycidyl2-propenyl ether;Glycidyl allyl ether;NSC 18596;NSC 631;[(2-Propenyloxy)methyl]oxirane;[(Allyloxy)methyl]oxirane; |
| EINECS: | 203-442-4 |
| Density: | 0.962 g/cm3 |
| Melting Point: | -100 °C |
| Boiling Point: | 153.2 °C at 760 mmHg |
| Flash Point: | 57.2 °C |
| Solubility: | 50 g/L (20 °C) in water |
| Appearance: | colourless liquid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 10-20/22-37/38-40-41-43-52/53-62-68 |
| Safety: | 24/25-26-36/37/39-61 |
| Transport Information: | UN 2219 3/PG 3 |
| PSA: | 21.76000 |
| LogP: | 0.58780 |
| Conditions | Yield |
|---|---|
| With oxygen In acetonitrile at 60℃; under 760.051 Torr; for 3h; Catalytic behavior; chemoselective reaction; | 83% |
| With dihydrogen peroxide; MFI-type titanosilicate catalyst, Ti/Si molar ratio of 0.0233 In methanol; water at 57 - 60℃; for 0.5h; Conversion of starting material; Heating / reflux; | 33.2% |
| With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 45℃; for 48h; |
| Conditions | Yield |
|---|---|
| Stage #1: allyl alcohol; epichlorohydrin With trifluorormethanesulfonic acid; sulfuric acid at 45 - 55℃; for 5h; Molecular sieve; Stage #2: With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide at 40 - 45℃; for 3h; Reagent/catalyst; Temperature; | 97.17% |
| With tin(IV) chloride Behandeln des Reaktionsprodukts mit wss. Natronlauge; | |
| With perchloric acid Behandeln des Reaktionsprodukts mit wss. Natronlauge; | |
| With sodium hydride In tetrahydrofuran 1.) 2h, 2.) RT, 16h; 4h, reflux; | |
| Stage #1: allyl alcohol; epichlorohydrin With boron trifluoride diethyl etherate at 20 - 22℃; for 3h; Stage #2: With sodium hydroxide In diethyl ether at 35 - 40℃; |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; MWW-type titanosilicate In acetonitrile | |
| With dihydrogen peroxide; MWW-type titanosilicate In acetonitrile |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In diethyl ether at 30℃; for 2h; | 79% |
| With Ph4SbOMe In dichloromethane at 40℃; for 4h; | 61 % Chromat. |
1,1,1-trifluoro-2-(trifluoromethyl)but-3-en-2-ol
tetra(n-butyl)ammonium hydrogensulfate
epichlorohydrin
Allyl glycidyl ether
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium sulfate | 65% |
| Conditions | Yield |
|---|---|
| Stage #1: oxiranyl-methanol With sodium hydride In tetrahydrofuran at 0℃; Stage #2: allyl bromide In tetrahydrofuran for 7h; | 43% |
| Conditions | Yield |
|---|---|
| With ethyl acetate | |
| With acetone |
allyl alcohol
epichlorohydrin
A
Allyl glycidyl ether
B
1,2-epoxy-3-(1-chloromethyl-2-allyloxy)ethoxypropane
C
1-chloro-3-allyloxy-2-(2'-chloromethyl-2'-glycidyl)ethoxypropane
| Conditions | Yield |
|---|---|
| Stage #1: allyl alcohol; epichlorohydrin With boron trifluoride diethyl etherate at 30 - 35℃; for 2h; Stage #2: With sodium hydroxide In diethyl ether at 30 - 45℃; | A 34.5 g B 17.5 g C 11 g |
| Conditions | Yield |
|---|---|
| With Ti-MWW; dihydrogen peroxide In acetonitrile at 59.85℃; for 0.5h; Product distribution; Further Variations:; Solvents; Temperatures; Catalysts; |
| Conditions | Yield |
|---|---|
| In 2,2,2-trifluoroethanol at 20℃; for 6h; regioselective reaction; | 100% |
| With copper(II) ferrite In dichloromethane at 20℃; regioselective reaction; | 95% |
| With Montmorillonite K10 clay for 0.0166667h; aminolysis, ring cleavage; Irradiation; | 74% |
| at 130 - 140℃; for 3h; | 60% |
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The Allyl glycidyl ether, with the cas register number 106-92-3, has the systematic name of 2-[(prop-2-en-1-yloxy)methyl]oxirane. And its product categories of Industrial/Fine Chemicals; Simple 3-Membered Ring Compounds; Oxiranes.
The basic information of this chemical is below: This is a kind of colourless liquid, and it is insoluble in water and is flammable. And this is stable but incompatible with strong oxidizing agents, acids, bases. May form peroxides in storage if in contact with air. When store it, this chemical should be stored in the temp. Refrigerator (+4°C), and away from the oxidizing agent.
The characteristics of this chemical are as following: (1)ACD/LogP: 0.78; (2)ACD/LogD (pH 5.5): 0.78; (3)ACD/LogD (pH 7.4): 0.78; (4)ACD/BCF (pH 5.5): 2.3; (5)ACD/BCF (pH 7.4): 2.3; (6)ACD/KOC (pH 5.5): 63.18; (7)ACD/KOC (pH 7.4): 63.18; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 4; (10)Polar Surface Area: 21.76; (11)Index of Refraction: 1.443; (12)Molar Refractivity: 30.89 cm3; (13)Molar Volume: 116.3 cm3; (14)Polarizability: 12.24 ×10-24 cm3; (15)Surface Tension: 32.1 dyne/cm; (16)Density: 0.981 g/cm3; (17)Flash Point: 57.2 °C; (18)Enthalpy of Vaporization: 37.39 kJ/mol; (19)Boiling Point: 153.2 °C at 760 mmHg; (20)Vapour Pressure: 4.32 mmHg at 25°C.
Use of Allyl glycidyl ether: Allyl glycidyl ether could react with 7(9)H-purin-6-ylamine to produce 1-allyloxy-3-(6-amino-purin-9-yl)-propan-2-ol, in the following condtion: reagent: K2CO3; solvent: dimethylsulfoxide; reaction time: 5 days; field: 40%; other condition: Ambient temperature.
When you deal with this chemical, you should be very cautious. Being a kind of harmful chemical, it may cause damage to health, and if by inhalation or if swallowed, it will be very harmful. Then it may even have limited evidence of a carcinogenic effect and has possible risk of impaired fertility. Besides, it is irritating to respiratory system and skin and it may cause sensitisation by skin contact. What's more, it is harmful to aquatic organisms, and it may cause long-term adverse effects in the aquatic environment. Then it has possible risk of irreversible effects. So you should take the following instructions while using. Wear suitable protective clothing, gloves and eye/face protection, and avoid contacting with skin and eyes. If in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Besides, avoid releasing to the environment and then refer to special instructions/safety data sheet.
In addition, you could convert the following datas into the molecular structure：
SMILES: C=CCOCC1CO1Copy
Below are the toxicity information of this chemical:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LC50 | inhalation | 270ppm/4H (270ppm) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |
| mouse | LD50 | oral | 390mg/kg (390mg/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. |
| rabbit | LD50 | skin | 2550mg/kg (2550mg/kg) | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. | |
| rat | LC50 | inhalation | 670ppm/8H (670ppm) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |
| rat | LD50 | oral | 1600mg/kg (1600mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA | AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956. |
