Allyl phenyl ether

Reported in EPA TSCA Inventory.

The IUPAC name of Allyl phenyl ether is prop-2-enoxybenzene. With the CAS registry number 1746-13-0 and EINECS 217-125-3, it is also named as Phenyl 2-propenyl ether. The product's categories are Pharmaceutical Intermediates; Aromatic Compounds; Allyl Monomers; Monomers; Polymer Science. It is clear colourless to very slightly yellow liquid which is highly toxic and flammable. So the storage environment should be well- ventilated, low-temperature and dry. Keep Allyl phenyl ether separate from raw materials of food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.94; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.94; (4)ACD/LogD (pH 7.4): 2.94; (5)#H bond acceptors: 1; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 3 ; (8)Index of Refraction: 1.504; (9)Molar Refractivity: 41.92 cm³; (10)Molar Volume: 141.5 cm³; (11)Polarizability: 16.61×10^-24 cm³; (12)Surface Tension: 30.4 dyne/cm; (13)Enthalpy of Vaporization: 41.11 kJ/mol; (14)Vapour Pressure: 0.682 mmHg at 25°C; (15)Rotatable Bond Count: 3; (16)Exact Mass: 134.073165; (17)MonoIsotopic Mass: 134.073165; (18)Topological Polar Surface Area: 9.2; (19)Heavy Atom Count: 10; (20)Complexity: 92.9.

Preparation of Allyl phenyl ether: It can be obtained by 3-bromo-propene and phenol. This reaction needs reagents K₂CO₃ and acetone.

Uses of Allyl phenyl ether: It is used for the synthesis of drugs alprenolol and other fine chemical products. And it is also used in organic synthesis. For example: it can react with diazomethane to get cyclopropylmethyl-phenyl ether. This reaction needs catalytic agent bis(benzonitrile)palladium dichloride and solvent CH₂Cl₂, diethyl ether  at temperature of 0-10 °C. The reaction time is 30 min. The yield is 88%.

People can use the following data to convert to the molecule structure.
1. SMILES:C=CCOc1ccccc1
2. InChI:InChI=1/C9H10O/c1-2-8-10-9-6-4-3-5-7-9/h2-7H,1,8H2 
3. InChIKey:POSICDHOUBKJKP-UHFFFAOYAP

The following are the toxicity data which has been tested.