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103-16-2

Basic Information
CAS No.: 103-16-2
Name: Phenol,4-(phenylmethoxy)-
Article Data: 74
Cas Database
Molecular Structure:
Molecular Structure of 103-16-2 (Phenol,4-(phenylmethoxy)-)
Formula: C13H12O2
Molecular Weight: 200.237
Synonyms: Phenol,p-(benzyloxy)- (6CI,7CI,8CI);4-(Benzyloxy)phenol;p-Hydroxyphenyl benzyl ether;p-(Benzyloxy)phenol;Benzoquin;Benzyl p-hydroxyphenylether;Carmifal;Depigman;Dermochinona;Hydroquinone benzyl ether;Hydroquinone monobenzyl ether;Leucodinine;Monobenzon;4-(Phenylmethoxy)phenol;AgeRite Alba;Agerite;Monobenzone;Monobenzylether hydroquinone;
EINECS: 203-083-3
Density: 1.16 g/cm3
Melting Point: 119-120 °C(lit.)
Boiling Point: 359.1 °C at 760 mmHg
Flash Point: 213.4 °C
Solubility: slightly soluble in hot water, soluble in water, acetone and most organic solvents
Appearance: cream to beige-light brownish crystals
Hazard Symbols: IrritantXi
Risk Codes: 36-43
Safety: 24/25-26-37
Transport Information: N/A
PSA: 29.46000
LogP: 2.97120
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Reported in EPA TSCA Inventory.

Specification

The 4-Benzyloxyphenol is an organic compound with the formula C13H12O2. The IUPAC name of this chemical is 4-phenylmethoxyphenol. With the CAS registry number 103-16-2 and EINECS 203-083-3, it is also named as Benzyl p-hydroxyphenyl ether. The product's categories are API Intermediates; Bifunctional Compounds (Building Blocks for Liquid Crystals); Functional Materials. It is cream to beige-light brownish crystal which is slightly soluble in hot water, soluble in water, acetone and most organic solvents. What's more, this chemical is toxic and flammable. So the storage environment should be well-ventilated, low-temperature and dry. Keep 4-Benzyloxyphenol separate from raw materials of food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.96; (4)ACD/LogD (pH 7.4): 2.96; (5)ACD/BCF (pH 5.5): 105.48; (6)ACD/BCF (pH 7.4): 105.34; (7)ACD/KOC (pH 5.5): 976.76; (8)ACD/KOC (pH 7.4): 975.5; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.603; (14)Molar Refractivity: 59.3 cm3; (15)Molar Volume: 172.5 cm3; (16)Polarizability: 23.5×10-24 cm3; (17)Surface Tension: 46.6 dyne/cm; (18)Density: 1.16 g/cm3; (19)Flash Point: 213.4 °C; (20)Enthalpy of Vaporization: 62.84 kJ/mol; (21)Boiling Point: 359.1 °C at 760 mmHg; (22)Vapour Pressure: 1.18E-05 mmHg at 25°C.

Preparation of 4-Benzyloxyphenol: It can be obtained by chloromethyl-benzene and benzene-1,4-diol. This reaction needs reagent K2CO3 and solvent dimethylformamide at ambient temperature. The reaction time is 18 hours. The yield is 63%.

4-Benzyloxyphenol can be obtained by chloromethyl-benzene and benzene-1,4-diol

Uses of 4-Benzyloxyphenol: It is used as antioxidant in the rubber industry and as pharmaceutical intermediate. It also can react with methanol to get 4-benzyloxy-4-methoxycyclohexa-2,5-dienone. This reaction needs reagent PhI(OAc)2 and solvent methanol at temperature of 20 °C. The reaction time is 40 min. The yield is 92%.

4-Benzyloxyphenol  can react with methanol to get 4-benzyloxy-4-methoxycyclohexa-2,5-dienone

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and may cause sensitization by skin contact. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves.

People can use the following data to convert to the molecule structure.
1. SMILES:O(c1ccc(O)cc1)Cc2ccccc2
2. InChI:InChI=1/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2 
3. InChIKey:VYQNWZOUAUKGHI-UHFFFAOYAB

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 600mg/kg (600mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
rat LD50 intraperitoneal 4500mg/kg (4500mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 983, 1989.

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