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103-50-4

Basic Information
CAS No.: 103-50-4
Name: Benzyl ether
Molecular Structure:
Molecular Structure of 103-50-4 (Benzyl ether)
Formula: C14H14O
Molecular Weight: 198.28
Synonyms: Benzylether (8CI);1,1'-[Oxybis(methylene)]bis[benzene];BA (plasticizer);Benzyloxide;Dibenzyl ether;NSC 5931;Plastikator BA;Benzene,1,1'-[oxybis(methylene)]bis-;
EINECS: 203-118-2
Density: 1.047 g/cm3
Melting Point: 1.5-3.5 °C(lit.)
Boiling Point: 286.852 °C at 760 mmHg
Flash Point: 135 °C
Solubility: insoluble in water, soluble in ethanol, ethyl ether, chloroform, acetone
Appearance: colourless liquid
Hazard Symbols: IrritantXi,DangerousN
Risk Codes: 36/37/38-51/53
Safety: 23-61
Transport Information: UN 3082 9/PG 3
PSA: 9.23000
LogP: 3.40340
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Specification

1. Introduction of Benzyl ether
Benzyl ether, with the CAS registry number 103-50-4, is also known as Dibenzyl ether. Its systematic name is benzene,1,1'-[oxybis(methylene)]bis-, its classification code is Skin / Eye Irritant. It should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It can be not only used as plasticizer of gas chromatography stationary phase and nitrocellulose, but also used for the preparation of spice.

2. Properties of Benzyl ether
(1)ACD/LogP: 3.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.465; (4)ACD/LogD (pH 7.4): 3.465; (5)ACD/BCF (pH 5.5): 253.035; (6)ACD/BCF (pH 7.4): 253.035; (7)ACD/KOC (pH 5.5): 1827.273; (8)ACD/KOC (pH 7.4): 1827.273; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.569; (14)Molar Refractivity: 62.035 cm3; (15)Molar Volume: 189.315 cm3; (16)Polarizability: 24.592×10-24cm3; (17)Surface Tension: 39.86 dyne/cm; (18)Density: 1.047 g/cm3; (19)Flash Point: 135 °C; (20)Enthalpy of Vaporization: 50.489 kJ/mol; (21)Boiling Point: 286.852 °C at 760 mmHg; (22)Vapour Pressure: 0.004 mmHg at 25°C.

3. Structure Descriptors of Benzyl ether
(1)SMILES: c1ccc(cc1)COCc2ccccc2
(2)Std. InChI: InChI=1S/C14H14O/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H2
(3)Std. InChIKey: MHDVGSVTJDSBDK-UHFFFAOYSA-N

4. Toxicity of Benzyl ether

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 4300mg/kg (4300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Toksikologicheskii Vestnik. Vol. (1), Pg. 34, 1997.
rat LD50 oral 2500mg/kg (2500mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 703, 1978.

5. Safety Information of Benzyl ether
Hazard Symbols:IrritantXi;DangerousN
Risk Codes:
R36/37/38:Irritating to eyes, respiratory system and skin. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Description:
S23:Do not breathe vapour. 
S61:Avoid release to the environment. Refer to special instructions /safety data sheets.

6. Preparation of Benzyl ether
Benzyl ether can be prepared by benzaldehyde at the ambient temperature. This reaction will need reagents bismuth bromide, triethylsilane and solvent acetonitrile with the reaction time of 5 min. The yield is about 84%.

Benzene,1,1'-[oxybis(methylene)]bis- can be prepared by benzaldehyde at the ambient temperature

7. Use of Benzyl ether
Benzyl ether can be used to produce iodomethyl-benzene at the ambient temperature. It will need reagent boron triiodide-N,N-diethylaniline complex and solvent benzene with the reaction time of 2.5 hours. The yield is about 88%.

Benzene,1,1'-[oxybis(methylene)]bis- can be used to produce iodomethyl-benzene at the ambient temperature

8. Other details of Benzyl ether
When you are using Benzyl ether, please be cautious about it as the following:
Benzyl ether is irritating to eyes, respiratory system and skin. It is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). You must avoid releasing it to the environment just refering to special instructions/safety data sheet.