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Diphenyl ether

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Diphenyl ether

EINECS 202-981-2
CAS No. 101-84-8 Density 1.063 g/cm3
Solubility Insoluble in water Melting Point 26 °C
Formula C12H10O Boiling Point 258.3 °C at 760 mmHg
Molecular Weight 170.21 Flash Point 99.3 °C
Transport Information UN 3077 9/PG 3 Appearance clear pale yellowish liquid after melting
Safety 60-61-57-37/39-26-45-36/37 Risk Codes 51/53-36/37/38-39/23/24/25-23/24/25-36/38
Molecular Structure Molecular Structure of 101-84-8 (Diphenyl ether) Hazard Symbols DangerousN,IrritantXi,ToxicT
Synonyms

Phenylether (8CI);1,1'-Oxybis[benzene];Barrel Therm 330;Benzene, phenoxy-;Biphenyl oxide;Chemcryl JK-EB;Diphenyl oxide;NSC 19311;Oxybisbenzene;Phenoxybenzene;Phenyl oxide;Benzene, 1,1'-oxybis-;

 

Diphenyl ether History

Diphenyl ether(CAS NO.101-84-8) and many of its properties were first reported as early as 1901.

Diphenyl ether Consensus Reports

Diphenyl ether and many of its properties were first reported as early as 1901.It is synthesized by a modification of the Williamson ether synthesis, here the reaction of phenol and bromobenzene in the presence of base and a catalytic amount of copper:
PhONa + PhBr → PhOPh + NaBr
Involving similar reactions, diphenyl ether is a significant side product in the high-pressure hydrolysis of chlorobenzene in the production of phenol

Diphenyl ether Specification

The Diphenyl ether with CAS registry number of 101-84-8 is also known as Benzene, phenoxy-. The IUPAC name is Phenoxybenzene. It belongs to product categories of Pharmaceutical Intermediates; Fine Chemical & Intermediates; Organics; Biphenyl & Diphenyl ether. Its EINECS registry number is 202-981-2. In addition, the formula is C12H10O and the molecular weight is 170.21. This chemical is a clear pale yellowish liquid after melting and insoluble in water. It should be sealed in ventilated and dry place away from fire, heat, oxidants. What's more, it can be used as heat transfer medium and used for organic synthesis, manufacture of perfume and dyes.

Physical properties about Diphenyl ether are: (1)ACD/LogP: 4.21; (2)ACD/LogD (pH 5.5): 4.21; (3)ACD/LogD (pH 7.4): 4.21; (4)ACD/BCF (pH 5.5): 932.39; (5)ACD/BCF (pH 7.4): 932.39; (6)ACD/KOC (pH 5.5): 4647.71; (7)ACD/KOC (pH 7.4): 4647.71; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.572; (11)Molar Refractivity: 52.69 cm3; (12)Molar Volume: 160 cm3; (13)Surface Tension: 38.4 dyne/cm; (14)Density: 1.063 g/cm3; (15)Flash Point: 99.3 °C; (16)Enthalpy of Vaporization: 47.59 kJ/mol; (17)Boiling Point: 258.3 °C at 760 mmHg; (18)Vapour Pressure: 0.0223 mmHg at 25 °C.

Preparation of Diphenyl ether: it is prepared by condensation  reaction of chlorobenzene and phenol. The reaction needs catalyst copper and solvent caustic solution. When the reaction is complete, reactant is dealed with acid and the ether oil is vacuum distilled to obtain product.

(1) C6H5OH + NaOH → C6H5ONa + H2O
(2) C6H5ONa + C6H5Cl → C6H5OC6H5 + NaCl

Uses of Diphenyl ether: it is used to produce 4-phenoxy-benzaldehyde by reaction with tris(diformylamino)methane. The reaction occurs with reagent AlCl3 and solvent 1,2-dichloro-ethane at -13 - 1 °C for 16 hours. The yield is about 20%.

Diphenyl ether is used to produce 4-phenoxy-benzaldehyde by reaction with tris(diformylamino)methane.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. There is danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. It also is toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid release to the environment and use appropriate containment to avoid environmental contamination. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately. This material and its container must be disposed of as hazardous waste.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC=C2
2. InChI: InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
3. InChIKey: USIUVYZYUHIAEV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 7940mg/kg (7940mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
National Technical Information Service. Vol. 0TS0518143,
rat LD50 oral 2450mg/kg (2450mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. 0TS0518143,

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