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4-Phenoxyphenol

4-Phenoxyphenol structure

CAS No:
831-82-3
Formula:
C12H10O2
Chemical Name:
4-Phenoxyphenol
Synonyms:
Phenol,4-phenoxy-;Phenol,p-phenoxy-;4-Phenoxyphenol;p-Phenoxyphenol;p-Hydroxydiphenyl ether;4-Hydroxydiphenyl ether;Hydroquinone monophenyl ether;NSC 25027
Categories:
Agrochemicals > Pesticide Intermediates

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Description

beige crystalline powder

4-phenoxyphenol is a phenoxyphenol.

4-Phenoxyphenol Basic Attributes

Molecular Weight：

186.21

Exact Mass：

186.21

BRN：

2047182

EC Number：

212-611-1

UNII：

D83R742GJR

NSC Number：

25027

DSSTox ID：

DTXSID2022127

HScode：

29095090

Characteristics

PSA：

29.5

XLogP3：

3.4

Appearance：

colorless to light brown

Density：

1.2±0.1 g/cm3

Melting Point：

84 °C

Boiling Point：

177-180 °C @ Press: 9 Torr

Flash Point：

177-180°C/9mm

Refractive Index：

1.605

Water Solubility：

H2O: insoluble ;toluene: 0.1 g/mL, clear

Storage Conditions：

Store below +30°C.

Safety Information

Packing level：

I; II; III

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-37/39

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (80.19%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 207 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

4-phenoxyphenol

4-Phenoxyphenol Use and Manufacturing

Methods of Manufacturing

There are many preparation methods for 4-hydroxydiphenyl ether, among which two process routes have low raw material cost and simple process. Hydroquinone and bromobenzene react with hydroquinone as raw materials, add dimethyl sulfoxide solvent and 96% potassium hydroxide solution, while blowing in nitrogen, while heating to 140 ℃ under stirring, slowly add bromobenzene solution dropwise , React at (145±5)°C for 8h; after the reaction is completed, the aqueous phase is acidified with hydrochloric acid to precipitate crystals, and the yield is 88% to 89%. P-chlorophenol method Add 235g (2.50mol) phenol, 42.1g (0.75mol) sodium hydroxide and 150mL toluene into a 500mL three-necked flask equipped with a thermometer, a water trap and a magnetic stirrer, and heat to separate water. After solvent removal, 1.75g copper salt was added as a catalyst, 64.3g (0.50 mol) p-chlorophenol was added dropwise, and the reaction was carried out at 175°C for 8h. After the phenol is recovered, it is acidified with dilute hydrochloric acid. Extract with ether and wash with water. After drying, it is distilled to collect 145～152℃ (800Pa) fractions to obtain 60g of product with a yield of 64%, m.p. 83～84℃ (literature value m.p. 85～86℃).

Uses

4-Hydroxydiphenyl ether, also known as 4-phenoxyphenol, is an intermediate for carbamate insecticides dioxycarbin and sanitary insecticide pyriproxyfen.

Manufacturing Info：

Phenol, 4-phenoxy-: ACTIVE

Use Classification：

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Agrochemical：

CGA-26021 is a known environmental transformation product of Fenoxycarb.

Computed Properties

Molecular Weight:186.21
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:186.068079557
Monoisotopic Mass:186.068079557
Topological Polar Surface Area:29.5
Heavy Atom Count:14
Complexity:156
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Chlorobenzene

Hydroquinone

Dimethyl sulfoxide

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4-Phenoxyphenol

CAS No.: 831-82-3

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