Chemical properties Uses Production Methods
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4-Phenylphenol

Chemical properties Uses Production Methods
Product Name
4-Phenylphenol
CAS No.
92-69-3
Chemical Name
4-Phenylphenol
Synonyms
BIPHENYL-4-OL;P-HYDROXYBIPHENYL;[1,1'-Biphenyl]-4-ol;P-PHENYLPHENOL;4-pp;4-HYDROXYBIPHENYL;4-HYDROXYDIPHENYL;p-Xenol;PARAXENOL;2-DIPHENYLOL
CBNumber
CB8197379
Molecular Formula
C12H10O
Formula Weight
170.21
MOL File
92-69-3.mol
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4-Phenylphenol Property

Melting point:
164-166 °C (lit.)
Boiling point:
321 °C (lit.)
Density 
1.0149 (rough estimate)
vapor pressure 
0Pa at 25℃
refractive index 
1.6188 (estimate)
Flash point:
330 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
methanol: soluble50mg/mL, clear, colorless
form 
Flakes
pka
9.55(at 25℃)
color 
White to slightly yellow
PH
7 (0.7g/l, H2O, 20℃)
Water Solubility 
0.7 g/L (20 ºC)
Merck 
14,7305
BRN 
1907452
Stability:
Stable. Incompatible with strong oxidizing agents, strong bases, halogens. Combustible.
LogP
3.6 at 25℃
CAS DataBase Reference
92-69-3(CAS DataBase Reference)
NIST Chemistry Reference
p-Hydroxybiphenyl(92-69-3)
EPA Substance Registry System
4-Phenylphenol (92-69-3)
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Safety

Hazard Codes 
Xi,N
Risk Statements 
36/37/38-51/53-38
Safety Statements 
26-36/37-61-36
RIDADR 
UN3077
WGK Germany 
2
RTECS 
DV5850000
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29071900
Hazardous Substances Data
92-69-3(Hazardous Substances Data)
Toxicity
LD50 ipr-mus: 150 mg/kg NTIS** AD691-490
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
134341
Product name
4-Phenylphenol
Purity
97%
Packaging
5g
Price
$113
Updated
2024/03/01
Sigma-Aldrich
Product number
134341
Product name
4-Phenylphenol
Purity
97%
Packaging
100g
Price
$260
Updated
2024/03/01
TCI Chemical
Product number
P0201
Product name
4-Phenylphenol
Purity
>99.0%(GC)
Packaging
25g
Price
$32
Updated
2024/03/01
TCI Chemical
Product number
P0201
Product name
4-Phenylphenol
Purity
>99.0%(GC)
Packaging
100g
Price
$69
Updated
2024/03/01
Alfa Aesar
Product number
A10817
Product name
4-Phenylphenol, 98%
Packaging
100g
Price
$57.9
Updated
2024/03/01
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4-Phenylphenol Chemical Properties,Usage,Production

Chemical properties

P-phenyl phenol appears as a white flake solid; being tasteless; mp:159 ~ 160 ℃; pure product has a mp of 166 ℃, a bp of 323 ℃, a relative density of 1.24. It is almost insoluble in water, but easily soluble in organic solvents such as alcohol, ketone and ether and alkaline solution.

Uses

Biphenol, also known as p-phenyl phenol, is the intermediates of the fungicide bitertanol.It is used in the synthesis of oil-soluble resin and emulsifier; used as a component of corrosion-resistant paint, printing and dyeing carrier. P-hydroxybiphenyl synthesized red light enhancement and green light enhancement materials are one of the main raw materials for color films and are also used as analytical reagents.

Production Methods

Two methods for the preparation of p-hydroxybiphenyl.
Separation of byproducts of phenol production by sulfonation method
Distillation of by-products of phenol production by sulfonation, the residue contains p-phenylphenol and o-phenylphenol, the residue is first heated, distilled by vacuum, the vacuum is controlled at 53.3 ~ 66.7 kPa, the temperature gradually increases from 65 ~ 75 ℃ to more than 100 ℃, but not more than 135 ℃, and then use the different solubility of o- and para-phenylphenol in trichloroethylene for separation, that is, the mixed phenyl Phenylphenol is heated and dissolved in trichloroethylene, and the crystals of para-phenylphenol are precipitated by cooling, and the product is obtained by filtering and drying.
Biphenyl sulfonation alkali fusion method
The biphenyl is dissolved in acetic acid, sulfonated with sulfur trioxide, and the sulfonated product is separated and formed into salt with 20% NaOH aqueous solution, and then alkali melted with solid NaOH at 100-350℃, and then acidified to obtain the product.

Chemical Properties

light tan solid (odour threshold detection limit 0.7 ppm)

Uses

4-Phenylphenol is an intermediate for the production of varnish resins and nonionogenic emulsifiers which are used in the plant protection,polyurethane, and dyeing sectors.

Uses

Fluorescence and phosphorescence quantum yields and fluorescence and phosphorescence lifetimes were obtained for 4-phenylphenol adsorbed on filter paper with either NaCl, NaBr, or NaI at 296 and 93 K. The solid-surface fluorescence and phosphorescence quantum yield values and phosphorescence lifetime values were obtained for p-aminobenzoic acid (PABA) and 4-phenylphenol adsorbed on α-cyclodextrin/NaCl mixtures. 4-Phenylphenol is used as an antioxidant and is a potential EDC.

Definition

ChEBI: 4-Phenylphenol is a member of the class of hydroxybiphenyls that is biphenyl carrying a hydroxy group at position 4.

Preparation

4-phenylphenol synthesis: Add to a 50 ml round-bottom flask, in this order, 122 mg of phenylboronic acid, 414 mg of potassium carbonate, 220 mg of 4-iodophenol, and 10 ml of deionized water. Weigh in a suitably sized container 3 mg Pd on C 10%, add 1 ml of deionized water, and stir gently by hand to form a slurry that is then transferred to the reaction flask.

Couple the flask to a water-jacketed condenser, and reflux the mixture on a hot plate with a magnetic stirrer vigorously for 30 min (until a precipitate appears). After this time, switch off the plate and allow to cool to r.t. Add HCl 2 M to an acidic pH (check with indicator paper). Separate the resulting solid, still containing the catalyst, by filtering with a Hirsch funnel. Wash the solid with 10 ml of water. Then, in a Hirsch funnel, add 10 ml of MeOH, and collect the filtrate in a clean container. Add to the resulting MeOH solution 10 ml of deionized water to obtain the precipitate of the product. Purify by recrystallization, heating in a water bath container with the precipitate and the MeOH/H2O mixture. If necessary, add 1 to 2 ml more of hot MeOH, to finish dissolving the solid. Filter under vacuum with a Hirsch funnel, air dry the solid (can recover the next day). Weigh and calculate the yield.

Synthesis Reference(s)

Tetrahedron, 40, p. 4981, 1984 DOI: 10.1016/S0040-4020(01)91336-5
Tetrahedron Letters, 36, p. 125, 1995 DOI: 10.1016/0040-4039(94)02191-D

General Description

4-Phenylphenol undergoes enzymatic polymerization and polymer developed is characterized by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. It is the intermediate in manufacture of 4-alkyl substituted phenol-formaldehyde resins.

Safety Profile

Acute poison by intraperitonealroute. Questionable carcinogen with experimentalcarcinogenic and tumorigenic data. When heated todecomposition it emits acrid, irritating fumes.

Purification Methods

Crystallise the phenol from aqueous EtOH, *C6H6, and dry it in a vacuum over CaCl2 [Buchanan et al. J Am Chem Soc 108 7703 1986]. [Beilstein 6 IV 4600.]

4-Phenylphenol Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Phenylphenol Suppliers

Shaanxi Yanhua Technology Co., Ltd
Tel
15029556408
Email
554033698@qq.com
Country
China
ProdList
80
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58
Weifang QianJin Fine Chemical Co., Ltd.
Tel
13031698386 18753684562
Fax
0536-8897109
Email
1577399715@qq.COM
Country
China
ProdList
1705
Advantage
55
Xi'an Synthetize Industrial Co., Ltd.
Tel
15934815775
Email
lintengfei@xa-sks.com
Country
China
ProdList
34
Advantage
58
Shandong Dexin Fine Chemical Co. LTD
Tel
13475558980
Email
644535754@qq.com
Country
China
ProdList
299
Advantage
58
Henan Yanyuan Biotechnology Co., Ltd
Tel
18637186683
Email
2392060329@qq.com
Country
China
ProdList
31
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
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View Lastest Price from 4-Phenylphenol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4-Phenylphenol 92-69-3
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-24
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
4-Phenylphenol 92-69-3
Price
US $999.00-666.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-14
Hebei Weibang Biotechnology Co., Ltd
Product
4-Phenylphenol 92-69-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-31

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