ChemicalBook > CAS DataBase List > 4-Ethylphenol

4-Ethylphenol

Product Name
4-Ethylphenol
CAS No.
123-07-9
Chemical Name
4-Ethylphenol
Synonyms
PEP;Phenol,4-ethyl-;P-ETHYLPHENOL;2PO;4-EthyL;para-ethylphenol;4-hydroxyphenylethane;1-Hydroxy-4-ethylbenzene;GC>=97%;FEMA 3156
CBNumber
CB2106353
Molecular Formula
C8H10O
Formula Weight
122.16
MOL File
123-07-9.mol
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4-Ethylphenol Property

Melting point:
40-42 °C(lit.)
Boiling point:
218-219 °C(lit.)
Density 
1,011 g/cm3
vapor density 
4.2 (vs air)
vapor pressure 
0.13 mm Hg ( 20 °C)
refractive index 
1.5330
FEMA 
3156 | P-ETHYLPHENOL
Flash point:
213 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
4.9g/l
form 
Crystalline Mass or Crystals
pka
pK1:10.0 (25°C)
Specific Gravity
1.0123 (20℃)
color 
White to brownish
Odor
at 1.00 % in dipropylene glycol. phenolic castoreum smoke guaiacol
Odor Type
smoky
Water Solubility 
4.9 g/L (25 ºC)
JECFA Number
694
BRN 
1363317
Stability:
Stable. Incompatible with acid chlorides, acid anhydrides, oxidizing agents.
InChIKey
HXDOZKJGKXYMEW-UHFFFAOYSA-N
LogP
2.1 at 20℃ and pH7
Surface tension
54mN/m at 998g/L and 22℃
CAS DataBase Reference
123-07-9(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 4-ethyl-(123-07-9)
EPA Substance Registry System
p-Ethylphenol (123-07-9)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-R36/37/38-34
Safety Statements 
26-36-S36-S26-45-36/37/39
RIDADR 
UN 2430 8/PG 3
WGK Germany 
3
RTECS 
SL4040000
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29071900
Hazardous Substances Data
123-07-9(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W315605
Product name
4-Ethylphenol
Purity
≥98%, FG
Packaging
1kg
Price
$245
Updated
2024/03/01
Sigma-Aldrich
Product number
W315605
Product name
4-Ethylphenol
Purity
≥98%, FG
Packaging
10Kg
Price
$1940
Updated
2024/03/01
Sigma-Aldrich
Product number
04700
Product name
4-Ethylphenol
Purity
≥97.0% (GC)
Packaging
50g
Price
$41.1
Updated
2024/03/01
Sigma-Aldrich
Product number
04700
Product name
4-Ethylphenol
Purity
≥97.0% (GC)
Packaging
1kg
Price
$193
Updated
2023/06/20
TCI Chemical
Product number
E0159
Product name
4-Ethylphenol
Purity
>97.0%(GC)
Packaging
25g
Price
$23
Updated
2024/03/01
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4-Ethylphenol Chemical Properties,Usage,Production

Description

4-Ethylphenol (4-EP) is a phenolic compound with the formula C8H10O. It is colorless or white needles with a powerful woody-phenolic and yet somewhat sweet odor and tends to be yellow on exposure to light. It is slightly solouble in water, solouble in alcohol, ether and benzene and carbon disulfide. It is found in arabica coffee and can be produced in wine and beer by the spoilage yeast Brettanomyces. It is the starting material for the production of 4-vinylphenol and of various antioxidants and can also be used as an intermediate for pharmaceuticals and dyes. It is an industrially versatile commodity chemical widely applied in the pharmaceutical and food industries.

Chemical Properties

4-Ethylphenol, also known as p-Ethylphenol, is a colorless or white crystalline compound. It can turn yellow when exposed to light. It has a powerful woody-phenolic, medicinal, yet somewhat sweet odor. Its melting point is 4143℃, boiling point is 218219°C, and flash point is 100°C. It has a relative density of 1.011 and a refractive index of 1.5239. It is slightly soluble in water and soluble in ethanol, ether, acetone, benzene, and carbon disulfide. It is a natural component found in foods such as egg fruit, European sour cranberry, pork, rum, whisky, and coffee.

Occurrence

Reported found in yellow passion fruit, smoked fish, lean fish, beer, cognac, rum, whiskey, cider, sherry, grape wines and coffee

Uses

4-Ethylphenol is suitable for use in the determination of 4-ethylguaiacol and 4-ethylphenol in the aroma of red wines using headspace-solid-phase microextraction method. It is a chemical reagent used in the synthesis of 5-HT1A receptor agonists endowed with antinociceptive activity in vivo. It is also used in the preparation of isopropylamides as potent and noncovalent proteosome inhibitors.

Preparation

4-Ethylphenol is prpared by catalytic reaction between phenol and ethylene or ethanol; by heating 8-chloro-3-ethylbenzene with NaOH in the presence of copper powder.

Definition

ChEBI: 4-ethylphenol is a member of the class of phenols carrying an ethyl substituent at position 4. It has a role as a fungal xenobiotic metabolite.

Production Methods

4-Ethylphenol is produced industrially by sulfonation of ethylbenzene under mild (kinetically controlled) conditions and subsequent alkali fusion of the 4-ethylbenzenesulfonic acid obtained. The purity of the commercial product is 98%.

Aroma threshold values

Detection: 42 to 130 ppb

Synthesis Reference(s)

The Journal of Organic Chemistry, 14, p. 1089, 1949 DOI: 10.1021/jo01158a018

General Description

4-Ethylphenol is a volatile phenol. It has been synthesized from p-coumaric acid by employing a synthetic medium containing Dekkera bruxellensis ISA 1791. It has been identified as an aroma compound in red wine.

Hazard

Toxic material.

Safety Profile

Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.

Toxicology

4-Ethylphenol is a potentially toxic compound, capable of producing respiratory distress, cardiovascular collapse, shock, ventricular tachycardia, and coma in an adult. Liver, lung, central nervous system and renal injury may also occur. In case of exposure to eyes, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Monitor for respiratory distress in case of inhalation exposure. Systemic manifestations of toxicity may include nausea, vomiting, diarrhea, dyspnea, tachypnea, pallor, and profuse sweating.

Purification Methods

Non-acidic impurities are removed by passing steam through a boiling solution containing 1 mole of the phenol and 1.75 moles of NaOH (as an aqueous 10% solution). The residue is cooled and acidified with 30% (v/v) H2SO4, and the free phenol is extracted into diethyl ether. The extract is washed with water, dried with CaSO4 and the ether is evaporated. The phenol is distilled at 100mm pressure through a Stedman gauze-packed column (p 11). It is further purified by fractional crystallisation by partial freezing, and by zone refining, under N2 [Biddiscombe et al. J Chem Soc 5764 1963]. Alternatively purify it via the benzoate, as for phenol. The 4-nitrophenylbenzoate has m 80o (from EtOH). [Beilstein 6 H 470, 6 III 1663, 5 IV 3020.]

References

[1] https://en.wikipedia.org/wiki/4-Ethylphenol
[2] http://www.hmdb.ca/metabolites/HMDB29306
[3] https://toxnet.nlm.nih.gov/cgi-bin/sis/search2/f?./temp/~x8ypqu:1:cpp
[4] https://toxnet.nlm.nih.gov/cgi-bin/sis/search2/f?./temp/~x8ypqu:1:manf
[5] YING ZHANG Shaojun D Liangkun Long. Heterologous synthesis of 4-ethylphenol in engineered Escherichia coli[J]. Process Biochemistry, 2020, 96: Pages 157-164. DOI:10.1016/j.procbio.2020.06.003.
[6] WOHLFARTH C. Dielectric constant of 4-ethylphenol[C]. 1900: 0. DOI:10.1007/978-3-540-75506-7\_257.
[7] K H JONES  D J H P W Trudgill. 4-Ethylphenol metabolism by Aspergillus fumigatus.[J]. Applied and Environmental Microbiology, 1994, 60 6: 1978-1983. DOI:10.1128/aem.60.6.1978-1983.1994.

4-Ethylphenol Preparation Products And Raw materials

Raw materials

Copper Ethylbenzene

Preparation Products

pesticide emulsifier 603^<#^> pesticide emulsifier 601^<#^> emulsifier 12^<#^> pesticide emulsifier 602^<#^>
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View Lastest Price from 4-Ethylphenol manufacturers

Speranza Chemical Co., Ltd.
Product
4-Ethylphenol 123-07-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100MT/year
Release date
2020-02-19
airuikechemical co., ltd.
Product
4-Ethylphenol 123-07-9
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-08
Hebei Chuanghai Biotechnology Co,.LTD
Product
4-Ethylphenol 123-07-9
Price
US $9.00/KG
Min. Order
1KG
Purity
99.9
Supply Ability
1 ton
Release date
2024-08-20

123-07-9, 4-EthylphenolRelated Search:

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