ChemicalBook--->CAS DataBase List--->120-47-8

120-47-8

120-47-8 Structure

120-47-8 Structure
IdentificationMore
[Name]

Ethylparaben
[CAS]

120-47-8
[Synonyms]

4-(ethoxycarbonyl)phenol
4-HYDROXYBENZOIC ACID ETHYL ESTER
AKOS BBS-00000702
ETHYL 4-HYDROXYBENZOATE
ethyl butex
ETHYLPARABEN
ETHYL PARASEPT
ETHYL P-HYDROXYBENZOATE
p-hydroxybenzoate ethyl ester
P-HYDROXYBENZOIC ACID ETHYL ESTER
RARECHEM AL BI 0098
4-Carbethoxyphenol
4-hydroxy-benzoicaciethylester
Aseptin a
Aseptine a
Aseptoform E
aseptoforme
Benzoic acid, 4-hydroxy-, ethyl ester
Benzoic acid, p-hydroxy-, ethyl ester
Benzoicacid,4-hydroxy-,ethylester
[EINECS(EC#)]

204-399-4
[Molecular Formula]

C9H10O3
[MDL Number]

MFCD00002353
[Molecular Weight]

166.17
[MOL File]

120-47-8.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

114-117 °C(lit.)
[Boiling point ]

297-298 °C(lit.)
[density ]

1.1708 (rough estimate)
[vapor pressure ]

0.00012 hPa (25 °C)
[refractive index ]

1.5286 (estimate)
[Fp ]

297-298°C
[storage temp. ]

0-6°C
[solubility ]

Very slightly soluble in water, freely soluble in ethanol (96 per cent) and in methanol.
[form ]

Crystalline Powder
[pka]

8.31±0.13(Predicted)
[color ]

White
[Odor]

at 100.00?%. mild phenolic
[PH]

4.5-5.5 (H2O, 20°C) (saturated solution)
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
[Water Solubility ]

Slightly soluble in water.
[Merck ]

14,3837
[BRN ]

1101972
[Contact allergens]

This substance is one of the parabens family. Parabens are esters formed by p-hydroxybenzoic acid and an alcohol. They are largely used as biocides in cosmetics and toiletries, medicaments, or food. They have synergistic power with other biocides. Parabens can induce allergic contact dermatitis, mainly in chronic dermatitis and wounded skin.
[LogP]

2.470
[CAS DataBase Reference]

120-47-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Ethylparaben(120-47-8)
[EPA Substance Registry System]

120-47-8(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Uses]

An antimicrobial
[Uses]

bronchodilator, tocolytic
[Uses]

Preservative for pharmaceuticals.
[Definition]

ChEBI: Ethylparaben is an ethyl ester resulting from the formal condensation of the carboxy group of 4-hydroxybenzoic acid with ethanol, It has a role as an antimicrobial food preservative, an antifungal agent, a plant metabolite and a phytoestrogen. It is a paraben and an ethyl ester.
[Production Methods]

Ethylparaben is prepared by the esterification of p-hydroxybenzoic acid with ethanol (95%).
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 39, p. 3343, 1974 DOI: 10.1021/jo00937a007
[General Description]

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
[Pharmaceutical Applications]

Ethylparaben is widely used as an antimicrobial preservative in cosmetics,food products, and pharmaceutical formulations.
It may be used either alone or in combination with other paraben esters or with other antimicrobial agents. In cosmetics it is one of the most frequently used preservatives.
The parabens are effective over a wide pH range and have a broad spectrum of antimicrobial activity, although they are most effective against yeasts and molds.
Owing to the poor solubility of the parabens, paraben salts, particularly the sodium salt, are frequently used. However, this may cause the pH of poorly buffered formulations to become more alkaline.
[Safety]

Ethylparaben and other parabens are widely used as antimicrobial preservatives in cosmetics, food products, and oral and topical pharmaceutical formulations.
Systemically, no adverse reactions to parabens have been reported, although they have been associated with hypersensitivity reactions. Parabens, in vivo, have also been reported to exhibit estrogenic responses in fish.(10) The WHO has set an estimated total acceptable daily intake for methyl-, ethyl-, and propylparabens at up to 10 mg/kg body-weight.
LD50 (mouse, IP): 0.52 g/kg
LD50 (mouse, oral): 3.0 g/kg
[storage]

Aqueous ethylparaben solutions at pH 3–6 can be sterilized by autoclaving, without decomposition. At pH 3–6, aqueous solutions are stable (less than 10% decomposition) for up to about 4 years at room temperature, while solutions at pH 8 or above are subject to rapid hydrolysis (10% or more after about 60 days at room temperature).
Ethylparaben should be stored in a well-closed container in a cool, dry place.
[Incompatibilities]

The antimicrobial properties of ethylparaben are considerably reduced in the presence of nonionic surfactants as a result of micellization. Absorption of ethylparaben by plastics has not been reported, although it appears probable given the behavior of other parabens. Ethylparaben is coabsorbed on silica in the presence of ethoxylated phenols. Yellow iron oxide, ultramarine blue, and aluminum silicate extensively absorb ethylparaben in simple aqueous systems, thus reducing preservative efficacy.
Ethylparaben is discolored in the presence of iron and is subject to hydrolysis by weak alkalis and strong acids.
[Regulatory Status]

Accepted as a food additive in Europe. Included in the FDA Inactive Ingredients Database (oral, otic, and topical preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

1
[RTECS ]

DH2190000
[Autoignition Temperature]

495 °C
[TSCA ]

Yes
[HS Code ]

29182930
[Hazardous Substances Data]

120-47-8(Hazardous Substances Data)
[Toxicity]

LD50 orally in Rabbit: > 2000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sulfuric acid-->Activated carbon,decolor-->4-Hydroxybenzoic acid-->Ethyl 4-etoxybenzoate
[Preparation Products]

2,6-Dichlorophenol-->Dazoxiben-->Propylparaben-->Gabexate mesylate-->ETHYL 4-(2-CHLOROETHOXY)BENZOATE-->3,5-Dichloro-4-hydroxybenzoic acid-->Ethyl 3,4-dihydroxybenzoate-->Sorbic acid-->4-(MethoxyMethoxy)benzoicacid-->4-N-BUTOXYBENZOYL CHLORIDE-->4-BENZYLOXYBENZHYDRAZIDE-->4-(Hydroxymethyl)cyclohexanol(cis- and trans- mixture)-->ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate-->Kayalon Polyester Light Red BL-SE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

p-Hydroxybenzoate ethyl ester(120-47-8).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Ethylparaben(120-47-8)MS
Ethylparaben(120-47-8)1HNMR
Ethylparaben(120-47-8)13CNMR
Ethylparaben(120-47-8)IR1
Ethylparaben(120-47-8)IR2
Ethylparaben(120-47-8)IR3
Ethylparaben(120-47-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Ethyl 4-hydroxybenzoate, 99%(120-47-8)
[Alfa Aesar]

Ethyl 4-hydroxybenzoate, 99%(120-47-8)
[Sigma Aldrich]

120-47-8(sigmaaldrich)
[TCI AMERICA]

Ethyl 4-Hydroxybenzoate,>99.0%(T)(120-47-8)
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