93-89-0 Usage
Description
Ethyl benzoate, C9H10O2, is the ester formed by the condensation of benzoic acid and ethanol. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents. As with many volatile esters, ethyl benzoate has a pleasant odor which could be described similar to wintergreen mint. It is a component of some artificial fruit flavors.
Chemical Properties
Ethyl benzoate is a colourless liquid that has a somewhat fruity odor similar to ylang-ylang, but milder than methyl benzoate. Soluble in ethanol, ethyl ether, petroleum ether, propylene glycol, mineral oil and most non-volatile oils, insoluble in water and glycerin.
Occurrence
Reported found in volatiles from hard, mature peaches, pineapple and currant. Also reported found in apple
juice, banana, guava, cranberry, raspberry, sweet cherry, Parmesan cheese, butter, milk, white wine, red wine, cider, whiskies, cocoa,
black tea, fresh plum, apple brandy, cherry brandy, Bourbon vanilla, naranjilla fruit, ceriman or pinanona, pimento berry, olive and
passion fruit.
Uses
Different sources of media describe the Uses of 93-89-0 differently. You can refer to the following data:
1. Ethyl Benzoate acts as an aroma and flavour compound due to the volatile ester group in its structure. In perfumery under the name Essence de Niobe; in manufacture of Peau d'Espagne; artificial fruit essence.
2. Ethyl benzoate is used as a perfume scent. It acts as a food flavoring agent. It is an active component of artificial fruit flavors. Further, it is used in cosmetics and personal care products as fragrance ingredients and preservatives.
Preparation
By esterification of ethyl alcohol and benzoic acid in the presence of anhydrous aluminum sulfate and a trace of sulfuric
acid; by transesterification of methyl benzoate with ethanol in the presence of potassium ethylate
Definition
ChEBI: Ethyl benzoate is a benzoate ester obtained by condensation of benzoic acid and ethanol. It is a volatile oil component found in ripe kiwifruit, cranberry juice, and palm kernel oil. It has a role as a flavouring agent, a fragrance and a volatile oil component. It is a benzoate ester and an ethyl ester.
Aroma threshold values
Detection: 100 ppb; recognition: 150 ppb
Taste threshold values
Taste characteristics at 30 ppm: sweet, medicinal, green, minty, fruity, birch beer and wintergreen-like.
Synthesis Reference(s)
The Journal of Organic Chemistry, 25, p. 1703, 1960 DOI: 10.1021/jo01080a004Synthetic Communications, 20, p. 2267, 1990 DOI: 10.1080/00397919008053167Tetrahedron Letters, 22, p. 1509, 1981 DOI: 10.1016/S0040-4039(01)90363-6
General Description
Natural occurrence: Feijoa, guava, plum, raspberry, rum, strawberry, Virginia tobacco.
Flammability and Explosibility
Notclassified
Safety Profile
Moderately toxic by
ingestion. Mildly toxic by skin contact. A
skin and eye irritant. Combustible liquid
when exposed to heat or flame; can react
with oxidizing materials. To fight fire, use
foam, CO2, dry chemical. When heated to
decomposition it emits acrid smoke and
irritating fumes. See also ESTERS
Check Digit Verification of cas no
The CAS Registry Mumber 93-89-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 3 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 93-89:
(4*9)+(3*3)+(2*8)+(1*9)=70
70 % 10 = 0
So 93-89-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
93-89-0Relevant articles and documents
Bender
, p. 1626,1628 (1951)
Ester Interchange Reaction Catalyzed by Lanthanoid Tri-2-propoxides
Okano, Tamon,Hayashizaki, Yugo,Kiji, Jitsuo
, p. 1863 - 1865 (1993)
Lanthanoid tri-2-propoxides (i)3>n Ln = La, Nd, Gd, Yb) are active catalysts for the interchange reaction of the alkoxyl groups between two kinds of esters.The La catalyst is the most active among them, and the activity is higher in nonpolar solvents than in polar ones.The La catalyst is applicable to the ring-opening polymerization of 6-hexanolide.
-
Vernon,Brown
, p. 534 (1940)
-
7,8,9-trimethyl-1-phenyl-3H-pyrrolo[2,1-d][1,2,5]triazepin-4(5H)-one. Synthesis and reactions
Kharaneko
, p. 738 - 745 (2017)
A strategy was developed for the synthesis of 7,8,9-trimethyl-1-phenyl-3H-pyrrolo[2,1-d][1,2,5]-triazepin-4(5H)-one, reactions of its functionalization at the С4 atom and aza rings fusion at the С4?N3 bond were explored. The formation mechanism of the pyrrolo-1,2,5-triazepinone scaffold was suggested.
-
Kailan
, p. 543 (1906)
-
Production of Copolyester Monomers from Plant-Based Acrylate and Acetaldehyde
Yuan, Lin,Hu, Yancheng,Zhao, Zhitong,Li, Guangyi,Wang, Aiqin,Cong, Yu,Wang, Feng,Zhang, Tao,Li, Ning
supporting information, (2021/12/14)
PCTA is an important copolyester that has been widely used in our daily necessities. Currently, its monomers are industrially produced from petroleum-derived xylene. To reduce the reliance on fossil energy, we herein disclose an alternative route to acces
PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation
Wu, Xiaofang,Zhou, Lei,Li, Fangshao,Xiao, Jing
, p. 491 - 497 (2021/01/20)
A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.
Copper-mediated simple and direct aerobic oxidative esterification of arylacetonitriles with alcohols/phenols
Dong, Jianyu,Chen, Xiuling,Ji, Fangyan,Liu, Lixin,Su, Lebin,Mo, Min,Tang, Jian-Sheng,Zhou, Yongbo
, (2020/10/20)
A simple and direct aerobic oxidative esterification reaction of arylacetonitriles with alcohols/phenols is achieved in the presence of a copper salt and molecular oxygen, which produces a broad range of aryl carboxylic acid esters in good to high yields. Copper salt plays multiple roles in the transformation, which allows the oxygenation of C-H bond, cleavage of inert C-C bond, and formation of C-O bond in one pot without the assistance of any of the acids, bases, ligands, and so on. The reaction provides a simple, direct, and efficient protocol towards functionalized esters, especially aryl benzoates, from readily available starting materials.
