Carboxylic acids and esters

Carboxylic acid is also known as "organic acid". It refers to the general term of the organic compound formed through the combination between hydrocarbon group and carboxyl group with the general formula being RCOOH.It is mostly in the form of an ester to be widespread in nature. Based on the hydrocarbon structure, it is divided into: 1 aliphatic carboxylic acid: it is formed through connection between aliphatic hydrocarbon group and carboxyl group, such as acetic acid CH3COOH. 2 aromatic carboxylic acids: it is formed through the connection between aromatic rings with a carboxyl group, such as benzoic acid C6H5-COOH. 3 cyclic acid; it is formed through the connection between carboxyl group and cyclic hydrocarbon group such as cyclohexane carboxylic acid. 4 saturated carboxylic acids: it refers to saturated hydrocarbon-containing acids, such as butyric acid CH3CH2CH2COOH. 5 unsaturated carboxylic: acids; it refers to acid containing an unsaturated hydrocarbon group such as acrylic acid CH2 = CHCOOH.

Based on the number of carboxyl groups contained in the molecules, it can be divided into monobasic acid, dibasic acids and poly-acids. Those which have substituents groups contained inside the hydrocarbon are called as "substituted carboxylic acid." Saturated mono-carboxylic acids containing one to nine carbon atoms inside the molecule appear as liquid while those containing more than ten carbon atoms appear as solid while aromatic carboxylic acids and saturated dicarboxylic acids both appear as solid. Carboxylic acids have weak acidicity, and have been largely applied to the manufacturing of esters, acyl chlorides, amides and anhydrides, with reduction of the carboxylic acid yielding the corresponding alcohol. A large number of carboxylic acids have widely applied to dyes, rubber, pharmaceuticals, perfumes, cosmetics, light industry and other industries.

Esters spices refer to the ester compound synthesized through the reaction between alcohols and carboxylic acids. It is a very important large class in spice. Depending on the raw materials used in the synthesis, it can be roughly divided into: aliphatic carboxylates, aromatic carboxylate ester, alkene & alkyne unsaturated bond-containing carboxylic acid ester, and other esters.

The main features of ester series spices are: carboxylic ester can be taken as the product of the substitution of the hydroxy group in acid with alkoxy group. Because the hydroxyl group contained in a carboxyl group may be substituted with one or more alkoxy groups, thus leading to the synthesis of monoester, diester or polyesters. Furthermore, there may also be several hydroxy groups contained in the alcohols, and therefore its alkoxy groups can be connected with one or more carboxyl groups to yield mono- or carboxylate. The aroma, fragrance type, fragrance intensity and features are all related to the structure of the esters. The esters formed through low-grade carboxylic acid and low grade alcohol generally appear as volatile liquid with aroma of flowers, fruit and grass. The ester formed between low grade carboxylic acid and low grade terpene has flower aroma. Esters containing aromatic groups mostly have flower aroma. Esters results from aromatic acids and aromatic alcohols, although with not very strong aroma, has relative higher boiling points and long-lasting aroma. Esters spices are widely distributed in nature with existence in plant roots, stems, leaves, fruits, seeds, bark, flowers and other parts as well as in the secretion products of some animals. There are even more kinds of artificially synthetic ester spices. Because of the easy process of synthesis of esters and the wide source of raw materials, there are many fragrance types for the synthetic esters; the price is also low, and therefore they have achieved widely applications.

Fatty acid esters spices occupy an important status in the fragrance industry, which is characterized by variety, easy synthesis and low prices, and it has been widely used in daily flavor, food flavor as well as industrial flavor. The mainly preparation methods include the esterification reaction between alcohol and fatty acid, the reaction between alcohol and acid anhydride, the reaction between acyl chloride and alcohol, interchange reaction of ester and the reaction between carboxylic acid salt and alkyl halide.

The aromatic esters spices mainly include benzoate, phenylacetic acid ester, cinnamic acid ester and salicylic acid esters. Methods of synthesizing mainly include esterification between alcohol and aromatic acids, reaction between alcohol and benzoyl chloride, ester exchange reaction as well as the reaction between alkyl halide and aromatic acid salt. They play an important role in the daily flavors and edible flavors.

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Structure Chemical Name CAS MF
Phenethyl acetate Phenethyl acetate 103-45-7 C10H12O2
Ethyl 2-furoate Ethyl 2-furoate 614-99-3 C7H8O3
Methyl thiobutyrate Methyl thiobutyrate 2432-51-1 C5H10OS
Cyclohexyl acetate Cyclohexyl acetate 622-45-7 C8H14O2
Benzyl salicylate Benzyl salicylate 118-58-1 C14H12O3
Phenoxyacetic acid Phenoxyacetic acid 122-59-8 C8H8O3
ISOPROPYL CINNAMATE, 98 ISOPROPYL CINNAMATE, 98 7780-06-5 C12H14O2
PIPERONYL ACETATE PIPERONYL ACETATE 326-61-4 C10H10O4
Diethyl phthalate Diethyl phthalate 84-66-2 C12H14O4
Isobutyl cinnamate Isobutyl cinnamate 122-67-8 C13H16O2
Methyl 2-furoate Methyl 2-furoate 611-13-2 C6H6O3
cis-3-Hexenyl 2-methylbutanoate cis-3-Hexenyl 2-methylbutanoate 53398-85-9 C11H20O2
Ethyl propionate Ethyl propionate 105-37-3 C5H10O2
Phenethyl phenylacetate Phenethyl phenylacetate 102-20-5 C16H16O2
GERANYL PROPIONATE GERANYL PROPIONATE 105-90-8 C13H22O2
Phenylacetic acid isobutyl ester Phenylacetic acid isobutyl ester 102-13-6 C12H16O2
Ethyl pyruvate Ethyl pyruvate 617-35-6 C5H8O3
Ethyl nonanoate Ethyl nonanoate 123-29-5 C11H22O2
Linalyl acetate Linalyl acetate 115-95-7 C12H20O2
FEMA 2296 FEMA 2296 103-61-7 C13H16O2
Isopentyl phenylacetate Isopentyl phenylacetate 102-19-2 C13H18O2
delta-Nonalactone delta-Nonalactone 3301-94-8 C9H16O2
BENZYL PHENYLACETATE BENZYL PHENYLACETATE 102-16-9 C15H14O2
Caproic acid propyl ester Caproic acid propyl ester 626-77-7 C9H18O2
Butyl isobutyrate Butyl isobutyrate 97-87-0 C8H16O2
4-Methylbenzyl acetate 4-Methylbenzyl acetate 2216-45-7 C10H12O2
Isobutyl isovalerate Isobutyl isovalerate 589-59-3 C9H18O2
Methyl phenylacetate Methyl phenylacetate 101-41-7 C9H10O2
ETHYL 3-HYDROXYHEXANOATE ETHYL 3-HYDROXYHEXANOATE 2305-25-1 C8H16O3
Ethyl heptanoate Ethyl heptanoate 106-30-9 C9H18O2
cis-3-Hexenyl hexanoate cis-3-Hexenyl hexanoate 31501-11-8 C12H22O2
ISOPROPYL BUTYRATE ISOPROPYL BUTYRATE 638-11-9 C7H14O2
PHENETHYL FORMATE PHENETHYL FORMATE 104-62-1 C9H10O2
Ethyl 3-hydroxybutyrate Ethyl 3-hydroxybutyrate 5405-41-4 C6H12O3
2-PHENYLETHYL PROPIONATE 2-PHENYLETHYL PROPIONATE 122-70-3 C11H14O2
DODECYL ACETATE DODECYL ACETATE 112-66-3 C14H28O2
cis-3-Hexenyl Acetate cis-3-Hexenyl Acetate 3681-71-8 C8H14O2
Methyl butyrate Methyl butyrate 623-42-7 C5H10O2
Hexyl isobutyrate Hexyl isobutyrate 2349-07-7 C10H20O2
Ethyl tiglate Ethyl tiglate 5837-78-5 C7H12O2
Phenethyl isobutyrate Phenethyl isobutyrate 103-48-0 C12H16O2
Citronellyl acetate Citronellyl acetate 150-84-5 C12H22O2
Terpinyl acetate Terpinyl acetate 80-26-2 C12H20O2
Isopentyl formate Isopentyl formate 110-45-2 C6H12O2
Butyl salicylate Butyl salicylate 2052-14-4 C11H14O3
P-TOLYL ACETATE P-TOLYL ACETATE 140-39-6 C9H10O2
cis-3-Hexenyl tiglate cis-3-Hexenyl tiglate 67883-79-8 C11H18O2
Methyl 2-methoxybenzoate Methyl 2-methoxybenzoate 606-45-1 C9H10O3
4-Fluorocinnamaldehyde 4-Fluorocinnamaldehyde 24654-55-5 C9H7FO
HEXYL FORMATE HEXYL FORMATE 629-33-4 C7H14O2
Isobutyl butyrate Isobutyl butyrate 539-90-2 C8H16O2
trans-2-Hexenyl acetate trans-2-Hexenyl acetate 2497-18-9 C8H14O2
2-Ethylhexyl acetate 2-Ethylhexyl acetate 103-09-3 C10H20O2
Isobutyl formate Isobutyl formate 542-55-2 C5H10O2
Furfuryl acetate Furfuryl acetate 623-17-6 C7H8O3
p-Tolyl phenylacetate p-Tolyl phenylacetate 101-94-0 C15H14O2
3,5,5-TRIMETHYLHEXYL ACETATE 3,5,5-TRIMETHYLHEXYL ACETATE 58430-94-7 C11H22O2
Hexyl acetate Hexyl acetate 142-92-7 C8H16O2
Whiskey lactone Whiskey lactone 39212-23-2 C9H16O2
cis-3-Hexenyl formate cis-3-Hexenyl formate 33467-73-1 C7H12O2
Allyl phenoxyacetate Allyl phenoxyacetate 7493-74-5 C11H12O3
Benzyl butyrate Benzyl butyrate 103-37-7 C11H14O2
Cedryl acetate Cedryl acetate 77-54-3 C17H28O2
cis-3-Hexenyl lactate cis-3-Hexenyl lactate 61931-81-5 C9H16O3
CROTONIC ACID CIS-3-HEXEN-1-YL ESTER CROTONIC ACID CIS-3-HEXEN-1-YL ESTER 65405-80-3 C10H16O2
ISOPROPYL PROPIONATE ISOPROPYL PROPIONATE 637-78-5 C6H12O2
Methyl tiglate Methyl tiglate 6622-76-0 C6H10O2
Isoamyl butyrate Isoamyl butyrate 106-27-4 C9H18O2
Isobornyl acetate Isobornyl acetate 125-12-2 C12H20O2
Hexyl propionate Hexyl propionate 2445-76-3 C9H18O2
GERANYL ISOVALERATE GERANYL ISOVALERATE 109-20-6 C15H26O2
Methyl trans-2-nonenoate Methyl trans-2-nonenoate 111-79-5 C10H18O2
Methyl heptanoate Methyl heptanoate 106-73-0 C8H16O2
L(+)-Diethyl L-tartrate L(+)-Diethyl L-tartrate 87-91-2 C8H14O6
Isobutyl cyanoacetate Isobutyl cyanoacetate 13361-31-4 C7H11NO2
ETHYL 2-FUROATE ETHYL 2-FUROATE 1335-40-6 C7H8O3
Pentyl cinnamate Pentyl cinnamate 3487-99-8 C14H18O2
ISOBUTYL GALLATE ISOBUTYL GALLATE 3856-05-1 C11H14O5
2-Methylfuran-3-thiol acetate 2-Methylfuran-3-thiol acetate 55764-25-5 C7H8O2S
N-CAPROIC ACID ISOPROPYL ESTER N-CAPROIC ACID ISOPROPYL ESTER 2311-46-8 C9H18O2
ETHYL 2-NONYNOATE ETHYL 2-NONYNOATE 10031-92-2 C11H18O2
BENZYL LAURATE BENZYL LAURATE 140-25-0 C19H30O2
Butyl 2-methylbutyrate Butyl 2-methylbutyrate 15706-73-7 C9H18O2
Ethyl 3-methylvalerate Ethyl 3-methylvalerate 5870-68-8 C8H16O2
Tripropionin Tripropionin 139-45-7 C12H20O6
METHYL JASMONATE METHYL JASMONATE 1211-29-6 C13H20O3
O-TERT-BUTYLCYCLOHEXYL ACETATE O-TERT-BUTYLCYCLOHEXYL ACETATE 88-41-5 C12H22O2
CITRONELLYL PROPIONATE CITRONELLYL PROPIONATE 141-14-0 C13H24O2
Ethyl 2-methyl-4-pentenoate Ethyl 2-methyl-4-pentenoate 53399-81-8 C8H14O2
ACETOACETIC ACID ISOAMYL ESTER ACETOACETIC ACID ISOAMYL ESTER 2308-18-1 C9H16O3
ISOBUTYL DECANOATE ISOBUTYL DECANOATE 30673-38-2 C14H28O2
CYCLOHEXYL PROPIONATE CYCLOHEXYL PROPIONATE 6222-35-1 C9H16O2
N-BUTYL CINNAMATE N-BUTYL CINNAMATE 538-65-8 C13H16O2
Isobutyl anthranilate Isobutyl anthranilate 7779-77-3 C11H15NO2
BUTYL PHENYLACETATE BUTYL PHENYLACETATE 122-43-0 C12H16O2
FEMA 3699 FEMA 3699 66576-71-4 C8H16O2
LAURIC ACID ISOBUTYL ESTER LAURIC ACID ISOBUTYL ESTER 37811-72-6 C16H32O2
Amyl salicylate Amyl salicylate 2050-08-0 C12H16O3
trans-2-Methyl-2-pentenoic acid trans-2-Methyl-2-pentenoic acid 16957-70-3 C6H10O2
4-AMINOBENZOIC ACID ISOBUTYL ESTER 4-AMINOBENZOIC ACID ISOBUTYL ESTER 94-14-4 C11H15NO2
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