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
Allyl (3-methylbutoxy)acetate Allyl (3-methylbutoxy)acetate 67634-00-8 C10H18O3
Dihydroactinidiolide Dihydroactinidiolide 17092-92-1 C11H16O2
ALLYL BUTYRATE ALLYL BUTYRATE 2051-78-7 C7H12O2
BENZYL ISOVALERATE BENZYL ISOVALERATE 103-38-8 C12H16O2
P-TOLYL ISOBUTYRATE P-TOLYL ISOBUTYRATE 103-93-5 C11H14O2
TRANS-2-HEXENYL BUTYRATE TRANS-2-HEXENYL BUTYRATE 53398-83-7 C10H18O2
FEMA 2079 FEMA 2079 638-25-5 C13H26O2
BUTYL VALERATE BUTYL VALERATE 591-68-4 C9H18O2
4-METHYLNONANOIC ACID 4-METHYLNONANOIC ACID 45019-28-1 C10H20O2
(S)-Isobutyl-2-chloropropanoate (S)-Isobutyl-2-chloropropanoate 83261-15-8 C7H13ClO2
CITRONELLYL BUTYRATE CITRONELLYL BUTYRATE 141-16-2 C14H26O2
ISOAMYL LAURATE ISOAMYL LAURATE 6309-51-9 C17H34O2
ACETOACETIC ACID N-BUTYL ESTER ACETOACETIC ACID N-BUTYL ESTER 591-60-6 C8H14O3
Methyl 2-hexenoate Methyl 2-hexenoate 2396-77-2 C7H12O2
CIS-3-HEXENYL CIS-3-HEXENOATE CIS-3-HEXENYL CIS-3-HEXENOATE 61444-38-0 C12H20O2
BENZYL TIGLATE BENZYL TIGLATE 37526-88-8 C12H14O2
Diethyl malate Diethyl malate 7554-12-3 C8H14O5
FEMA 3148 FEMA 3148 3025-30-7 C12H20O2
LINALYL PROPIONATE LINALYL PROPIONATE 144-39-8 C13H22O2
BUTYL HEPTANOATE BUTYL HEPTANOATE 5454-28-4 C11H22O2
Geranyl tiglate Geranyl tiglate 7785-33-3 C15H24O2
METHYL 2-BROMOOCTANOATE METHYL 2-BROMOOCTANOATE 5445-22-7 C9H17BrO2
Isopropyl tiglate Isopropyl tiglate 1733-25-1 C8H14O2
FEMA 3632 FEMA 3632 24817-51-4 C13H18O2
Cinnamic acid Cinnamic acid 621-82-9 C9H8O2
HEXYL TIGLATE HEXYL TIGLATE 16930-96-4 C11H20O2
2-Phenylpropyl acetate 2-Phenylpropyl acetate 10402-52-5 C11H14O2
FEMA 3354 FEMA 3354 19089-92-0 C10H18O2
CITRONELLYL FORMATE CITRONELLYL FORMATE 105-85-1 C11H20O2
(-)-DIHYDROCARVYL ACETATE (-)-DIHYDROCARVYL ACETATE 20777-49-5 C12H20O2
3-Mercaptohexyl acetate 3-Mercaptohexyl acetate 136954-20-6 C8H16O2S
(-)-CARVYL PROPIONATE (-)-CARVYL PROPIONATE 97-45-0 C13H20O2
FEMA 2860 FEMA 2860 94-47-3 C15H14O2
Isobornyl propanoate Isobornyl propanoate 2756-56-1 C13H22O2
LINALYL BENZOATE LINALYL BENZOATE 126-64-7 C17H22O2
PHENETHYL SALICYLATE PHENETHYL SALICYLATE 87-22-9 C15H14O3
Bornyl acetate Bornyl acetate 76-49-3 C12H20O2
2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) 2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) 56578-35-9 C10H10O
Allyl cyclohexyloxyacetate Allyl cyclohexyloxyacetate 68901-15-5 C11H18O3
NERYL ISOBUTYRATE NERYL ISOBUTYRATE 2345-24-6 C14H24O2
ALLYL ISOVALERATE ALLYL ISOVALERATE 2835-39-4 C8H14O2
ISOBUTYL TIGLATE ISOBUTYL TIGLATE 61692-84-0 C9H16O2
GERANYL ISOBUTYRATE GERANYL ISOBUTYRATE 2345-26-8 C14H24O2
2-PROPENAL, 3-(3-METHYLPHENYL)-,(2E) 2-PROPENAL, 3-(3-METHYLPHENYL)-,(2E) 93614-80-3 C10H10O
Propyl heptanoate Propyl heptanoate 7778-87-2 C10H20O2
TETRAHYDROFURFURYL BUTYRATE TETRAHYDROFURFURYL BUTYRATE 2217-33-6 C9H16O3
METHYL 3-(FURFURYLTHIO)PROPIONATE METHYL 3-(FURFURYLTHIO)PROPIONATE 94278-26-9 C9H12O3S
Pmk glycidate Pmk glycidate 13605-48-6 C12H12O5
2-BROMOCINNAMALDEHYDE 2-BROMOCINNAMALDEHYDE 138555-58-5 C9H7BrO
Benyl propionic methyl ester Benyl propionic methyl ester 29417-83-2 C11H14O2
Diethyl(phenylacetyl)malonate Diethyl(phenylacetyl)malonate 20320-59-6 C15H18O5
3-Bromocinnamaldehyde 3-Bromocinnamaldehyde 97985-66-5 C9H7BrO
1-Acetylimidazole 1-Acetylimidazole 2466-76-4 C5H6N2O
Isooctyl acetate Isooctyl acetate 31565-19-2 C10H20O2
OCTYL FORMATE OCTYL FORMATE 112-32-3 C9H18O2
LINALYL CINNAMATE LINALYL CINNAMATE 78-37-5 C19H24O2
Bornyl isovalerate Bornyl isovalerate 76-50-6 C15H26O2
N-CAPRYLIC ACID ISOBUTYL ESTER N-CAPRYLIC ACID ISOBUTYL ESTER 5461-06-3 C12H24O2
OCTYL ISOBUTYRATE OCTYL ISOBUTYRATE 109-15-9 C12H24O2
RHODINYL ACETATE RHODINYL ACETATE 141-11-7 C12H22O2
L-Menthyl lactate L-Menthyl lactate 61597-98-6 C13H24O3
MYRISTIC ACID ISOBUTYL ESTER MYRISTIC ACID ISOBUTYL ESTER 25263-97-2 C18H36O2
BUTYL UNDECYLENATE BUTYL UNDECYLENATE 109-42-2 C15H28O2
ALLYL CAPRYLATE ALLYL CAPRYLATE 4230-97-1 C11H20O2
FEMA 3710 FEMA 3710 13481-87-3 C10H18O2
ISOAMYL SALICYLATE ISOAMYL SALICYLATE 34377-38-3 C12H16O3
Methyl hex-3-enoate Methyl hex-3-enoate 2396-78-3 C7H12O2
GERANYL PHENYLACETATE GERANYL PHENYLACETATE 102-22-7 C18H24O2
Furfuryl pentanoate Furfuryl pentanoate 36701-01-6 C10H14O3
DELTA-DODECANOLACTONE DELTA-DODECANOLACTONE 16429-21-3 C12H22O2
ANGELIC ACID ISOAMYL ESTER ANGELIC ACID ISOAMYL ESTER 10482-55-0 C10H18O2
FEMA 2302 FEMA 2302 140-27-2 C14H18O2
ETHYL TRANS-4-DECENOATE ETHYL TRANS-4-DECENOATE 76649-16-6 C12H22O2
CINNAMYL FORMATE CINNAMYL FORMATE 104-65-4 C10H10O2
LINALYL ISOBUTYRATE LINALYL ISOBUTYRATE 78-35-3 C14H24O2
ALLYL SORBATE ALLYL SORBATE 7493-75-6 C9H12O2
trans-p-Methoxycinnamaldehyde trans-p-Methoxycinnamaldehyde 24680-50-0 C10H10O2
ISOBUTYL ANGELATE ISOBUTYL ANGELATE 7779-81-9 C9H16O2
PHENOXYETHYL PROPIONATE PHENOXYETHYL PROPIONATE 23495-12-7 C11H14O3
ALLYL PROPIONATE ALLYL PROPIONATE 2408-20-0 C6H10O2
3-Hydroxyhexanoic Acid Methyl Ester 3-Hydroxyhexanoic Acid Methyl Ester 21188-58-9 C7H14O3
L-BORNYL ACETATE L-BORNYL ACETATE 20347-65-3 C12H20O2
ISOBUTYL VINYLACETATE ISOBUTYL VINYLACETATE 24342-03-8 C8H14O2
ETHYL PROPIONYL PYRUVATE ETHYL PROPIONYL PYRUVATE 13246-52-1 C8H12O4
OCTYL PROPIONATE OCTYL PROPIONATE 142-60-9 C11H22O2
FEMA 2535 FEMA 2535 4112-89-4 C15H14O3
Menthyl isovalerate Menthyl isovalerate 16409-46-4 C15H28O2
HEPTYL FORMATE HEPTYL FORMATE 112-23-2 C8H16O2
ALLYL THIOPROPIONATE ALLYL THIOPROPIONATE 41820-22-8 C6H10OS
ALLYL 2-FUROATE ALLYL 2-FUROATE 4208-49-5 C8H8O3
LINALYL BUTYRATE LINALYL BUTYRATE 78-36-4 C14H24O2
ANISYL PHENYLACETATE ANISYL PHENYLACETATE 102-17-0 C16H16O3
ETHYL 4-PHENYLBUTYRATE ETHYL 4-PHENYLBUTYRATE 10031-93-3 C12H16O2
CITRONELLYL ISOBUTYRATE CITRONELLYL ISOBUTYRATE 97-89-2 C14H26O2
DIHYDROMYRCENYL ACETATE DIHYDROMYRCENYL ACETATE 53767-93-4 C12H22O2
BUTYL-2-METHYLVALERATE BUTYL-2-METHYLVALERATE 6297-41-2 C10H20O2
CITRONELLYL VALERATE CITRONELLYL VALERATE 7540-53-6 C15H28O2
HERBAL PROPIONATE HERBAL PROPIONATE 17511-60-3 C13H18O2
ISOPROPYL PHENYLACETATE ISOPROPYL PHENYLACETATE 4861-85-2 C11H14O2
ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL ETHYL ACETOACETATE PROPYLENE GLYCOL KETAL 6290-17-1 C9H16O4
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