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
Caprylic acid methyl ester Caprylic acid methyl ester 111-11-5 C9H18O2
LINALYL FORMATE LINALYL FORMATE 115-99-1 C11H18O2
HEPTYL BUTYRATE HEPTYL BUTYRATE 5870-93-9 C11H22O2
METHYL 2-METHYLPENTANOATE METHYL 2-METHYLPENTANOATE 2177-77-7 C7H14O2
ANISYL FORMATE ANISYL FORMATE 122-91-8 C9H10O3
FEMA 2348 FEMA 2348 21722-83-8 C10H18O2
3-OCTYL ACETATE 3-OCTYL ACETATE 4864-61-3 C10H20O2
FEMA 2575 FEMA 2575 1117-55-1 C14H28O2
2-methylbutyl butyrate 2-methylbutyl butyrate 51115-64-1 C9H18O2
FEMA 2961 FEMA 2961 32665-23-9 C8H16O2
SANTALYL ACETATE SANTALYL ACETATE 1323-00-8 C17H26O2
3-Mercaptohexyl hexanoate 3-Mercaptohexyl hexanoate 136954-22-8 C12H24O2S
DL-MALIC ACID DIETHYL ESTER DL-MALIC ACID DIETHYL ESTER 626-11-9 C8H14O5
FEMA 3457 FEMA 3457 5421-17-0 C14H20O2
3-(ACETYLTHIO)HEXYL ACETATE 3-(ACETYLTHIO)HEXYL ACETATE 136954-25-1 C10H18O3S
Methyl geranate Methyl geranate 1189-09-9 C11H18O2
POLY(ISOBUTYL ACRYLATE) POLY(ISOBUTYL ACRYLATE) 26335-74-0 C7H12O2
FEMA 2774 FEMA 2774 999-40-6 C14H24O2
CINNAMYL PROPIONATE CINNAMYL PROPIONATE 78761-38-3 C12H14O2
LINALYL ISOVALERATE LINALYL ISOVALERATE 1118-27-0 C15H26O2
FEMA 2200 FEMA 2200 7779-80-8 C11H22O2
GERANYL CAPROATE GERANYL CAPROATE 10032-02-7 C16H28O2
CIS-3-HEXENOIC ACID CIS-3-HEXENOIC ACID 4219-24-3 C6H10O2
Isobutyl stearate Isobutyl stearate 646-13-9 C22H44O2
ETHYL 2-HYDROXYCAPROATE ETHYL 2-HYDROXYCAPROATE 52089-55-1 C8H16O3
CYCLOHEXYL CINNAMATE CYCLOHEXYL CINNAMATE 7779-17-1 C15H18O2
ETHYL CYCLOHEXANEPROPIONATE ETHYL CYCLOHEXANEPROPIONATE 10094-36-7 C11H20O2
HEPTYL ISOBUTYRATE HEPTYL ISOBUTYRATE 2349-13-5 C11H22O2
DECYL PROPIONATE DECYL PROPIONATE 5454-19-3 C13H26O2
ALLYL TIGLATE ALLYL TIGLATE 7493-71-2 C8H12O2
FEMA 3678 FEMA 3678 60523-21-9 C8H12O2
FEMA 3222 FEMA 3222 5457-70-5 C16H24O2
ALLYL UNDECYLENATE ALLYL UNDECYLENATE 7493-76-7 C14H24O2
3-MERCAPTOHEXYL BUTYRATE 3-MERCAPTOHEXYL BUTYRATE 136954-21-7 C10H20O2S
1-OCTEN-3-YL BUTYRATE 1-OCTEN-3-YL BUTYRATE 16491-54-6 C12H22O2
FEMA 3676 FEMA 3676 94133-92-3 C13H24O2
ALLYL ANTHRANILATE ALLYL ANTHRANILATE 7493-63-2 C10H11NO2
TERPINYL BUTYRATE TERPINYL BUTYRATE 2153-28-8 C14H24O2
Isobutyl furfurylacetate Isobutyl furfurylacetate 105-01-1 C11H16O3
Citronellyl tiglate Citronellyl tiglate 24717-85-9 C15H26O2
HEXYL ISOVALERATE  STANDARD FOR GC HEXYL ISOVALERATE STANDARD FOR GC 10032-13-0 C11H22O2
ISOEUGENYL PHENYLACETATE ISOEUGENYL PHENYLACETATE 120-24-1 C18H18O3
ETHYL TRANS-2-OCTENOATE ETHYL TRANS-2-OCTENOATE 2351-90-8 C10H18O2
Menthyl lactate Menthyl lactate 17162-29-7 C13H24O3
(+/-)-2-ISOPROPENYL-5-METHYL-4-HEXEN-1-YL ACETATE (+/-)-2-ISOPROPENYL-5-METHYL-4-HEXEN-1-YL ACETATE 50373-59-6 C12H20O2
HEPTYL CAPRYLATE HEPTYL CAPRYLATE 4265-97-8 C15H30O2
FEMA 2368 FEMA 2368 5454-09-1 C14H28O2
ALLYL 2-ETHYLBUTYRATE ALLYL 2-ETHYLBUTYRATE 7493-69-8 C9H16O2
2,5-Dimethyl-3-thiofuroylfuran 2,5-Dimethyl-3-thiofuroylfuran 65505-16-0 C11H10O3S
METHYL CINNAMATE METHYL CINNAMATE 1754-62-7 C10H10O2
DL-MENTHYL ACETATE DL-MENTHYL ACETATE C12H22O2
S-Methyl isovalerate S-Methyl isovalerate 23747-45-7 C6H12OS
Menthyl acetate Menthyl acetate 29066-34-0 C12H22O2
METHYL-2-BUTYL-ISO-BUTYRATE METHYL-2-BUTYL-ISO-BUTYRATE 2445-69-4 C9H18O2
ETHYL 2-METHYL-3-PENTENOATE ETHYL 2-METHYL-3-PENTENOATE 1617-23-8 C8H14O2
ETHYL 2-(METHYLDITHIO)PROPIONATE ETHYL 2-(METHYLDITHIO)PROPIONATE 23747-43-5 C6H12O2S2
TRICYCLODECENYL ACETATE TRICYCLODECENYL ACETATE 5413-60-5 C12H16O2
4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER 4-CHLORO-3,5-DINITRO-BENZOIC ACID ISOBUTYL ESTER 58263-53-9 C11H11ClN2O6
ISO-BUTYL-NONANOATE ISO-BUTYL-NONANOATE 30982-03-7 C13H26O2
FEMA 2510 FEMA 2510 10032-00-5 C14H22O3
Isobutyl isocyanate Isobutyl isocyanate 1873-29-6 C5H9NO
Benzylthioacetate Benzylthioacetate 32362-99-5 C9H10OS
FEMA 2689 FEMA 2689 C11H14O2
METHYL 4-PHENYLBUTYRATE METHYL 4-PHENYLBUTYRATE 2046-17-5 C11H14O2
Allyl Nonanoate Allyl Nonanoate 7493-72-3 C12H22O2
FEMA 2078 FEMA 2078 7779-70-6 C14H28O2
LIGNYL ACETATE LIGNYL ACETATE 128-51-8 C13H20O2
FEMA 3332 FEMA 3332 84642-61-5 C8H14O3
ETHYL 3,5,5-TRIMETHYLHEXANOATE ETHYL 3,5,5-TRIMETHYLHEXANOATE 67707-75-9 C11H22O2
7-BUTYL-2-OXEPANONE 7-BUTYL-2-OXEPANONE 5579-78-2 C10H18O2
Menthyl acetate Menthyl acetate 89-48-5 C12H22O2
ETHYL 2-METHYLPENTANOATE ETHYL 2-METHYLPENTANOATE 28959-02-6 C8H16O2
HEPTYL CINNAMATE HEPTYL CINNAMATE 10032-08-3 C16H22O2
DODECYL ISOBUTYRATE DODECYL ISOBUTYRATE 6624-71-1 C16H32O2
SEC-BUTYL THIOISOVALERATE SEC-BUTYL THIOISOVALERATE 2432-91-9 C9H18OS
FEMA 3320 FEMA 3320 65505-25-1 C14H16O3
FEMA 3710 FEMA 3710 36781-67-6 C10H18O2
2,4-DIISOPROPYL ESTER 2,4-DIISOPROPYL ESTER
Thiofuroic acid Thiofuroic acid C5H4O2S
Benzyl isovalerate Benzyl isovalerate C12H16O2
Methanethiolacetate Methanethiolacetate C3H5OS-
PROPYL2-MERCAPTOPROPIONATE PROPYL2-MERCAPTOPROPIONATE 19788-50-2 C6H12O2S
TRICYCLODECENYL ACETATE TRICYCLODECENYL ACETATE 2500-83-6 C12H16O2
ALLYLCYCLOHEXANE ACETATE ALLYLCYCLOHEXANE ACETATE 4728-82-9 C11H18O2
Amyl Heptanoate Amyl Heptanoate 7493-82-5 C12H24O2
ALLYL CYCLOHEXANEBUTYRATE ALLYL CYCLOHEXANEBUTYRATE 7493-65-4 C13H22O2
2-Methylpentyl 2-methylvalerate 2-Methylpentyl 2-methylvalerate 90397-38-9 C12H24O2
JASMOLACTONE JASMOLACTONE 68959-28-4 C11H18O2
GERANYL ACETATE GERANYL ACETATE 16409-44-2 C12H20O2
ISOAMYL TIGLATE ISOAMYL TIGLATE 41519-18-0 C10H18O2
GUAI-1(5)-EN-11-OL:ACETATE GUAI-1(5)-EN-11-OL:ACETATE 134-28-1 C17H28O2
7-isopropyl-4-methyloxepan-2-one 7-isopropyl-4-methyloxepan-2-one 499-54-7 C10H18O2
Acid geraniol ester Acid geraniol ester
Acetic acid ester cuMin Acetic acid ester cuMin
Geranyl isovalerate ester Geranyl isovalerate ester
METHYL2-HEXENOATE METHYL2-HEXENOATE 32585-08-3 C9H16O2
2-AMINO-5-IODOBENZONIC ACID ETHYL ESTER 2-AMINO-5-IODOBENZONIC ACID ETHYL ESTER 912575-12-3 C10H12INO2
DIMETHYL BENZYL CARBINYL PROPIONATE DIMETHYL BENZYL CARBINYL PROPIONATE 67785-77-7 C13H18O2
DIHYDROACTINIDIOLIDE DIHYDROACTINIDIOLIDE 15356-74-8 C11H16O2
N-HEXYL CAPRYLATE N-HEXYL CAPRYLATE C14H28O2
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