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
Methyl propionate Methyl propionate 554-12-1 C4H8O2
METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE 4707-47-5 C10H12O4
cis-3-Hexenyl benzoate cis-3-Hexenyl benzoate 25152-85-6 C13H16O2
Benzyl formate Benzyl formate 104-57-4 C8H8O2
BUTYL LAURATE BUTYL LAURATE 106-18-3 C16H32O2
FEMA 2871 FEMA 2871 140-26-1 C13H18O2
Formic acid isopropyl ester Formic acid isopropyl ester 625-55-8 C4H8O2
2-Methyl butyric acid 2-Methyl butyric acid 116-53-0 C5H10O2
Isobutyl 5-chloro-2,2-dimethylvalerate Isobutyl 5-chloro-2,2-dimethylvalerate 109232-37-3 C11H21ClO2
Ethyl myristate Ethyl myristate 124-06-1 C16H32O2
Benzyl propionate Benzyl propionate 122-63-4 C10H12O2
Ethyl laurate Ethyl laurate 106-33-2 C14H28O2
Isobutyl isobutyrate Isobutyl isobutyrate 97-85-8 C8H16O2
N-DECYL ACETATE N-DECYL ACETATE 112-17-4 C12H24O2
3-Methylbutyl 3-methylbutanoate 3-Methylbutyl 3-methylbutanoate 659-70-1 C10H20O2
Triacetin Triacetin 102-76-1 C9H14O6
METHYL 2-NONYNOATE METHYL 2-NONYNOATE 111-80-8 C10H16O2
2-Methylbutyl 2-methylbutyrate 2-Methylbutyl 2-methylbutyrate 2445-78-5 C10H20O2
cis-3-Hexenyl phenylacetate cis-3-Hexenyl phenylacetate 42436-07-7 C14H18O2
Triethyl citrate Triethyl citrate 77-93-0 C12H20O7
PENTYL HEXANOATE PENTYL HEXANOATE 540-07-8 C11H22O2
Hexyl 2-methylbutyrate Hexyl 2-methylbutyrate 10032-15-2 C11H22O2
Methyl p-tert-butylphenylacetate Methyl p-tert-butylphenylacetate 3549-23-3 C13H18O2
Methyl 4-methylbenzoate Methyl 4-methylbenzoate 99-75-2 C9H10O2
FEMA 2080 FEMA 2080 2035-99-6 C13H26O2
Hexyl butyrate Hexyl butyrate 2639-63-6 C10H20O2
ALLYL PHENYLACETATE ALLYL PHENYLACETATE 1797-74-6 C11H12O2
Cinnamyl chloride Cinnamyl chloride 21087-29-6 C9H9Cl
Anisyl acetate Anisyl acetate 104-21-2 C10H12O3
Benzyl isobutyrate Benzyl isobutyrate 103-28-6 C11H14O2
Benzyldimethylcarbinyl butyrate Benzyldimethylcarbinyl butyrate 10094-34-5 C14H20O2
Boldenone undecylenate Boldenone undecylenate 13103-34-9 C30H44O3
CIS-3-HEXENYL SALICYLATE CIS-3-HEXENYL SALICYLATE 65405-77-8 C13H16O3
N-AMYL BENZOATE N-AMYL BENZOATE 2049-96-9 C12H16O2
Ethyl phenylacetate Ethyl phenylacetate 101-97-3 C10H12O2
Ethyl 2-methylbutyrate Ethyl 2-methylbutyrate 7452-79-1 C7H14O2
ISOBUTYL BENZOATE ISOBUTYL BENZOATE 120-50-3 C11H14O2
Geranyl formate Geranyl formate 105-86-2 C11H18O2
Methyl hexanoate Methyl hexanoate 106-70-7 C7H14O2
2-Ethylbutyl acetate 2-Ethylbutyl acetate 10031-87-5 C8H16O2
Isopropyl acetate Isopropyl acetate 108-21-4 C5H10O2
4-tert-Butylcyclohexyl acetate 4-tert-Butylcyclohexyl acetate 32210-23-4 C12H22O2
CIS-3-HEXENYL PROPIONATE CIS-3-HEXENYL PROPIONATE 33467-74-2 C9H16O2
2-Formamidothiazol-4-acetic acid 2-Formamidothiazol-4-acetic acid 75890-68-5 C6H6N2O3S
Isoamyl cinnamate Isoamyl cinnamate 7779-65-9 C14H18O2
Hexyl hexanoate Hexyl hexanoate 6378-65-0 C12H24O2
Ethyl oleate Ethyl oleate 111-62-6 C20H38O2
Phenethyl butyrate Phenethyl butyrate 103-52-6 C12H16O2
trans-Cinnamic acid trans-Cinnamic acid 140-10-3 C9H8O2
Ethyl 3-hexenoate Ethyl 3-hexenoate 2396-83-0 C8H14O2
2,4,5-TRIMETHYLANILINE 2,4,5-TRIMETHYLANILINE 94-48-4 C17H22O2
Propyl propionate Propyl propionate 106-36-5 C6H12O2
9-DECENOIC ACID 9-DECENOIC ACID 14436-32-9 C10H18O2
ETHYL 2-METHYLPENTANOATE ETHYL 2-METHYLPENTANOATE 39255-32-8 C8H16O2
ETHYL 10-UNDECENOATE ETHYL 10-UNDECENOATE 692-86-4 C13H24O2
2-Methylbutyl acetate 2-Methylbutyl acetate 624-41-9 C7H14O2
AMYL FORMATE AMYL FORMATE 638-49-3 C6H12O2
TETRAHYDROFURFURYL PROPIONATE TETRAHYDROFURFURYL PROPIONATE 637-65-0 C8H14O3
Isobutyl 2-butenoate Isobutyl 2-butenoate 589-66-2 C8H14O2
ACETOXYACETONE ACETOXYACETONE 592-20-1 C5H8O3
Methyl cyclohexanecarboxylate Methyl cyclohexanecarboxylate 4630-82-4 C8H14O2
Hexyl salicylate Hexyl salicylate 6259-76-3 C13H18O3
3-(Methylthio)propyl isothiocyanate 3-(Methylthio)propyl isothiocyanate 505-79-3 C5H9NS2
1-Phenylethyl propionate 1-Phenylethyl propionate 120-45-6 C11H14O2
Phenethyl cinnamate Phenethyl cinnamate 103-53-7 C17H16O2
Cinnamyl acetate Cinnamyl acetate 103-54-8 C11H12O2
Ethyl caprylate Ethyl caprylate 106-32-1 C10H20O2
Diethyl sebacate Diethyl sebacate 110-40-7 C14H26O4
Methyl isobutyrate Methyl isobutyrate 547-63-7 C5H10O2
EUGENOL ACETATE EUGENOL ACETATE 93-28-7 C12H14O3
ISOBUTYL ISOTHIOCYANATE ISOBUTYL ISOTHIOCYANATE 591-82-2 C5H9NS
Cinnamyl cinnamate Cinnamyl cinnamate 122-69-0 C18H16O2
S-N-PROPYL THIOACETATE S-N-PROPYL THIOACETATE 2307-10-0 C5H10OS
Methyl anisate Methyl anisate 121-98-2 C9H10O3
Methyl cinnamate Methyl cinnamate 103-26-4 C10H10O2
Methyl 2-methylbutyrate Methyl 2-methylbutyrate 868-57-5 C6H12O2
FEMA 3498 FEMA 3498 35154-45-1 C11H20O2
ISOBUTYRIC ACID ISOPROPYL ESTER ISOBUTYRIC ACID ISOPROPYL ESTER 617-50-5 C7H14O2
ETHYL 3-PHENYLGLYCIDATE ETHYL 3-PHENYLGLYCIDATE 121-39-1 C11H12O3
Ethyl lactate Ethyl lactate 97-64-3 C5H10O3
BUTYL ANTHRANILATE BUTYL ANTHRANILATE 7756-96-9 C11H15NO2
CINNAMYL ISOBUTYRATE CINNAMYL ISOBUTYRATE 103-59-3 C13H16O2
Acetic acid octyl ester Acetic acid octyl ester 112-14-1 C10H20O2
CIS-3-HEXENYL BUTYRATE CIS-3-HEXENYL BUTYRATE 16491-36-4 C10H18O2
Ethyl 4-methoxybenzoate Ethyl 4-methoxybenzoate 94-30-4 C10H12O3
Geranyl acetate Geranyl acetate 105-87-3 C12H20O2
Ethyl Hexanoate Ethyl Hexanoate 123-66-0 C8H16O2
HEPTYL ACETATE HEPTYL ACETATE 112-06-1 C9H18O2
2'-Methoxycinnamaldehyde 2'-Methoxycinnamaldehyde 1504-74-1 C10H10O2
ETHYL 2-BENZYLACETOACETATE ETHYL 2-BENZYLACETOACETATE 620-79-1 C13H16O3
Methyl 2-thiofuroate Methyl 2-thiofuroate 13679-61-3 C6H6O2S
Butyl isovalerate Butyl isovalerate 109-19-3 C9H18O2
GERANYL BUTYRATE GERANYL BUTYRATE 106-29-6 C14H24O2
Isoamyl benzoate Isoamyl benzoate 94-46-2 C12H16O2
ETHYL 2-MERCAPTOPROPIONATE ETHYL 2-MERCAPTOPROPIONATE 19788-49-9 C5H10O2S
Isobutyl propionate Isobutyl propionate 540-42-1 C7H14O2
Butyl levulinate Butyl levulinate 2052-15-5 C9H16O3
3-PHENYLPROPYL ACETATE 3-PHENYLPROPYL ACETATE 122-72-5 C11H14O2
Isopentyl isobutyrate Isopentyl isobutyrate 2050-01-3 C9H18O2
ETHYL UNDECANOATE ETHYL UNDECANOATE 627-90-7 C13H26O2
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