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2315-68-6

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2315-68-6 Usage

Description

Propyl benzoate is an organic chemical compound used as a food additive. It is an ester.

Chemical Properties

Different sources of media describe the Chemical Properties of 2315-68-6 differently. You can refer to the following data:
1. Propyl benzoate has a balsamic odor reminiscent of nuts with a sweet, fruity, nut-like taste.
2. CLEAR COLORLESS LIQUID

Occurrence

Reported found in sweet cherry, clove stem and butter.

Uses

Different sources of media describe the Uses of 2315-68-6 differently. You can refer to the following data:
1. Propyl benzoate was used to extract desipramine, a model compound used in the electrochemical analysis by a combined hollow fiber-based liquid three-phase microextraction and voltammetric method.
2. Propyl benzoate has a nutty odor and sweet fruity or nut-like taste, and as such, it is used as a synthetic flavoring agent in foods. It also has antimicrobial properties and is used as a preservative in cosmetics. It occurs naturally in the sweet cherry and in clove stems, as well as in butter.

Preparation

By exchange between methyl benzoate and propyl alcohol in the presence of potassium propylate; by heating benzamide sulfate with propyl alcohol at 90 to 95°C.

Reactions

Propyl benzoate can be synthesized by the transesterification of methyl benzoate with propanol.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 2464, 1950 DOI: 10.1021/ja01162a029

General Description

The adsorption data of propyl benzoate was obtained by frontal analysis on a symmetry-C18 column by a mixture of methanol and water as the mobile phase.

Check Digit Verification of cas no

The CAS Registry Mumber 2315-68-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,1 and 5 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2315-68:
(6*2)+(5*3)+(4*1)+(3*5)+(2*6)+(1*8)=66
66 % 10 = 6
So 2315-68-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O2/c1-2-8-12-10(11)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3

2315-68-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name PROPYL BENZOATE

1.2 Other means of identification

Product number -
Other names n-Propyl benzoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2315-68-6 SDS

2315-68-6Synthetic route

benzoic acid (3-iodopropyl) ester
245758-34-3

benzoic acid (3-iodopropyl) ester

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; air; phenylsilane; In(OAc)3 In ethanol at 20℃; for 1.5h;100%
3-bromopropyl benzoate
6065-69-6

3-bromopropyl benzoate

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With tri(2-furyl)germane; triethyl borane In tetrahydrofuran at 20℃; for 2h; Reduction;99%
With tri(2-furyl)germane; triethyl borane In tetrahydrofuran; hexane at 20℃; for 2h;99%
With air; triethyl borane; di-n-butylchlorogermane In tetrahydrofuran; hexane at 0 - 20℃; for 1h;99%
propan-1-ol
71-23-8

propan-1-ol

benzoic acid
65-85-0

benzoic acid

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With alumina methanesulfonic acid at 80℃; for 0.133333h; Microwave irradiation;98%
With 1,3-benzothiazol-3-ium methanesulfonate at 110℃; for 8h;96.1%
With pyridine for 0.5h; Ambient temperature;94%
propan-1-ol
71-23-8

propan-1-ol

iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With triethylamine at 80℃; for 16h; Schlenk technique; Inert atmosphere;95%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 80℃; for 4h;95%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 80℃; under 760.051 Torr; for 6h;93%
propan-1-ol
71-23-8

propan-1-ol

2,2,2-trichloroacetophenone
2902-69-4

2,2,2-trichloroacetophenone

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine In neat (no solvent) at 20 - 25℃; for 12h;94%
With triethylamine In water; acetonitrile at 20℃;76%
With magnesium hydroxide
propan-1-ol
71-23-8

propan-1-ol

benzaldehyde
100-52-7

benzaldehyde

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With Oxone at 20℃; for 18h;94%
With perchloric acid; sodium percarbonate; vanadia for 1h; Cooling;88%
With tetrabutyl ammonium fluoride In acetonitrile for 5h; Electrochemical reaction;85%
1-Chloropropane
540-54-5

1-Chloropropane

benzoic acid
65-85-0

benzoic acid

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With 1,1'-(hexane-1,6-diyl)bis(1,8-diazabicyclo[5.4.0]undec-7-enium) dichlorine In ethanol; water at 70℃; for 2h; Green chemistry;93%
propyl bromide
106-94-5

propyl bromide

benzoic acid
65-85-0

benzoic acid

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With 3,3'-(2,2'-(hexane-1,6-diylbis(azanediyl))bis(2-oxoethane-2,1-diyl))bis(1-propyl-1H-benzo[d]imidazol-3-ium) chloride; triethylamine at 60℃; Reagent/catalyst; Temperature; Time;91%
With tetrabutylammomium bromide; potassium carbonate In water; benzene for 6h; Heating;84%
propan-1-ol
71-23-8

propan-1-ol

benzoyl chloride
98-88-4

benzoyl chloride

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane for 0.133333h;90%
With tetralin at 150℃;
With tetrabutyl ammonium fluoride; triethylamine In N,N-dimethyl-formamide Mechanism;
With triethylamine In dichloromethane at 20℃; for 12h;
propan-1-ol
71-23-8

propan-1-ol

Benzotrichlorid
98-07-7

Benzotrichlorid

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
at 20℃; for 3h; UV-irradiation;90%
With C75H101BCoF2N8O14(1+)*ClO4(1-); N-ethyl-N,N-diisopropylamine for 24h; Irradiation;76%
Product distribution; Mechanism; Irradiation; liquid beam-mltiphoton ionization technique (focused laser 274 nm); intermediates were determined by MS;
With sulfuric acid
With heptamethyl cobyrinate perchlorate; tetrabutylammonium perchlorate at 20℃; Electrolysis;33 %Chromat.
sodium benzoate
532-32-1

sodium benzoate

propyl bromide
106-94-5

propyl bromide

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
In dimethyl sulfoxide at 30℃; for 0.333333h; Ionic liquid;90%
tri-n-propyl borate
688-71-1

tri-n-propyl borate

phenylacetonitrile
140-29-4

phenylacetonitrile

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With pyridine; ferric(III) bromide; oxygen In chlorobenzene at 130℃; for 9h; Sealed tube;90%
propan-1-ol
71-23-8

propan-1-ol

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one
20718-17-6

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
at 120℃; for 40h; Sealed tube;90%
propan-1-ol
71-23-8

propan-1-ol

benzamide
55-21-0

benzamide

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride hexahydrate In hexane; water at 80℃; for 14h;88%
With cerium(IV) oxide In 1,3,5-trimethyl-benzene at 165℃; for 22h; Inert atmosphere; Sealed tube;85%
With 2-[3,5-bis(trifluoromethyl)phenyl]-5,5-dimethyl-1,3,2-dioxaborinane; scandium tris(trifluoromethanesulfonate) for 24h; Reagent/catalyst; Reflux; Inert atmosphere; Schlenk technique;88 %Spectr.
propan-1-ol
71-23-8

propan-1-ol

1-benzoyl-2-(p-tosyl)hydrazine
3064-19-5

1-benzoyl-2-(p-tosyl)hydrazine

A

propyl benzoate
2315-68-6

propyl benzoate

B

propyl 4-methylbenzenesulfinate
114376-01-1

propyl 4-methylbenzenesulfinate

Conditions
ConditionsYield
With toluene-4-sulfonic acid Heating;A 87%
B 82%
benzyl propyl ether
937-61-1

benzyl propyl ether

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With 2-Nitrobenzenesulfonyl chloride In acetonitrile at -25℃; for 7h;87%
With tert.-butylhydroperoxide; [2,2]bipyridinyl In decane; acetonitrile at 80℃; for 24h; Catalytic behavior; Sealed tube; Green chemistry; chemoselective reaction;85%
propyl methanoate
110-74-7

propyl methanoate

benzamide
55-21-0

benzamide

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride hexahydrate In hexane; water at 80℃; for 14h;86%
propan-1-ol
71-23-8

propan-1-ol

N-benzoyl-N'-mesitylenesulphonylhydrazine
88743-84-4

N-benzoyl-N'-mesitylenesulphonylhydrazine

A

propyl benzoate
2315-68-6

propyl benzoate

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With CuCl2*2H2O for 3h; Ambient temperature;A 85%
B 15%
propan-1-ol
71-23-8

propan-1-ol

N-benzoylpyrrole
5145-65-3

N-benzoylpyrrole

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In toluene at 20℃; for 18h; Sealed tube; chemoselective reaction;85%
propan-1-ol
71-23-8

propan-1-ol

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In neat (no solvent) at 0 - 20℃; for 3h;85%
propan-1-ol
71-23-8

propan-1-ol

2-(benzyloxy)-4,6-dimethoxy-1,3,5-triazin
132353-23-2

2-(benzyloxy)-4,6-dimethoxy-1,3,5-triazin

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With magnesium bromide In dichloromethane for 48h; Ambient temperature;84%
propan-1-ol
71-23-8

propan-1-ol

benzyl alcohol
100-51-6

benzyl alcohol

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With dihydrogen peroxide for 5h; Irradiation;84%
With palladium 10% on activated carbon; oxygen; sodium carbonate at 120℃; under 15001.5 Torr; for 1.5h; Microwave irradiation; Green chemistry;79%
With oxygen; potassium carbonate at 90℃; under 750.075 Torr; for 24h;79.1%
1-Propyl acetate
109-60-4

1-Propyl acetate

benzamide
55-21-0

benzamide

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride hexahydrate In hexane; water at 80℃; for 14h;84%
isopropyl alcohol
67-63-0

isopropyl alcohol

Benzaldoxime
932-90-1

Benzaldoxime

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With dihydrogen peroxide; polystyrene-bound phenylseleninic acid for 8h; Heating;83%
propan-1-ol
71-23-8

propan-1-ol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In neat (no solvent) at 0 - 20℃; for 3h;83%
propyl methanoate
110-74-7

propyl methanoate

benzoic acid
65-85-0

benzoic acid

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 130℃; for 12h; Sealed tube;82%
tetrapropoxysilane
682-01-9

tetrapropoxysilane

phenylacetonitrile
140-29-4

phenylacetonitrile

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With pyridine; ferric(III) bromide; oxygen In chlorobenzene at 130℃; for 9h; Sealed tube;82%
carbon dioxide
124-38-9

carbon dioxide

phenyltrifluorosilane
368-47-8

phenyltrifluorosilane

1-iodo-propane
107-08-4

1-iodo-propane

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With cesium fluoride; copper(l) chloride In acetonitrile at 120℃; for 24h; Reagent/catalyst;82%
propan-1-ol
71-23-8

propan-1-ol

phenylacetonitrile
140-29-4

phenylacetonitrile

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With oxygen; copper diacetate In acetonitrile at 20 - 120℃; for 24h; Schlenk technique; Sealed tube;82%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

propan-1-ol
71-23-8

propan-1-ol

propyl benzoate
2315-68-6

propyl benzoate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In neat (no solvent) at 0 - 20℃; for 3h;80%
With chloro-trimethyl-silane for 2h; Heating;68%
With potassium propylate
K2CO3 + 5percent Carbowax 6000 at 170℃; under 20 Torr;12 % Chromat.
With fluorapatite-like natural phosphate at 97℃; for 48h;
propyl benzoate
2315-68-6

propyl benzoate

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In tetrahydrofuran at 120℃; under 38002.6 Torr; for 12h; Autoclave; Green chemistry;99%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;95%
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating; Yield given;
propyl benzoate
2315-68-6

propyl benzoate

2-(N-benzyl-N-methyl)amino-1-ethanol
101-98-4

2-(N-benzyl-N-methyl)amino-1-ethanol

1-benzoyloxy-2-(benzyl-methyl-amino)-ethane

1-benzoyloxy-2-(benzyl-methyl-amino)-ethane

Conditions
ConditionsYield
With potassium hydroxide98.1%
propyl benzoate
2315-68-6

propyl benzoate

1-propyl cyclohexanecarboxylate
6739-34-0

1-propyl cyclohexanecarboxylate

Conditions
ConditionsYield
With hydrogen; platinum(II) chloride In ethanol at 60℃; under 750.075 - 1500.15 Torr; for 6h; Reagent/catalyst; Solvent; Temperature;98%
With hydrogen In water at 100℃; under 37503.8 Torr; for 7h; Autoclave;94.1%
C19H33NO
880884-33-3

C19H33NO

propyl benzoate
2315-68-6

propyl benzoate

C26H37NO2

C26H37NO2

Conditions
ConditionsYield
With aluminum isopropoxide at 110 - 145℃; under 1 Torr; for 8h; Product distribution / selectivity;90%
at 110 - 145℃; under 1 Torr; for 12h; Product distribution / selectivity;48%
propyl benzoate
2315-68-6

propyl benzoate

benzylamine
100-46-9

benzylamine

N-benzylbenzamide
1485-70-7

N-benzylbenzamide

Conditions
ConditionsYield
With iron(III) chloride In acetonitrile at 80℃; for 1.5h; Sealed tube;90%
With zirconocene dichloride In toluene at 110℃; for 20h;32%
propyl benzoate
2315-68-6

propyl benzoate

benzyl alcohol
100-51-6

benzyl alcohol

benzoic acid benzyl ester
120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With titanium(IV) isopropylate Heating; Fluorinert Fluid, Dean-Stark trap;87%

2315-68-6Relevant articles and documents

Formation of Fluorinated Amido Esters through Unexpected C3?C4 Bond Fission in 4-Trifluoromethyl-3-oxo-β-lactams

Dao Thi, Hang,Goossens, Hannelore,Hertsen, Dietmar,Otte, Valerie,Van Nguyen, Tuyen,Van Speybroeck, Veronique,D'hooghe, Matthias

, p. 421 - 431 (2018)

4-Trifluoromethyl-3-oxo-β-lactams were unexpectedly transformed into 2-[(2,2-difluorovinyl)amino]-2-oxoacetates as major products, accompanied by minor amounts of 2-oxo-2-[(2,2,2-trifluoroethyl)amino]acetates, upon treatment with alkyl halides and triethylamine in DMSO. This peculiar C3?C4 bond fission reactivity was investigated in-depth, from both an experimental and a computational point of view, in order to shed light on the underlying reaction mechanism.

Metal- and Solvent-Free Transesterification and Aldol Condensation Reactions by a Homogenous Recyclable Basic Ionic Liquid Based on the 1,3,5-Triazine Framework

Hu, Yanqiu,Kazemnejadi, Milad,Ren, Mingqi

, p. 775 - 783 (2021/08/30)

A new recyclable basic ionic liquid was introduced as an efficient catalyst for aldol condensation and transesterification reactions under environmentally friendly conditions. The catalyst was prepared based on methyl imidazolium moieties bearing hydroxide counter anions via the Hofmann elimination on a 1,3,5-triazine framework. The ionic liquid with two functionalities including anion stabilizer and high basicity, was used as an efficient catalyst for aldol condensation as well as transesterification reaction of a variety of alkyl benzoates. All reactions were performed in the absence of any external reagent, co-catalyst, or solvent, in line with environmental protection. The kinetics isotope effect (KIE) was conducted for the transesterification reaction to elucidate the mechanism and rate determining step (RDS). It worth noted that, the homogeneous catalyst could be recycled from the reaction mixture and reused for several consecutive runs with insignificant drop of basicity and conversion.

N-Aroylbenzotriazoles as Efficient Reagents for o-Aroylation in Absence of Organic Solvent

Hahnvajanawong, Viwat,Phungpis, Baramee

, p. 2671 - 2674 (2021/10/25)

N-Aroylbenzotriazoles have been shown to be efficient reagents for esterification in the absence of organic solvent. Grinding of N-aroylbenzoytiazoles with twofold excess of alcohols for a couple of hours at room temperature gave corresponding esters in high percentage of yields.

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