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118-58-1

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118-58-1 Usage

Description

Benzyl salicylate is a salicylic acid benzyl ester, a chemical compound most frequently used in cosmetics. It appears as an almost colorless liquid with a mild odor described as "very faint, sweetfloral, slightly balsamic" by those who can smell it, but many people either can't smell it at all or describe its smell as "musky". Trace impurities can have a significant influence on the odour.[1] It occurs naturally in a variety of plants and plant extracts and is widely used in blends of fragrance materials. There is some evidence that people can become sensitized to this material and as a result there is a restriction standard concerning the use of this material in fragrances by the International Fragrance Association. It is used as a solvent for crystalline synthetic musks and as a component and fixative in floral perfumes such as carnation, jasmine, lilac, and wallflower.

Chemical Properties

Different sources of media describe the Chemical Properties of 118-58-1 differently. You can refer to the following data:
1. Benzyl salicylate has a faint, sweet, floral odor and a sweet, currant-like taste.
2. Benzyl Salicylate occurs in several essential oils, is a colorless, viscous liquid with a weak, sweet, slightly balsamic odor.
3. CLEAR SLIGHTLY PINKISH LIQUID

Occurrence

It has been reported in small amounts in carnation oil (Dianthus caryophyllus L.) and in larger amounts in the oil of Primula auricula. Also found in American cranberry, clove bud, peppermint oil and buckwheat.

Uses

Different sources of media describe the Uses of 118-58-1 differently. You can refer to the following data:
1. benzyl salicylate is a fragrance found naturally occurring in carnations and in certain members of the primrose family. Although it can be derived for cosmetic use from natural essential oils, such as jasmine oil, neroli, and ylang-ylang, it can also be synthetically manufactured.
2. Benzyl Salicylate is an chemical compound commonly used in the cosmetic industry. Benzyl Salicylate is also found in essential oils from green tea and was shown to exhibit antioxidant and antimicrobia l activity.
3. As fixer in perfumery; in sunscreen preparations.

Preparation

By esterification of salicylic acid with benzyl alcohol.

General Description

Colorless liquid. Melting point near room temperature (18-20°C).

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

Benzyl salicylate may hydrolyze in aqueous acid or basic solutions. Benzyl salicylate can react with oxidizing materials.

Fire Hazard

Flash point data for Benzyl salicylate are not available, but Benzyl salicylate is probably combustible.

Flammability and Explosibility

Nonflammable

Contact allergens

Benzyl salicylate is used as fixer in perfumery and sunscreen preparations. As a (weak) perfume sensitizer, it has to be listed by name in cosmetic preparations in the EU.

Safety Profile

Moderately toxic by ingestion. Seealso BENZYL ALCOHOL, SALICYLIC ACID, andESTERS. Combustible when exposed to heat or flame.When heated to decomposition it emits acrid smoke andirritating fumes. Incompatible with oxidizing materials.

Check Digit Verification of cas no

The CAS Registry Mumber 118-58-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 118-58:
(5*1)+(4*1)+(3*8)+(2*5)+(1*8)=51
51 % 10 = 1
So 118-58-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2

118-58-1 Well-known Company Product Price

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  • Sigma-Aldrich

  • (51031)  Benzylsalicylate  analytical standard

  • 118-58-1

  • 51031-1ML

  • 606.06CNY

  • Detail

118-58-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzyl salicylate

1.2 Other means of identification

Product number -
Other names Salicylic Acid Benzyl Ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
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:118-58-1 SDS

118-58-1Synthetic route

benzyl alcohol
100-51-6

benzyl alcohol

methyl salicylate
119-36-8

methyl salicylate

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With C16H25N3O2S In n-heptane for 48h; Reflux; Molecular sieve; Inert atmosphere;98%
With tetrabutylammonium acetate; oxiranyl-methanol In hexane for 24h; Reflux;97%
With tetramethylammonium methyl carbonate In hexane for 2h; Reagent/catalyst; Time; Molecular sieve; Reflux; Green chemistry;92%
sodium salicylate
54-21-7

sodium salicylate

benzyl chloride
100-44-7

benzyl chloride

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With potassium fluoride at 150℃; for 2h; Reagent/catalyst; Temperature;96.36%
With ethanol; copper
With diethylamine at 130 - 140℃;
benzyl chloride
100-44-7

benzyl chloride

N,N-diisopropylethylamine hydrochloride
36340-89-3

N,N-diisopropylethylamine hydrochloride

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine95.5%
benzyl bromide
100-39-0

benzyl bromide

salicylic acid
69-72-7

salicylic acid

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;95%
Stage #1: salicylic acid With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; for 0.166667h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide for 4h;
94%
With sodium hydrogencarbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 40℃; for 0.666667h;88%
isoamyl salicylate
87-20-7

isoamyl salicylate

benzyl alcohol
100-51-6

benzyl alcohol

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With K5 In toluene at 85℃; for 8h;95%
benzyl 2-(benzyloxy)benzoate
14389-87-8

benzyl 2-(benzyloxy)benzoate

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With methyl-phenyl-thioether; trifluoroacetic acid In toluene at 20℃; for 0.0833333h;93%
2,4,6-tris(benzyloxy)-1,3,5-triazine
7285-83-8

2,4,6-tris(benzyloxy)-1,3,5-triazine

salicylic acid
69-72-7

salicylic acid

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 180℃; for 4h; chemoselective reaction;93%
toluene
108-88-3

toluene

salicylic acid
69-72-7

salicylic acid

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With di-tert-butyl peroxide; C11H23N2(1+)*Br4Fe(1-) at 110℃; for 24h;87%
benzyl alcohol
100-51-6

benzyl alcohol

2-hydroxy-benzoic acid ethyl ester
118-61-6

2-hydroxy-benzoic acid ethyl ester

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With di(n-butyl)tin oxide In methanol for 5h; Heating;86%
salicylic acid
69-72-7

salicylic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With nnano-SiO2-supported Preyssler heteropolyacid In dichloroethane at 80℃; for 0.05h; Microwave irradiation;74%
With aluminium trichloride; sodium iodide In acetonitrile for 1.5h; Heating;64%
With 1,1'-carbonyldiimidazole In acetonitrile at 65℃; for 3h;64%
With 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt for 15h; Heating;
With ionic liquid based on Keggin (H3PW12O40) heteroployacid for 0.0333333h; Catalytic behavior; Concentration; Microwave irradiation; Green chemistry;
benzyl chloride
100-44-7

benzyl chloride

salicylic acid
69-72-7

salicylic acid

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With triethylamine at 90℃; for 2h;65%
aspirin
50-78-2

aspirin

benzyl alcohol
100-51-6

benzyl alcohol

A

Benzyl acetate
140-11-4

Benzyl acetate

B

benzyl salicylate
118-58-1

benzyl salicylate

C

benzyl 2-((2-hydroxybenzoyl)oxy)benzoate

benzyl 2-((2-hydroxybenzoyl)oxy)benzoate

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In dichloromethane at 25℃; for 12h; Solvent; Inert atmosphere;A 15%
B 55%
C 7%
aspirin
50-78-2

aspirin

benzyl alcohol
100-51-6

benzyl alcohol

A

Benzyl acetate
140-11-4

Benzyl acetate

B

benzyl salicylate
118-58-1

benzyl salicylate

C

2-acetoxybenzoic acid benzyl ester
52602-17-2

2-acetoxybenzoic acid benzyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 25℃; for 19h; Inert atmosphere;A 40%
B 8%
C 41%
2-benzyloxybenzoic acid
14389-86-7

2-benzyloxybenzoic acid

A

benzyl salicylate
118-58-1

benzyl salicylate

B

5-benzyl-2-hydroxy-benzoic acid benzyl ester

5-benzyl-2-hydroxy-benzoic acid benzyl ester

C

salicylic acid
69-72-7

salicylic acid

D

phenol
108-95-2

phenol

Conditions
ConditionsYield
at 190℃;
ethanol
64-17-5

ethanol

sodium salicylate
54-21-7

sodium salicylate

benzyl chloride
100-44-7

benzyl chloride

benzyl salicylate
118-58-1

benzyl salicylate

potassium salicylate
578-36-9

potassium salicylate

benzyl chloride
100-44-7

benzyl chloride

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
at 130 - 140℃;
C8H8O5S
857212-28-3

C8H8O5S

benzyl alcohol
100-51-6

benzyl alcohol

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
In chloroform; benzene for 1.5h; Heating; Yield given;
C14H12O5S

C14H12O5S

benzyl alcohol
100-51-6

benzyl alcohol

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
In chloroform; benzene for 1.5h; Heating; Yield given;
benzyl chloride
100-44-7

benzyl chloride

salicylate potassium

salicylate potassium

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With salicylic acid at 200℃; im geschlossenen Rohr;
benzyl chloride
100-44-7

benzyl chloride

salicylate salt

salicylate salt

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
at 130 - 140℃;
salicylic acid
69-72-7

salicylic acid

o-sulfonbenzoic acid endo-anhydride

o-sulfonbenzoic acid endo-anhydride

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / TEBAC / benzene; CHCl3 / 0.67 h / Heating
2: benzene; CHCl3 / 1.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: K2CO3 / TEBAC / benzene; CHCl3 / 0.33 h / Heating
2: benzene; CHCl3 / 1.5 h / Heating
View Scheme
benzyl chloride
100-44-7

benzyl chloride

benzyl salicylate
118-58-1

benzyl salicylate

O-acetylsalicyloyl chloride
5538-51-2

O-acetylsalicyloyl chloride

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / dichloromethane / 12 h / 25 °C / Inert atmosphere
2: dmap / dichloromethane / 12 h / 25 °C / Inert atmosphere
View Scheme
aspirin
50-78-2

aspirin

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 19 h / 0 - 25 °C / Inert atmosphere
2: dmap / dichloromethane / 12 h / 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere
2: pyridine / dichloromethane / 12 h / 25 °C / Inert atmosphere
3: dmap / dichloromethane / 12 h / 25 °C / Inert atmosphere
View Scheme
aspirin
50-78-2

aspirin

benzyl alcohol
100-51-6

benzyl alcohol

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2: dmap / dichloromethane / 12 h / 25 °C / Inert atmosphere
View Scheme
2-acetoxybenzoic acid benzyl ester
52602-17-2

2-acetoxybenzoic acid benzyl ester

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With dmap In dichloromethane at 25℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere;
sodium salicylate
54-21-7

sodium salicylate

benzyl bromide
100-39-0

benzyl bromide

benzyl salicylate
118-58-1

benzyl salicylate

Conditions
ConditionsYield
With graphene oxide supported quaternary ammonium salt at 120℃; for 8h;
benzyl salicylate
118-58-1

benzyl salicylate

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

benzyl 2-(2-methylallyl-oxy)benzoate

benzyl 2-(2-methylallyl-oxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
phenylacetic acid
103-82-2

phenylacetic acid

benzyl salicylate
118-58-1

benzyl salicylate

2-Phenylacetoxy-benzoic acid benzyl ester

2-Phenylacetoxy-benzoic acid benzyl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Ambient temperature;96%
benzyl salicylate
118-58-1

benzyl salicylate

phenylbutyric acid chloride
18496-54-3

phenylbutyric acid chloride

C24H22O4
1440531-27-0

C24H22O4

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 18h;96%
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

benzyl salicylate
118-58-1

benzyl salicylate

benzyl 2-(5-ethoxy-5-oxopentyloxy)benzoate

benzyl 2-(5-ethoxy-5-oxopentyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Reflux;94%
benzyl salicylate
118-58-1

benzyl salicylate

trans-4-guanidinomethylcyclohexanecarboxylic acid hydrochloride
78718-15-7

trans-4-guanidinomethylcyclohexanecarboxylic acid hydrochloride

2'-benzyloxycarbonylphenyl trans-4-guanidinomethylcyclohexanecarboxylate hydrochloride
78718-25-9

2'-benzyloxycarbonylphenyl trans-4-guanidinomethylcyclohexanecarboxylate hydrochloride

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In pyridine; N,N-dimethyl-formamide89%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

benzyl salicylate
118-58-1

benzyl salicylate

dibenzyl 2,2'-(carbonylbis(oxy))dibenzoate

dibenzyl 2,2'-(carbonylbis(oxy))dibenzoate

Conditions
ConditionsYield
With sodium hydrogencarbonate; triethylamine In tetrahydrofuran; dichloromethane; water at 0 - 20℃; for 2.5h; Inert atmosphere;89%
benzyl salicylate
118-58-1

benzyl salicylate

Z-DL-Phe-OH
3588-57-6

Z-DL-Phe-OH

2-(N-benzyloxycarbonyl-DL-phenylalanyloxy)-benzoic acid benzyl ester
119697-50-6

2-(N-benzyloxycarbonyl-DL-phenylalanyloxy)-benzoic acid benzyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 24h;88%
benzyl salicylate
118-58-1

benzyl salicylate

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

A

benzyl 2-methoxybenzoate
75679-47-9

benzyl 2-methoxybenzoate

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
Stage #1: 2-Methoxybenzoic acid With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h;
Stage #2: benzyl salicylate at 110℃; for 24h;
A 87%
B n/a
6-bromo-hexanoic acid ethyl ester
25542-62-5

6-bromo-hexanoic acid ethyl ester

benzyl salicylate
118-58-1

benzyl salicylate

benzyl 2-(6-ethoxy-6-oxohexyloxy)benzoate

benzyl 2-(6-ethoxy-6-oxohexyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Reflux;86%
benzyl salicylate
118-58-1

benzyl salicylate

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With iodine; aluminium In acetonitrile at 80℃; for 18h;86%
isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

benzyl salicylate
118-58-1

benzyl salicylate

benzyl O-carbamoylsalicylate
107575-65-5

benzyl O-carbamoylsalicylate

Conditions
ConditionsYield
In dichloromethane for 2h; Ambient temperature;85%
(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid
2752-38-7

(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid

benzyl salicylate
118-58-1

benzyl salicylate

(S)-1-Phenylacetyl-pyrrolidine-2-carboxylic acid 2-benzyloxycarbonyl-phenyl ester
92010-23-6

(S)-1-Phenylacetyl-pyrrolidine-2-carboxylic acid 2-benzyloxycarbonyl-phenyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;85%
benzyl 2-hydroxyethylcarbamate
77987-49-6

benzyl 2-hydroxyethylcarbamate

benzyl salicylate
118-58-1

benzyl salicylate

C24H23NO5
1027249-66-6

C24H23NO5

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate; triethylamine; triphenylphosphine In dichloromethane at 0℃; for 2.5h; intermolecular Mitsunobu reaction;84%
benzyl salicylate
118-58-1

benzyl salicylate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2-benzyloxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

2-benzyloxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Conditions
ConditionsYield
With caesium carbonate; N-ethyl-N,N-diisopropylamine at 40℃; for 12h; Molecular sieve;84%
With silver(l) oxide In quinoline at 20℃; for 1h; Koenigs-Knorr Glycosidation;80%
benzyl salicylate
118-58-1

benzyl salicylate

(4S)-1-butyryl-4-<(carboxymethyl)methylamino>-L-proline 4-tert-butyl ester
84520-86-5

(4S)-1-butyryl-4-<(carboxymethyl)methylamino>-L-proline 4-tert-butyl ester

(4S)-1-butyryl-4-<(carboxymethyl)methylamino>-L-proline 4-tert-butyl ester 2-ester with benzyl salicylate
84520-88-7

(4S)-1-butyryl-4-<(carboxymethyl)methylamino>-L-proline 4-tert-butyl ester 2-ester with benzyl salicylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;83%
benzyl salicylate
118-58-1

benzyl salicylate

methyl dichlorophosphoridate
677-24-7

methyl dichlorophosphoridate

bis(2-(benzyloxycarbonyl)phenyl) methyl phosphate
87799-87-9

bis(2-(benzyloxycarbonyl)phenyl) methyl phosphate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 0.5h; Ambient temperature;82%
With sodium hydride 1.) THF, RT, 1 h, 2.) THF, RT, overnight; Yield given. Multistep reaction;
Clofibric acid
882-09-7

Clofibric acid

benzyl salicylate
118-58-1

benzyl salicylate

benzyl O-<2-(p-chlorophenoxy)-2-methylpropionyl>salicylate
90296-25-6

benzyl O-<2-(p-chlorophenoxy)-2-methylpropionyl>salicylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;78%
benzyl salicylate
118-58-1

benzyl salicylate

3-carboxy proxyl
46147-15-3, 2154-68-9

3-carboxy proxyl

C23H26NO5

C23H26NO5

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 24h; Inert atmosphere;78%
benzyl salicylate
118-58-1

benzyl salicylate

(S)-1-(3,3-dimethylbutanoyl)pyrrolidine-2-carboxylic acid
92010-17-8

(S)-1-(3,3-dimethylbutanoyl)pyrrolidine-2-carboxylic acid

(S)-1-(3,3-Dimethyl-butyryl)-pyrrolidine-2-carboxylic acid 2-benzyloxycarbonyl-phenyl ester
92010-18-9

(S)-1-(3,3-Dimethyl-butyryl)-pyrrolidine-2-carboxylic acid 2-benzyloxycarbonyl-phenyl ester

Conditions
ConditionsYield
With dmap In dichloromethane Ambient temperature;77%
benzyl salicylate
118-58-1

benzyl salicylate

N-((benzyloxy)carbonyl)-L-phenylalaninol
6372-14-1

N-((benzyloxy)carbonyl)-L-phenylalaninol

C31H29NO5
1008103-70-5

C31H29NO5

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 0℃; for 2h; Mitsunobu reaction;77%

118-58-1Related news

Kinetics for synthesizing Benzyl salicylate (cas 118-58-1) via solid–liquid phase-transfer catalysis08/30/2019

The kinetics for synthesizing benzyl salicylate (C6H4(OH)COOCH2C6H5, denoted as Ph(OH)COOR) from the carboxylation of benzyl bromide (C6H5CH2Br, RBr) via solid–liquid phase-transfer catalysis (SLPTC) was investigated. The key component to conduct the substitution reaction is the catalytic inter...detailed

Kinetics for synthesizing Benzyl salicylate (cas 118-58-1) by third-liquid phase-transfer catalysis08/28/2019

The kinetics of esterification of sodium salicylate with benzyl bromide to produce benzyl salicylate was investigated via third-liquid phase-transfer catalysis. The formation of the third-liquid phase from the interaction of aqueous reactant, inorganic salts, organic solvent, and catalyst was in...detailed

118-58-1Relevant articles and documents

Esterification of salicylic acid using Br?nsted acidic ionic liquid based on Keggin heteropoly acid

Bamoharram, Fatemeh F.,Heravi, Majid M.,Ebrahimi, Javad,Tavakoli-Hoseini, Nilofar

, p. 36 - 42 (2014)

For the first time, a newwater stable Br?nsted acidic ionic liquid based on Keggin heteroployacid (HPA) was used as environmentally benign catalytic medium in the esterfication of salicylic acid with aliphatic alcohols, CnH2n+1OH (n = 1-5) and benzylic alcohols, RC6H4CH2OH (R = H, NO2, OCH3). This ionic liquid (IL) afforded excellent yield in both thermal conditions and microwave irradiation. Maximum yields were observed under microwave irradiation. Different reaction runs were conducted by varying the reaction parameters such as molar ratio of reactants, weight of the IL, and reaction period in order to optimize the reaction. The IL was easily recovered and reused many times. No significant loss in catalytic activity was observed on recycling.

A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids

Judeh, Zaher M.A,Shen, Hao-Yu,Chi, Bun Ching,Feng, Li-Chun,Selvasothi, Selvaratnam

, p. 9381 - 9384 (2002)

We have investigated the use of room temperature ionic liquids as catalytic and environmentally benign solvents for the facile homogenous synthesis of benzyl salicylate by the nucleophilic displacement reaction between sodium salicylate and benzyl chloride. The reaction was found to proceed under relatively mild conditions with excellent conversion (up to 96%) without the use of PTCs. The ionic liquids were recycled and reused. The effect of temperature was also investigated. No by-products were observed after 1H NMR and GC analysis.

Homogeneous system for the synthesis of benzyl salicylate

Sivakumar, Sri,Pangarkar, Vishwas G.,Sawant, Sudhir B.

, p. 149 - 151 (2002)

Synthesis of benzyl salicylate from sodium salicylate and benzyl chloride in the absence of a PTC and with dimethyl formamide as a solvent has been reported. Almost complete conversion of benzyl chloride can be achieved in 1.5 h at 110°C. The batch time and the reaction temperature are considerably less than that for the commercial process using a PTC. Kinetics of the reaction have been investigated.

Benzoic acid tryptamine derivative as well as preparation method and application thereof

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Paragraph 0033, (2021/10/30)

The invention provides a benzoic acid tryptamine derivative as well as preparation and application thereof. The benzoic acid tryptamine derivative uses a salicylic acid compound as a starting raw material and is protected by benzyl. The method comprises the following four-step reaction synthesis of carbamylation, deprotection and condensation. The benzoic acid tryptamine derivative prepared by the invention has dual inhibition effects of acetylcholinesterase and butyrylcholine esterase. Moreover, as a hybrid reversible inhibitor, the content and expression AChE of cells and animals can be reduced. , Good anti-neuroinflammation activity can be achieved, A β aggregation can be inhibited, BACE-1 expression is reduced. The learning memory and anti-depression ability of AD model mice can be remarkably improved, no obvious toxicity exists on cells and animals, and the drug has good pharmacokinetic performance and blood brain barrier permeability, and can be applied to preparation of's disease treatment drugs.

Amide/Iminium Zwitterionic Catalysts for (Trans)esterification: Application in Biodiesel Synthesis

Lam, Ying-Pong,Ng, Wing-Hin,Tan, Fei,Tse, Ying-Lung Steve,Wang, Xinyan,Yeung, Ying-Yeung

, p. 8083 - 8092 (2019/08/26)

A class of zwitterionic organocatalysts based on an amide anion/iminium cation charge pair has been developed. The zwitterions are easily prepared by reacting aziridines with aminopyridines. They are catalytically applicable to transesterifications and dehydrative esterifications. Mechanistic studies reveal that the amide anion and iminium cation work synergistically in activating the reaction partners, with the iminium cationic moiety interacting with the carbonyl substrates through nonclassical hydrogen bonding. The reaction can be applied to large-scale synthesis of biodiesel under mild conditions.

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