10484-09-0

Basic information

• Product Name: ALLYL SALICYLATE
• Synonyms: 2-hydroxy-benzoicaci2-propenylester;Salicylic acid, allyl ester;ALLYL SALICYLATE;Alylsalicylate;2-Hydroxybenzoic acid allyl ester;NSC 408281
• CAS NO: 10484-09-0
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• EINECS: 233-992-0
• Product Categories: monomer
• Mol File: 10484-09-0.mol

Chemical Properties

• Boiling Point: 248.5℃( 760 Torr)
• Flash Point: 112.4℃
• Appearance: /
• Density: 1.158±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0153mmHg at 25°C
• Refractive Index: 1.548
• PKA: 8.10±0.30(Predicted)
• CAS DataBase Reference: ALLYL SALICYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL SALICYLATE(10484-09-0)
• EPA Substance Registry System: ALLYL SALICYLATE(10484-09-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 10484-09-0(Hazardous Substances Data)

Usage

Uses

Used in Fragrance Industry:
Allyl salicylate is used as a fixative in the formulation of perfumes for its ability to enhance and prolong the scent of other fragrance components. Its sweet and floral aroma makes it a desirable ingredient in creating complex and long-lasting fragrances.
Used in Personal Care Products:
In the production of soaps, detergents, and other personal care products, allyl salicylate is used to impart a pleasant scent, contributing to the overall sensory experience of these products.
Used in Food Industry:
Allyl salicylate is also utilized in the food industry to add fragrance and flavor to a variety of products, enhancing the sensory appeal of food items.
However, it is important to note that allyl salicylate is a potential allergen and sensitizer. Due to these properties, it is subject to restrictions and regulations in some countries to ensure consumer safety and minimize the risk of allergic reactions.

InChI:InChI=1/C10H10O3/c1-2-7-13-10(12)8-5-3-4-6-9(8)11/h2-6,11H,1,7H2

Upstream product

• 107-18-6 allyl alcohol 
• 69-72-7 salicylic acid 
• 556-56-9 allyl iodid 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 89844-08-6 prop-2-enyl 2-prop-2-enoxybenzoate 
• 106-95-6 allyl bromide 
• 64496-72-6 salicylic acid-(β,β'-dichloro-isopropyl ester) 
• 578-36-9 potassium salicylate 

Downstream Products

• 1023287-54-8 allyl 2-({3-[2-allyloxyphenyl]propanoyl}oxy)benzoate 
• 1023287-49-1 2-(allyloxycarbonyl)phenyl 2-allyloxybenzoate 
• 69-72-7 salicylic acid 
• 1406696-55-6 C₂₁H₃₆O₆Si₃ 
• 1406696-50-1 C₃₄H₄₈O₁₀Si₃ 
• 1406696-38-5 C₁₄H₁₄O₄ 

Relevant articles and documents

Derivatives of hydroxybenzoic acids and their salts: Synthesis and pharmacological activity

Preparation of salicylic and acetylsalicylic acid esters via esterification and alkylation of the salts with alkyl halides has been examined. The effect of the alkylating agent nature and the reaction conditions (catalyst and solvent) on yield of the target products has been elucidated. The biological properties of the resulting compounds can be modified by varying the nature of the alkali metal cation (K+, Na+, or Li+) of the salt form of hydroxybenzamides.

Facile esterification of carboxylic acid using amide functionalized benzimidazolium dicationic ionic liquids

Herein, we report the synthesis of a new series of amide functionalized dicationic benzimidazolium based ionic liquids (DBimILs) and appraised their efficacy towards perceptive esterification of carboxylic acids with alkyl/allyl/aryl halides in presence of triethylamine. The amide groups present in this new series of DBimILs are expected to form hydrogen bonding with the carboxylic acids and this could facilitate the esterification reactions under mild conditions devoid of any added catalyst or organic solvent. The plausible mechanism for the enhanced catalytic activity in presence of this new series of ILs has been proposed. The corresponding alkyl/allyl/aryl esters isolated from this reaction were of high purity after simple extraction, which wipe out the necessity for further purification. This protocol addresses clean methodology and the efficient recyclability as well as reusability of the catalyst.

A mild and effective method for the transesterification of carboxylic acid esters

An extraordinarily versatile transesterification of simple or highly functionalized esters of aliphatic and aromatic carboxylic acids in high yields is catalyzed by dibutyltin oxide [Eq. (1)]. The reaction is compatible with several functional groups, for example, acetals, ketals, aliphatic bromides, enol ethers, urethanes, as well as free hydroxy, phenolic, and amino groups, and even with water.

Zn(OTf)2-promoted chemoselective esterification of hydroxyl group bearing carboxylic acids

Selective esterification of aliphatic and aromatic carboxylic acids with various alcohols is studied using triphenylphosphine, I2, and a catalytic amount of Zn(OTf)2. Use of this catalyst allows the formation of esters at a faster rate with good to excellent yield by activating the in situ generated acyloxyphosphonium ion intermediate. During the esterification process, both their aromatic and aliphatic hydroxyl groups are fully preserved from transesterification. The results show that the bulkiness and the reactivity of this doubly activated intermediate III control the selectivity and the rate of the reaction, respectively. The method is also useful for direct amidation reactions.

A tandem Finkelstein-rearrangement-elimination reaction: a straightforward synthetic route to allyl esters

Allyl esters can be obtained by a Finkelstein-rearrangement-elimination reaction of 2-chloro-1-(chloromethyl)ethyl esters induced by NaI. Sodium iodide can be used below equivalence using a reductive agent as sodium thiosulfate. High yields are obtained with most of the diverse esters studied. The method described avoids the use of allyl alcohol as a reagent. 2-Chloro-1-(chloromethyl)ethyl esters are prepared from glycerol, the main by-product of biodiesel industry. The effectiveness of iodine as reagent to hydrolyze allyl esters is also confirmed.

Synthesis of novel aromatic macrolactones via ring closing metathesis of substituted phenylalkanoic acid allylic esters

(Chemical Equation Presented) Stable aromatic macrolactones have been synthesized and characterized from 2- and 3-substituted phenylalkanoic acid systems in modest yields.

Mild one-pot conversion of carboxylic acids to amides or esters with Ph3P/trichloroisocyanuric acid

The reaction of trichloroisocyanuric acid (TCICA) and triphenylphosphine in the presence of a carboxylic acid results in the in situ formation of the corresponding acid chloride under mild conditions. Subsequent addition of amines or alcohols, in the presence of a tertiary amine affords the corresponding amides, or esters, in good to excellent yields. The methodology was applied to the synthesis of a dipeptide.

Facile and selective deallylation of allyl ethers using diphosphinidenecyclobutene-coordinated palladium catalysts

(π-Allyl)palladium triflate bearing a 1,2-bis(4-methoxyphenyl)-3,4- bis(2,4,6-tri-tert-butylphenylphosphinidene)cyclobutene ligand (DPCB-OMe), [Pd(η3-C3H5)(DPCB-OMe)]OTf, efficiently catalyzes deallylation of a variety of allyl ethers in aniline to give corresponding alcohols in high yields under mild conditions. The reactions can be performed in air without loss of a variety of functionalities including vinyl, alkynyl, hydroxy, acetoxy, silyloxy, and acetal groups. Allyl 2-allyloxybenzoate selectively undergoes deallylation of the allyloxy group to give allyl salicylate in quantitative yield.

Esterification of carboxylic acid salts

Mono- or polycarboxylic acid esters are prepared by reacting a salt of such carboxylic acid with an organic halocompound, e.g., a (cyclo)alkyl, (cyclo)alkenyl, aryl or aralkyl halide, in an aqueous reaction medium, in the presence of a catalytically effective amount of a phase transfer catalyst, for example an onium salt.