Benzyl salicylate

Base Information

• Chemical Name: Benzyl salicylate
• CAS No.: 118-58-1
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Hs Code.: 29182900
• European Community (EC) Number: 204-262-9
• NSC Number: 6647
• UNII: WAO5MNK9TU
• DSSTox Substance ID: DTXSID1024598
• Nikkaji Number: J36.457F
• Wikipedia: Benzyl_salicylate
• Wikidata: Q416929
• RXCUI: 1362907
• Metabolomics Workbench ID: 44068
• ChEMBL ID: CHEMBL460124
• Mol file: 118-58-1.mol

Synonyms:benzyl salicylate

Chemical Property of Benzyl salicylate

Chemical Property:

• Appearance/Colour: almost colorless liquid
• Vapor Pressure: 0.000175mmHg at 25°C
• Melting Point: 18-20 °C
• Refractive Index: n20/D 1.581(lit.)
• Boiling Point: 300 °C
• PKA: 8.11±0.30(Predicted)
• Flash Point: 137 °C
• PSA: 46.53000
• Density: 1.224 g/cm³
• LogP: 2.74920
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Benzyl Salicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53-43
• Safety Statements: 26-36-24/25-61-37-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2O
• 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.
• Uses: 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. 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. As fixer in perfumery; in sunscreen preparations.

Technology Process of Benzyl salicylate

There total 28 articles about Benzyl salicylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

benzyl alcohol (100-51-6,185532-71-2) + methyl salicylate (119-36-8,8024-54-2) → benzyl salicylate (118-58-1)

Guidance literature:

With C₁₆H₂₅N₃O₂S; In n-heptane; for 48h; Reflux; Molecular sieve; Inert atmosphere;

DOI:10.1021/acscatal.9b01959

Reference yield: 96.36%

sodium salicylate (54-21-7) + benzyl chloride (100-44-7) → benzyl salicylate (118-58-1)

Guidance literature:

With potassium fluoride; at 150 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 95.5%

benzyl chloride (100-44-7) + N,N-diisopropylethylamine hydrochloride (36340-89-3) → benzyl salicylate (118-58-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine;

upstream raw materials:

2-benzyloxybenzoic acid

ethanol

sodium salicylate

benzyl chloride

Downstream raw materials:

2-acetoxybenzoic acid benzyl ester

2-benzyloxycarbonylphenyl 4-nitrophenyl sulphate

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

2'-benzyloxycarbonylphenyl trans-4-guanidinomethylcyclohexanecarboxylate hydrochloride

Refernces

• 1、 Thomas, Komba,Moody, Terry W.,Jensen, Robert T.,Tong, Jason,Rayner, Cassie L.,Barnett, Nigel L.,Fairfull-Smith, Kathryn E.,Ridnour, Lisa A.,Wink, David A.,Bottle, Steven E.. "Design, synthesis and biological evaluation of hybrid nitroxide-based non-steroidal anti-inflammatory drugs". . p. 34 - 47. Retrieved 2018.
• 2、 Park, Sunhwa,Lee, Jiyun,Shin, Kye Jung,Seo, Jae Hong. "Aspirination of α-aminoalcohol (sarpogrelate M1)". . . Retrieved 2016.
• 3、 Liu, Dan,Zhang, Honghua,Wang, Yuying,Liu, Wencheng,Yin, Gaofeng,Wang, Degui,Li, Junfang,Shi, Tao,Wang, Zhen. "Design, synthesis, and biological evaluation of carbamate derivatives of N-salicyloyl tryptamine as multifunctional agents for the treatment of Alzheimer's disease". . . Retrieved 2021/12/20.
• 4、 -. "Benzoic acid tryptamine derivative as well as preparation method and application thereof". Paragraph 0033. . Retrieved 2021/10/30.