This colorless crystalline organic acid is widely used in organic … It is a BHA found as a natural compound in plants. contain large amounts of SA, which was widely used as a medication for pain relief in the ancient world. Soc. C7H5ClO3. CAS Number: 69-72-7. Salicylic acid is a monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. 1829-32-9. Salicylic acid (SA) is a plant hormone that is critical for resistance to pathogens 1-3 .The NPR proteins have previously been identified as SA receptors 4-10 , although how they perceive SA and coordinate hormonal signalling remain unknown.Here we report the mapping of the SA-binding core of Arabidopsis thaliana NPR4 and its ligand-bound crystal structure. Chromatogr., 436, 1988, 137-172. ass: Standard non-polar; Column length: 1.8 m; Column type: Packed; Heat rate: 8 K/min; Start T: 130 C; End T: 290 C; End time: 8 min; Start time: 2 min; CAS no: 69727; Active phase: SE-30; Carrier gas: N2; Substrate: Chromosorb W; Data type: Linear RI; Authors: Perrigo, B.J. Let’s start with the science. 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While the synthetic form is white and odorless, if prepared from natural methyl salicylate it may have a slightly yellow or pink tint, and a faint, mint-like odor Sweetman (2003). Salicylic acid is a beta hydroxy acid (that’s where the BHA abbreviation comes from). Salicylic acid (SA) is a simple phenolic compound synthesized in a wide range of prokaryotic and eukaryotic organisms, including plants. Pretty cool, right? umn class: Standard non-polar; Column diameter: 0.53 mm; Column length: 30 m; Column type: Capillary; Start T: 130 C; CAS no: 69727; Active phase: DB-1; Carrier gas: N2; Phase thickness: 1.5 um; Data type: Kovats RI; Authors: Japp, M.; Gill, R.; Osselton, M.D., Comparison of drug retention indices determined on packed, wide bore capillary and narrow bore capillary columns, J. Forensic Sci., 32(6), 1987, 1574-1586. umn class: Standard non-polar; Column diameter: 0.22 mm; Column length: 25 m; Column type: Capillary; Start T: 130 C; CAS no: 69727; Active phase: BP-1; Carrier gas: N2; Phase thickness: 0.25 um; Data type: Kovats RI; Authors: Japp, M.; Gill, R.; Osselton, M.D., Comparison of drug retention indices determined on packed, wide bore capillary and narrow bore capillary columns, J. Forensic Sci., 32(6), 1987, 1574-1586. umn class: Standard non-polar; Column diameter: 0.53 mm; Column length: 25 m; Column type: Capillary; Start T: 130 C; CAS no: 69727; Active phase: BP-1; Carrier gas: N2; Phase thickness: 1 um; Data type: Kovats RI; Authors: Japp, M.; Gill, R.; Osselton, M.D., Comparison of drug retention indices determined on packed, wide bore capillary and narrow bore capillary columns, J. Forensic Sci., 32(6), 1987, 1574-1586. umn class: Standard non-polar; Column type: Packed; Start T: 200 C; CAS no: 69727; Active phase: OV-1; Data type: Kovats RI; Authors: Berninger, H.; Moller, M.R., Retentionsindices zur gaschromatographischen Identifizierung von Arzneimitteln, Arch. HY-B0167S. Salicylic acid-d6, 98 atom % D, 99% (CP) deuterio 2,3,4,5-tetradeuterio-6-deuteriooxybenzoate. The numbering of the sialic acid structure begins at the carboxylate carbon and continues around the chain. Salicylsyra (sv) Biocidal active substances . Salicylic acid is capable of reducing sebum secretion, which is another way to help reduce acne. Chromatogr., 220, 1981, 195-252. ass: Standard non-polar; Column length: 6 ft; Column type: Packed; Heat rate: 8 K/min; Start T: 130 C; End T: 290 C; End time: 8 min; Start time: 2 min; CAS no: 69727; Active phase: SE-30; Carrier gas: N2; Substrate: Chromosorb W AW DMS; Data type: Normal alkane RI; Authors: Peel, H.W. Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina Food Agric., 85, 2005, 1444-1452. ass: Standard non-polar; Column length: 3.05 m; Column type: Packed; Heat rate: 10 K/min; Start T: 40 C; End T: 250 C; End time: 60 min; Start time: 4 min; CAS no: 69727; Active phase: SE-30; Carrier gas: He; Substrate: Supelcoport and Chromosorb; Data type: Linear RI; Authors: Peng, C.T. CONTENTS. Substances to be avoided include oxidizing agents, strong bases, iodine, fluorine. 2010). CS-0128589. Salicylic acid, 3-chloro-. Synonym: 2-Hydroxybenzoic acid pentyl ester, Pentyl salicylate, Salicylic acid amyl ester, Salicylic acid pentyl ester Empirical Formula (Hill Notation): C 12 H 16 O 3 Molecular Weight: 208.25 Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). c1ccc(c(c1)C(=O)O)O ; Hua, R.L. ; Perrigo, B., A practical gas chromatographic screening procedure for toxicological analysis, Can. The alpha-anomer is the form that is found when sialic acid is bound to glycans. That means; both salicylic acid and benzoic acid have a benzene ring attached to a carboxylic group, but salicylic acid has an OH group attached to the benzene ring, which is absent in benzoic acid. What is it? It belongs to the same class of drugs as aspirin (salicylates). This results into aspirin and acetic acid. Chemical Structure: Structure: Chemical Formula: C7 H6 O3: Properties: Physical Properties: Salicylic acid appears as white crystals, usually in fine needles, or a white, fluffy, crystalline powder. As a member of the wwPDB, the RCSB PDB curates and annotates PDB data according to agreed upon standards. Salicylic acid is a medication that we can use for the removal of the outer layer of our skin. Synonyms. 1. ; Salicylic acid (from Latin salix, willow tree, from the bark of which the substance used to be obtained) is a monohydroxybenzoic acid, a type of phenolic acid and a beta hydroxy acid. The chemical formula of this compound is C 7 H 6 O 3, and molar mass of this compound is 138.12 g/mol. The cleansing action of salicylic acid can reduce sebum production, leading to clearer skin - good for people prone to acne or blemishes. This lipophilic monohydroxybenzoic acid is a derivative of salicin metabolism. Try it risk-free for 30 days ... Amide: Definition, Structure & Formation volatile benzenoid biosynthesis I (ester formation), S-adenosyl-L-methionine + salicylate -> methylsalicylate + S-adenosyl-L-homocysteine, salicylate + NADH + oxygen + H+ -> gentisate + NAD+ + H2O, salicylate + UDP-alpha-D-glucose -> salicylate 2-O-beta-D-glucoside + UDP + H+, salicylate + UDP-alpha-D-glucose -> salicylate beta-D-glucose ester + UDP. Salicylic acid. It is poisonous when consumed in large. Put your understanding of this concept to test by answering a few MCQs. Molecular Weight. Sci. Water solubility increased by Na3PO4, alkali acetates or alkali citrates, White to faint yellow crystalline powder; faint nutty odour. ; Peel, H.W., The use of retention indices and temperature-programmed gas chromatography in analytical toxicology, J. Chromatogr. ; Tsypysheva, L.G. (Literature), Soluble in alcohol, acetone, ether. EC Number 200-712-3. Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). Click ‘Start Quiz’ to begin! Salicylic acid works by loosening and breaking apart desmosomes in the outer layers of the skin, which are attachments between cells. Although the use of low-concentration household salicylic acid products is usually considered safe, salicylic acid can cause mild chemical burns at high concentrations. ; Harizanis, P.C. Structure of Salicylic Acid Its structural formula is C 6 H 4 (OH)COOH, which can also be written as C 7 H 6 O 3 in the condensed form. Organic Compound; Ester; Drug; Food Toxin; Plant Toxin; Anti-Infective Agent; Antifungal Agent; Metabolite; Keratolytic Agent; Household Toxin; Natural Compound; Synthetic Compound, ORL-RAT LD50 891 mg kg-1, ORL-MUS LD50 480 mg kg-1, Harmful/Irritant/Corrosive/Light Sensitive, Harmful/Irritant/Corrosive/Light Sensitive/dangerous for environment, P261-P280-P305+P351+P338-P304+P340-P405-P501a, WARNING: Causes GI injury, skin and eye irritation. Stable. Salicylic acid as a medication is used to help remove the outer layer of the skin. CopyCopied, InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) Moreover, the IUPAC name is 2-Hydroxybenzoic acid. salicylsyre (da) Beilstein/REAXYS Number 774890 . Salicylic acid – structure (Source – PubChem) What is Salicylic acid? Users can perform simple and advanced searches based on annotations relating to sequence, structure and function. ; Yang, Z.C., Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar Columns, J. Forens. Its IUPAC name is 2-hydroxybenzoic acid. ; Suleimamova, R.A.; Naimushin, A.I. ; Tsypyshev, O.Yu., Gas chromatographic determination of the products of the synthesis of chlorine-substituted salicylic acids, Zh. 18 Products. Synonyms. Chemsrc provides Salicylic acid(CAS#:69-72-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Toxicol., 37, 1977, 295-305. ass: Standard non-polar; Column diameter: 0.2 mm; Column length: 20 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 100 C; End T: 230 C; CAS no: 69727; Active phase: SE-30; Data type: Normal alkane RI; Authors: Shakirov, L.G. It can be used as an antiseptic and as a food preservative when consumed in small quantities. It functions as a plant hormone. It is obtained from the bark of the white willow and wintergreen leaves. These molecules are visualized, downloaded, and analyzed by users who range from students to specialized scientists. Benzoic acid, 2-hydroxy-; Salicylic acid; 2-Hydroxy-benzoate dianion 2-Hydroxy-benzoate anion Salicylic acid lithium salt Salicylic acid, ammonium salt Salicylamide 2-Methyl-benzoate anion o-Toluic acid ... ChemWindow structure drawing, spectral analysis, and more. A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. Articles of Salicylic acid are included as well. 2005; Hayat et al. ALso, it appears as a white crystalline solid, which is odourless. 2004; Wang et al. Salicylic acid facilitates and makes the outer layer of the skin to shed. Go To: Top, References, Notes Data compilation copyrightby the U.S. Secretary of Commerce on behalf of the U.S.A.All rights reserved. Combustible. ... Salicylic acid (no) Biocidal active substances . It is obtained from the bark of the white willow and wintergreen leaves. NACRES NA.21 Benzoic acid, 3-chloro-2-hydroxy-. salicyloyl-CoA + H2O -> salicylate + coenzyme A + H+. As such it is used to treat warts, calluses, psoriasis, dandruff, acne, ringworm, and ichthyosis. CopyCopied, CSID:331, http://www.chemspider.com/Chemical-Structure.331.html (accessed 16:47, Feb 12, 2021) It is obtained from the bark of the white willow and wintergreen leaves. Salicylic acid, also called ortho-hydroxybenzoic acid, a white, crystalline solid that is used chiefly in the preparation of aspirin and other pharmaceutical products. Derived from willow bark, it belongs to a class of ingredients called salicylates and its molecular structure … The RCSB PDB also provides a variety of tools and resources. 3-Chloro-2-hydroxybenzoic acid. MDL number MFCD00002439. Salicylic Acid structure – C 7 H 6 O 3 C 7 H 6 O 3 Uses (Salicylic Acid) It is used in toothpaste as an antiseptic In the medical field, it is used to remove the outer layer of the skin Linear Formula 2-(HO)C 6 H 4 CO 2 H . Toxicol., 11, 1987, 8-11. ass: Standard non-polar; Column type: Other; CAS no: 69727; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E. Sci., 19, 1981, 219-226. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Start T: 60 C; End T: 270 C; CAS no: 69727; Active phase: VF-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Todua, N.G., Retention Data. Synonym: 2-Hydroxybenzoic acid. It works by increasing the amount of moisture in the skin and dissolving the substance that causes the skin cells to stick together. 3-Chlorosalicylic acid. Molecular structure. Molecular Formula. Molecular Formula. Synonym: 2-Hydroxybenzoic acid pentyl ester, Pentyl salicylate, Salicylic acid amyl ester, Salicylic acid pentyl ester Empirical Formula (Hill Notation): C 12 H 16 O 3 Molecular Weight: 208.25 Salicylic Acid is a type of beta hydroxy acid (BHA) and phenolic acid with a chemical formula C7H6O3. CopyCopied, YGSDEFSMJLZEOE-UHFFFAOYSA-N The molecular structure is based on structures generated from information available in ECHA’s databases. Exogenous application of salicylic acid or its functional analogs (like 2,6-dichloroisonicotonic acid and benzo-(1,2,3)thiadiazole-7-carbothioic acid S-methyl ester) induces systemic acquired resistance (SAR) in plants, there by providing a considerable protection against various biotic stress like resistance to pathogens (Achuo et al. A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. Sulfuric acid or phosphoric acid act as catalysts. Anal. It contains a hydroxyl group (–OH group) attached at the ortho position with respect to the carboxylic acid functional group (–COOH group) present on the benzene ring. Required fields are marked *. Salicylic acid is the most commonly used beta hydroxy acid. Salicylic acid is a natural product extract from Willow bark, well known as an antiinflammatory inhibitor of cyclooxygenase activity. CopyCopied, Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, Click to predict properties on the Chemicalize site, For medical information relating to Covid-19, please consult the. It consists of a carboxyl group COOH. ; Perrigo, B., A practical gas chromatographic screening procedure for toxicological analysis, Can.Soc.Forens.Sci.J., 9(2), 1975, 69-74. ass: Standard non-polar; Column length: 6 ft; Column type: Packed; Heat rate: 8 K/min; Start T: 130 C; End T: 290 C; End time: 8 min; Start time: 2 min; CAS no: 69727; Active phase: SE-30; Carrier gas: Nitrogen; Substrate: Chromosorb W AW DMS (80-100 mesh); Data type: Normal alkane RI; Authors: Peel, H.W. The configuration that places the carboxylate in the axial position is the alpha-anomer. In contrast, when exogenous arachidonic acid is increased to 30 μM, Salicylic acid is a very weak inhibitor of COX-2 activity with an IC 50 of >100 μg/mL. Select the correct answer and click on the “Finish” buttonCheck your score and answers at the end of the quiz, Visit BYJU’S for all Chemistry related queries and study materials, Your email address will not be published. NIST Mass Spectrometry Data Center., 2011. http://www.medchemexpress.com/milnacipran-hydrochloride.html, https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16914, ACD/Labs Percepta Platform - PhysChem Module, US Environmental Protection Agency’s EPISuite™, Compounds with the same molecular formula, Search Google for structures with same skeleton, 211 deg C / 20 mm (372.9924 °C / 760 mmHg), 211 °C / 20 mm Hg (372.9924 °C / 760 mmHg), 211 °C / 20 mmHg (372.9924 °C / 760 mmHg), 211 C / 20 mmHg (372.9924 °C / 760 mmHg) Sensitive to light. The free acid occurs naturally in small amounts in many plants, particularly the various species of Spiraea. ; Ding, S.F. Salicylic acid BioXtra, ≥99.0% Synonym: 2-Hydroxybenzoic acid CAS Number 69-72-7. These chemicals can also cause dangerous intoxication if ingested. Overview and Key Difference 2. Salicylic acid-d6. ; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Linear Formula: 2 - (HO)C 6 H 4 CO 2 H. Molecular Weight: 138.12. This action helps the skin to exfoliate and the pores to unclog. It’s a derivative of aspirin and differs from alpha hydroxy acids (like glycolic acid) as it exfoliates, unclogs pores and has antibacterial properties.. Salicylic acid is a monoprotic... See full answer below. J., 9(2), 1976, 69-74. class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: 40C(3min)=> 2C/min=>180C=>10C/min=>250C(5min); CAS no: 69727; Active phase: HP-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Alissandrakis, E.; Kibaris, A.C.; Tarantilis, P.A. Molecular Weight 138.12 . In this reaction, when salicylic acid reacts with acetic anhydride, the hydroxyl group of salicylic acid converts into an ester group. salicylsyra (sv) C&L Inventory . Khim., 43, 1988, 143-146. ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 15 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 130 C; End T: 290 C; End time: 10 min; Start time: 1 min; CAS no: 69727; Active phase: DB-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Sharp, M.E., A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography, J. Anal. ; Polissiou, M., Flavour compounds of Greek cotton honey, J. Sci. Salicylic acid has the same structure as benzoic acid but with an extra –OH group. Salicylic acid is keratolytic. Salicylic acid (from the Latin word for the willow tree, Salix, from whose bark it can be obtained) is a beta hydroxy acid (BHA) where the OH group is adjacent to the carboxyl group. It is a crystalline organic carboxylic acid with keratolytic, bacteriostatic and fungicidal properties. Salicylic acid's molecular structure allows it to unblock pores and break down unpleasant build-up on the surface of the skin. The topical salicylic acid (for the skin) is used to treat acne, dandruff, seborrhea, or psoriasis and to remove cotton, calluses, and warts. It is derived from the metabolism of salicin. It is odourless and has no colour. Leaf and bark of willow tree (Salix sp.) ; Target: Cyclooxygenase?COX? Salicylic acid is found in many daily use products. Your email address will not be published. PubChem Substance ID 24899681. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone. Salicylic acid acutely (30 min) also causes a concentration-dependent inhibition of COX-2 activity measured in the presence of 0, 1, or 10 μM exogenous arachidonic acid. N.H. Choulis, in Side Effects of Drugs Annual, 2014 Potassium. It has a role as an antiinfective agent, an antifungal agent, a keratolytic drug, an EC 1.11.1.11 ( L-ascorbate peroxidase) inhibitor, a plant metabolite, an algal metabolite and a plant hormone. Salicylic acid acts as a keratolytic (it serves as a peeling agent). More soluble in boiling water. C7H6O3. To learn more about the uses, properties and structure of salicylic acid (C7H6O3) from the experts register to BYJU’S now! Become a member and unlock all Study Answers. Slightly soluble in cold water. Because of its effect on skin cells, salicylic acid is used in some shampoos to treat dandruff.