P-Toluic acid

{{DISPLAYTITLE:p-Toluic acid}}

{{Chembox

| Watchedfields = changed

| verifiedrevid = 409731678

| Name = p-Toluic acid

| ImageFileL1 = 4-Methylbenzoic acid.svg

| ImageSizeL1 = 105

| ImageAltL1 = Skeletal formula of p-toluic acid

| ImageFileR1 = P-Toluic-acid-3D-balls.png

| ImageSizeR1 = 105

| ImageAltR1 = Ball-and-stick model of the p-toluic acid molecule

| PIN = 4-Methylbenzoic acid

| OtherNames = para-toluic acid
p-toluic acid
para-methylbenzoic acid
p-methylbenzoic acid
toluene-4-carboxylic acid
crithminic acid

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 7190

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C01454

| PubChem = 7470

| RTECS = XU1575000

| Beilstein = 3904552

| InChI = 1/C8H8O2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3,(H,9,10)

| InChIKey = LPNBBFKOUUSUDB-UHFFFAOYAB

| ChEBI = 36635

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 21708

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C8H8O2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3,(H,9,10)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = LPNBBFKOUUSUDB-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 99-94-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = A26GBX5SSV

| EINECS = 202-803-3

| SMILES = O=C(O)c1ccc(cc1)C

}}

|Section2={{Chembox Properties

| C=8 | H=8 | O=2

| Appearance = Crystalline solid

| Density = 1.06g/mL

| MeltingPtC = 180 to 181

| MeltingPt_ref = Merck Index, 12th Edition, 9673

| BoilingPtC = 274 to 275

| BoilingPt_ref =

| Solubility = Sparingly soluble in hot water

}}

|Section4={{Chembox Thermochemistry

| DeltaHf = −429 kJ/mol

| DeltaHc = 3862 kJ/mol

}}

|Section7={{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|302|315|317|319|335}}

| PPhrases = {{P-phrases|261|264|270|271|272|280|301+312|302+352|304+340|305+351+338|312|321|330|332+313|333+313|337+313|362|363|403+233|405|501}}

}}

}}

p-Toluic acid (4-methylbenzoic acid) is a substituted benzoic acid with the formula CH₃C₆H₄CO₂H. It is a white solid that is poorly soluble in water but soluble in acetone. A laboratory route to p-toluic acid involves oxidation of p-cymene with nitric acid.{{cite journal|title=p-Toluic Acid|author=W. F. Tuley |author2=C. S. Marvel |journal=Org. Synth.|year=1947|volume=27|page=86|doi=10.15227/orgsyn.027.0086}}