5,5'-Methylenedi-2,3-cresotic acid

Base Information

• Chemical Name: 5,5'-Methylenedi-2,3-cresotic acid
• CAS No.: 2581-36-4
• Molecular Formula: C17H16 O6
• Molecular Weight: 316.3053
• NSC Number: 623548,408488
• UNII: S3D8KC88KC
• DSSTox Substance ID: DTXSID90180466
• Nikkaji Number: J48.515B
• Wikidata: Q83051006
• ChEMBL ID: CHEMBL113835
• Mol file: 2581-36-4.mol

Synonyms:2581-36-4;5,5'-Methylenedi-2,3-cresotic acid;NSC-623548;5,5'-Methylenebis(2-hydroxy-3-methylbenzoic acid);NSC 408488;2,3-CRESOTIC ACID, 5,5'-METHYLENEDI-;o-Cresotic acid, 5,5'-methylenedi-;NSC 623548;BRN 3433298;S3D8KC88KC;CHEMBL113835;5,5'-Methylenedi-o-cresotic acid;NSC408488;NSC623548;Benzoic acid, 3,3'-methylenebis(6-hydroxy-5-methyl-;NSC-408488;2-10-00-00398 (Beilstein Handbook Reference);3,3'-Methylenebis(6-hydroxy-5-methylbenzoic acid);Benzoic acid, 3,3'-methylenebis[6-hydroxy-5-methyl-;2, 5,5'-methylenedi-;D0LS2U;UNII-S3D8KC88KC;Oprea1_231968;SCHEMBL9755153;DTXSID90180466;o-Cresotic acid,5'-methylenedi-;BDBM50056920;MFCD00045821;STL511095;AKOS030492889;WLN: QVR BQ C1 E1R DQ C1 EVQ;LS-55465;SY274866;CS-0450432;Benzoic acid,3'-methylenebis[6-hydroxy-5-methyl-;5,5''-methylenebis(2-hydroxy-3-methylbenzoic acid);3,3'-methanediylbis(6-hydroxy-5-methylbenzoic acid);2,2'-DIHYDROXY-3,3'-DIMETHYL-5,5'-METHYLENEDIBENZOIC ACID;5,5 inverted exclamation mark -Methylenebis(2-hydroxy-3-methylbenzoic Acid);5-(3-carboxy-4-hydroxy-5-methylbenzyl)-2-hydroxy-3-methylbenzoic acid;5-[(3-carboxy-4-hydroxy-5-methyl-phenyl)methyl]-2-hydroxy-3-methyl-benzoic acid

Chemical Property of 5,5'-Methylenedi-2,3-cresotic acid

Chemical Property:

• Boiling Point: 560.4°Cat760mmHg
• Flash Point: 306.8°C
• Density: 1.416g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 316.09468823
• Heavy Atom Count: 23
• Complexity: 410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C(=O)O)CC2=CC(=C(C(=C2)C)O)C(=O)O

Technology Process of 5,5'-Methylenedi-2,3-cresotic acid

There total 4 articles about 5,5'-Methylenedi-2,3-cresotic acid 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: 99.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-methylsalicylic acid (83-40-9) → 3,3'-dicarboxy-4,4'-dihydroxy-5,5'-dimethyldiphenylmethane (2581-36-4)

Guidance literature:

With sulfuric acid; at 90 ℃; for 12h;

DOI:10.1021/jm00105a053

Reference yield:

C19H20O6 → 3,3'-dicarboxy-4,4'-dihydroxy-5,5'-dimethyldiphenylmethane (2581-36-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 80 ℃;

DOI:10.1016/j.bmcl.2007.02.069

Reference yield:

3-methylsalicylic acid methyl ester (23287-26-5) → 3,3'-dicarboxy-4,4'-dihydroxy-5,5'-dimethyldiphenylmethane (2581-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄; acetic acid / 95 °C

2: aq. NaOH / dioxane / 80 °C

With sodium hydroxide; sulfuric acid; acetic acid; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2007.02.069

upstream raw materials:

formaldehyd

3-methylsalicylic acid

hydrogenchloride

3-methylsalicylic acid methyl ester

Downstream raw materials:

3-(3-carboxy-4-hydroxy-5-methyl-benzylidene)-5-methyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid

3,3',3''-tricarboxy-4,4',4''-trihydroxy-5,5',5''-trimethyltriphenylcarbinol

di(4-methoxy-3-methoxycarbonyl-5-methylphenyl)methane

di(4-methoxy-3-methoxycarbonyl-5-methylphenyl) ketone