Methyl 3,5-dihydroxybenzoate

Base Information

• Chemical Name: Methyl 3,5-dihydroxybenzoate
• CAS No.: 2150-44-9
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 29182900
• European Community (EC) Number: 218-426-2
• NSC Number: 61082
• UNII: 41U1BRD8AX
• DSSTox Substance ID: DTXSID6062208
• Nikkaji Number: J33.499E
• Wikidata: Q72490161
• Pharos Ligand ID: G1HYDD8PVSQQ
• ChEMBL ID: CHEMBL486218
• Mol file: 2150-44-9.mol

Synonyms:Methyl 3,5-dihydroxybenzoate;2150-44-9;3,5-Dihydroxybenzoic acid methyl ester;Benzoic acid, 3,5-dihydroxy-, methyl ester;methyl3,5-dihydroxybenzoate;Methyl .alpha.-resorcylate;MFCD00002289;.alpha.-Resorcylic acid, methyl ester;Methyl 3,5-hydroxybenzoate;41U1BRD8AX;CHEMBL486218;alpha-Resorcinol carboxylic acid methyl ester;.alpha.-Resorcinol carboxylic acid methyl ester;alpha-Resorcylic acid, methyl ester;NSC 61082;NSC-61082;Methyl alpha-resorcylate;UNII-41U1BRD8AX;methyl 3,5dihydroxybenzoate;SCHEMBL38869;methyl 3,5-dihydroxylbenzoate;DTXSID6062208;methyl (3,5-dihydroxy)benzoate;3,5-dihydroxybenzoic acid methyl;alpha-Resorcylic Acid Methyl Ester;AMY30290;NSC61082;EINECS 218-426-2;BDBM50428392;Methyl 3,5-dihydroxybenzoate, 97%;METHYL-3,5-DIHYDROXYBENZOATE;AKOS000120618;CS-W019992;PS-4371;3,5-Dihydroxy benzoic acid methyl ester;3,5-dihydroxy-benzoic acid methyl ester;Benzoic acid,5-dihydroxy-, methyl ester;3, 5-Dihydroxy-benzoic acid methyl ester;AC-14419;SY001681;FT-0614622;EN300-21069;A815428;AN-651/43112578;W-107549;F3308-4032;Z104487920;3,5-dihydroxy-2-methyl-benzoate;Methyl 3,5-Dihydroxybenzoate

Chemical Property of Methyl 3,5-dihydroxybenzoate

Chemical Property:

• Appearance/Colour: slightly yellow to beige fine crystalline powder
• Vapor Pressure: 2.33E-05mmHg at 25°C
• Melting Point: 164 - 167 °C
• Refractive Index: 1.587
• Boiling Point: 349.4 °C at 760 mmHg
• PKA: 8.63±0.10(Predicted)
• Flash Point: 147.6 °C
• PSA: 66.76000
• Density: 1.354 g/cm³
• LogP: 0.88440
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

3,5-DihydroxybenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1)O)O
• Uses: The methyl ester of 3,5-Dihydroxybenzoic Acid (D451700) with potential antifeedant activity for pine weevil, Hylobius abietis. Methyl 3,5-dihydroxybenzoate was used in the synthesis of cored dendrimers. It was also used in the preparation of bis(5-carbomethoxy-1,3-phenylene)-32-crown-10, a semi-rigid 32-membered ring diester crown ether.

Technology Process of Methyl 3,5-dihydroxybenzoate

There total 15 articles about Methyl 3,5-dihydroxybenzoate 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: 100.0%

methanol (67-56-1) + 3,5-Dihydroxybenzoic acid (99-10-5) → 1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9)

Guidance literature:

With hydrogenchloride; for 5h; Heating;

DOI:10.1039/P19810002825

Reference yield: 98.0%

3,5-Dihydroxybenzoic acid (99-10-5) + methyl iodide (74-88-4) → 1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1081/SCC-200046532

Reference yield: 95.0%

→ 1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9)

Guidance literature:

upstream raw materials:

methanol

3,5-Dihydroxybenzoic acid

diazomethane

methyl 3,5-diacetoxybenzoate

Downstream raw materials:

methyl 3,5-diacetoxybenzoate

3,5-Bis-(2-{2-[2-(toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethoxy)-benzoic acid butyl ester

3,5-Dihydroxybenzoylpiperidin

3,4'-dicarbomethoxy-5-hydroxy-2'-nitrodiphenyl ether

Refernces

• 1、 Rijkers, Dirk T. S.,Van Esse, G. Wilma,Merkx, Remco,Brouwer, Arwin J.,Jacobs, Hans J. F.,Pieters, Roland J.,Liskamp, Rob M. J.. "Efficient microwave-assisted synthesis of multivalent dendrimeric peptides using cycloaddition reaction (click) chemistry". . p. 4581 - 4583. Retrieved 2005.
• 2、 Atochina-Vasserman, Elena N.,Billingsley, Margaret M.,Huang, Ning,Kim, Kyunghee,Liu, Matthew,Maurya, Devendra S.,Mitchell, Michael J.,Ni, Houping,Ona, Nathan,Percec, Virgil,Pochan, Darrin J.,Shahnawaz, Hamna,Weissman, Drew,Xiao, Qi,Zhang, Dapeng. "One-Component Multifunctional Sequence-Defined Ionizable Amphiphilic Janus Dendrimer Delivery Systems for mRNA". supporting information. p. 12315 - 12327. Retrieved 2021/08/20.
• 3、 Chen, Lei,Li, Jianfeng,Wang, Xiaoting,Zhang, Rong-Ping. "Scalable Total Synthesis of Piceatannol-3′-O-β-d-glucopyranoside and the 4′-Methoxy Congener Thereof: An Early Stage Glycosylation Strategy". . . Retrieved 2021/11/04.