Dimethyl 4-hydroxyphthalate

Base Information

• Chemical Name: Dimethyl 4-hydroxyphthalate
• CAS No.: 22479-95-4
• Molecular Formula: C10H10 O5
• Molecular Weight: 210.186
• Hs Code.: 2918199090
• European Community (EC) Number: 245-023-9
• UNII: R8KP9I1QJ9
• DSSTox Substance ID: DTXSID20177006
• Nikkaji Number: J42.301G
• Wikidata: Q72470581
• ChEMBL ID: CHEMBL2281544
• Mol file: 22479-95-4.mol

Synonyms:Dimethyl 4-hydroxyphthalate;22479-95-4;4-Hydroxyphthalic acid dimethyl ester;dimethyl 4-hydroxybenzene-1,2-dicarboxylate;1,2-Benzenedicarboxylic acid, 4-hydroxy-, dimethyl ester;R8KP9I1QJ9;EINECS 245-023-9;MFCD00060092;dimethyl4-hydroxyphthalate;4-hydroxy-phthalic acid dimethyl ester;UNII-R8KP9I1QJ9;Dimethyl 4-hydroxyphthalate #;SCHEMBL158999;AMY327;CHEMBL2281544;JJXVDRYFBGDXOU-UHFFFAOYSA-;DTXSID20177006;BCP17753;4-Hydroxyphthalic aciddimethyl ester;AKOS005216636;DS-16437;SY046101;CS-0042922;FT-0600361;1,2-dimethyl 4-hydroxybenzene-1,2-dicarboxylate;EN300-4324334;A816224;DIMETHYL 4-HYDROXY-1,2-BENZENEDICARBOXYLATE;4-hydroxy-benzene-1,2-dicarboxylic acid dimethyl ester;Z1509565991

Chemical Property of Dimethyl 4-hydroxyphthalate

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 8.58E-05mmHg at 25°C
• Melting Point: 100℃-103℃
• Boiling Point: 330.6 °C at 760 mmHg
• PKA: 7.54±0.18(Predicted)
• Flash Point: 129.3 °C
• PSA: 72.83000
• Density: 1.284 g/cm³
• LogP: 0.96540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 210.05282342
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl4-Hydroxyphthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)O)C(=O)OC

Technology Process of Dimethyl 4-hydroxyphthalate

There total 11 articles about Dimethyl 4-hydroxyphthalate 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%

methanol (67-56-1) + 4-hydroxyphthalic acid (610-35-5) → dimethyl 4-hydroxyphthalate (22479-95-4)

Guidance literature:

With thionyl chloride; at 80 ℃; for 4h;

Reference yield: 74.0%

danishefsky's diene (54125-02-9) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 4-hydroxyphthalate (22479-95-4)

Guidance literature:

In benzene; for 6h; Heating;

DOI:10.1080/00397919108055457

Reference yield: 60.0%

phthalic acid dimethyl ester (131-11-3,64441-70-9) → dimethyl 4-hydroxyphthalate (22479-95-4)

Guidance literature:

With C₂₈H₄₆N₄O₁₀S₂; dihydrogen peroxide; acetic acid; iron(II) chloride; In water; acetonitrile; at 80 ℃; for 1h; regioselective reaction;

DOI:10.1126/science.abj0731

upstream raw materials:

methanol

4-hydroxyphthalic acid

danishefsky's diene

dimethyl acetylenedicarboxylate

Downstream raw materials:

4-(3-fluoro-2-nitro-phenoxy)-phthalic acid dimethyl ester

C₁₃H₁₂N₂O₅S

dimethyl 3,5-dibromo-4-hydroxyphthalate

dimethyl 4-[3-((E)-1,5-diethyltriethylsilanyloxyhept-1-enyl)phenylmethoxy]phthalate

Refernces

• 1、 Danishefsky et al.. "". . p. 379. Retrieved 1978.
• 2、 Asai, Daisuke,Tahara, Yoshiko,Nakai, Makoto,Yakabe, Yoshikuni,Takatsuki, Mineo,Nose, Takeru,Shinmyozu, Teruo,Shimohigashi, Yasuyuki. "Structural essentials of xenoestrogen dialkyl phthalates to bind to the estrogen receptors". . p. 1 - 8. Retrieved 2000.
• 3、 -. "BIFUNCTIONAL COMPOUNDS FOR THE TREATMENT OF CANCER". Page/Page column 57; 87. . Retrieved 2021/05/07.
• 4、 -. "Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand". Paragraph 0108-0109; 0129. . Retrieved 2021/09/21.