371785

Dimethyl 5-hydroxyisophthalate

98%

• Synonym(s): Dimethyl 5-hydroxybenzene-1,3-dicarboxylate
• Linear Formula: HOC₆H₃-1,3-(CO₂CH₃)₂
• CAS Number: 13036-02-7
• Molecular Weight: 210.18
• Beilstein: 2650120
• EC Number: 235-899-0
• MDL number: MFCD00134367
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863128
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• form: powder
• mp: 162-164 °C (lit.)
• functional group: ester
• SMILES string: COC(=O)c1cc(O)cc(c1)C(=O)OC
• InChI: 1S/C10H10O5/c1-14-9(12)6-3-7(10(13)15-2)5-8(11)4-6/h3-5,11H,1-2H3
• InChI key: DOSDTCPDBPRFHQ-UHFFFAOYSA-N

Description

General description

Dimethyl 5-hydroxyisophthalate undergoes a base-catalyzed nucleophilic oxirane ring-opening addition reaction with allyl glycidyl ether, to afford 5-substituted derivatives of isophthalic acid. Influence of third component, i.e. a series of 1,ω-alkanediols on the copolymerization reaction of dimethyl 5-hydroxyisophthalate with poly(ethylene glycol) has been studied. Lipase-catalyzed condensation polymerization of dimethyl 5-hydroxyisophthalate with polyethylene glycol is reported.

Application

Novel building block derived from dimethyl 5-hydroxyisophthalate was used to prepare sterically crowded polyether dendrons, via O-allylation/Claisen rearrangement reactions. Dimethyl 5-hydroxyisophthalate may be used in the preparation of:

• bis(phebox) derivative of the cyclophosphazene
• 5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}benzene-1,3-dicarboxylic acid dimethyl ester
• fullerene derivative bearing a triethylene glycol-type polar head group

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves