Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

371785

Sigma-Aldrich

Dimethyl 5-hydroxyisophthalate

98%

Synonym(s):

Dimethyl 5-hydroxybenzene-1,3-dicarboxylate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBL2707
STBK7336
STBK2765
STBJ7029
STBJ1918

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Rajesh Kumar et al.
Molecular diversity, 6(3-4), 287-295 (2004-04-08)
The use of enzymes in synthetic applications has increased dramatically in the recent years and the field of polymer science is part of this trend. Synthesis of a variety of polymers using lipase catalyzed (Candida antarctica) polymerization reactions has led
Biocatalytic ?green? Synthesis of PEG-based aromatic polyesters: Optimization of the substrate and reaction conditions.
Kumar R, et al.
Green Chemistry, 6(10), 516-520 (2004)
Jeny Karabline et al.
Organic & biomolecular chemistry, 10(24), 4788-4794 (2012-05-19)
Up to third-generation sterically crowded polyether dendrons were prepared on a solid support, using a novel building block derived from dimethyl 5-hydroxyisophthalate via O-allylation/Claisen rearrangement key steps. These dendrons underwent smooth disassembly to monomers, when subjected to acidic solution. The
Denis Nilov et al.
Tetrahedron letters, 55(36), 5078-5081 (2014-08-26)
In the course of development of novel capping ligands with variable steric factor, which will be used as an organic coating for metal oxide nanoparticles, a base-catalyzed nucleophilic oxirane ring-opening addition reaction between dimethyl 5-hydroxyisophthalate and allyl glycidyl ether was
Dheeraj Kumar et al.
Dalton transactions (Cambridge, England : 2003), 43(37), 13899-13912 (2014-08-12)
Chiral oxazoline based bi and hexadentate ligands built on cyclophosphazene cores have been synthesized and characterized. (NPPh2)2[NP(m-OC6H4C(O)OCH3)2] (1) was prepared by the reaction of gem-(NPPh2)2(NPCl2) with methyl-3-hydroxy benzoate in the presence of Cs2CO3. Compound 1 was converted to the dicarboxylic
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service