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371785

Dimethyl 5-hydroxyisophthalate

98%

Synonym(s):

Dimethyl 5-hydroxybenzene-1,3-dicarboxylate

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About This Item

Linear Formula:
HOC6H3-1,3-(CO2CH3)2
CAS Number:
13036-02-7
Molecular Weight:
210.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863128
EC Number:
235-899-0
Beilstein/REAXYS Number:
2650120
MDL number:
MFCD00134367
Assay:
98%
Form:
powder
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Quality Segment

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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