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252794

Sigma-Aldrich

Methyl 3-hydroxybenzoate

99%

Synonym(s):

3-(Methoxycarbonyl)phenol, 3-Carbomethoxyphenol, 3-Hydroxybenzoic acid methyl ester, Methyl m-hydroxybenzoate, m-Carbomethoxyphenol, m-Hydroxybenzoic acid methyl ester

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About This Item

Linear Formula:
HOC6H4CO2CH3
CAS Number:
19438-10-9
Molecular Weight:
152.15
Beilstein:
2208129
EC Number:
243-071-5
MDL number:
MFCD00002295
UNSPSC Code:
12352100
PubChem Substance ID:
24855238
NACRES:
NA.22

Assay

99%

form

solid

bp

280-281 °C/709 mmHg (lit.)

mp

70-72 °C (lit.)

functional group

ester

SMILES string

COC(=O)c1cccc(O)c1

InChI

1S/C8H8O3/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5,9H,1H3

InChI key

YKUCHDXIBAQWSF-UHFFFAOYSA-N

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Application

Methyl 3-hydroxybenzoate has been used in synthesis of:
  • 3-hydroxybenzene-1,2-dicarbaldehyde
  • O-methyl O-[3-methyl-4-(methylthio)phenyl]O-(3-methylcarboxyphenyl) phosphorothioate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Sakata et al.
Bioscience, biotechnology, and biochemistry, 65(10), 2315-2317 (2002-01-05)
The structure of a novel aromatic compound contained in the unidentified Rhizoglyhus mite (Acaridae: Astigmata) was elucidated, without its isolation, to be 3-hydroxybenzene-1,2-dicarbaldehyde (tentatively named gamma-acaridial) by a combination of GC/MS and GC/FT-IR together with knowledge of related mite compounds.
Investigation of the effect of hapten heterology on immunoassay sensitivity and development of an enzyme-linked immunosorbent assay for the organophosphorus insecticide fenthion.
Kim YJ, et al.
Analytica Chimica Acta, 94(1, 29-40 (2003)
Deze Kong et al.
Science advances, 6(44) (2020-11-01)
Chalcone synthase (CHS) canonically catalyzes carbon-carbon bond formation through iterative decarboxylative Claisen condensation. Here, we characterize a previously unidentified biosynthetic capability of SlCHS to catalyze nitrogen-carbon bond formation, leading to the production of a hydroxycinnamic acid amide (HCAA) compound. By
Shota Machida et al.
Molecules (Basel, Switzerland), 24(23) (2019-12-01)
Twenty-one natural and unnatural phenolic compounds containing a carbohydrate moiety were synthesized and their structure-activity relationship (SAR) was evaluated for α-glucosidase inhibition and antioxidative activity. Varying the position of the galloyl unit on the 1,5-anhydro-d-glucitol (1,5-AG) core resulted in changes

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