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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3289V
WXBF1897V
WXBF0325V
WXBD5914V
WXBD3366V

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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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