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240141

Sigma-Aldrich

4-Hydroxybenzoic acid

ReagentPlus®, ≥99%

Synonym(s):

4-Carboxyphenol, 4-Hydroxybenzoic acid, Paraben-acid, p-Carboxyphenol, p-Hydroxybenzoic acid, p-Hydroxyl benzoic acid, p-Salicylic acid

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About This Item

Linear Formula:
HOC6H4CO2H
CAS Number:
99-96-7
Molecular Weight:
138.12
Beilstein:
970950
EC Number:
202-804-9
MDL number:
MFCD00002547
UNSPSC Code:
12352100
PubChem Substance ID:
24854406
NACRES:
NA.22

product line

ReagentPlus®

Assay

≥99%

form

powder

mp

213-217 °C (lit.)

solubility

water: soluble 125 part(lit.)
acetone: soluble(lit.)
alcohol: freely soluble(lit.)
carbon disulfide: insoluble(lit.)
chloroform: slightly soluble(lit.)
diethyl ether: soluble(lit.)

SMILES string

OC(=O)c1ccc(O)cc1

InChI

1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)

InChI key

FJKROLUGYXJWQN-UHFFFAOYSA-N

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Application

4-Hydroxybenzoic acid can be used as a reactant to synthesize:
  • Monoesters via esterification with sucrose.
  • Thermotropic liquid crystalline polymers.
  • 4-Hydroxybenzaldoxime via one-pot chemoenzymatic method.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H318,H335

Hazard Classifications

Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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Meng Wang et al.
ACS catalysis, 4(4), 1219-1225 (2014-05-08)
The adenylation (A) domain acts as the first "gate-keeper" to ensure the activation and thioesterification of the correct monomer to nonribosomal peptide synthetases (NRPSs). Our understanding of the specificity-conferring code and our ability to engineer A domains are critical for
Thermotropic liquid crystalline polymers as protective coatings for aerospace
Guerriero G, et al.
Progress in Organic Coatings, 70, 245-251 (2011)
Letian X Xie et al.
The Journal of biological chemistry, 287(28), 23571-23581 (2012-05-18)
Most of the Coq proteins involved in coenzyme Q (ubiquinone or Q) biosynthesis are interdependent within a multiprotein complex in the yeast Saccharomyces cerevisiae. Lack of only one Coq polypeptide, as in Δcoq strains, results in the degradation of several
L C Goudas et al.
Anesthesia and analgesia, 89(5), 1209-1215 (1999-11-30)
Intracerebroventricular (ICV) morphine administration is effective for the management of refractory cancer pain. Recent preclinical observations of acute depletion of the major endogenous intracellular antioxidant glutathione (GSH) in brain and peripheral organs after ICV morphine in rodents led us to
L I Wiebe et al.
Drug metabolism and disposition: the biological fate of chemicals, 6(3), 296-302 (1978-05-01)
Butylated hydroxytoluene (BHT) containing the stable isotope 13C was synthesized from 2-[13C]methylpropan-2-ol. A minor constituent of urine following ingestion of BHT-13C by a human volunteer was identified as 3,5-di-(1-[13C]methyl-1-methylethyl)-4-hydroxybenzoic acid, The major metabolite detected was 13C-labeled 5-carboxy-7-(1-carboxy-1-methylethyl)-3,3-dimethyl-2-hydroxy-2,3-dihydrobenzofuran. Detailed spectral analysis
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