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Merck
CN

232793

3-Formylbenzoic acid

97%

Synonym(s):

3-Carboxybenzaldehyde, Isophthalaldehydic acid

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About This Item

Linear Formula:
HO2CC6H4CHO
CAS Number:
619-21-6
Molecular Weight:
150.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853930
EC Number:
210-585-6
Beilstein/REAXYS Number:
2206413
MDL number:
MFCD00039575

Key Documents

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Product Name

3-Formylbenzoic acid, 97%

InChI key

UHDNUPHSDMOGCR-UHFFFAOYSA-N

InChI

1S/C8H6O3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H,(H,10,11)

SMILES string

[H]C(=O)c1cccc(c1)C(O)=O

assay

97%

form

powder

mp

173-175 °C (lit.)

solubility

methanol: soluble 100 mg/mL, clear to slightly hazy, colorless to very faintly brown(lit.)

functional group

aldehyde
carboxylic acid

Quality Level

200

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Application

3-Formylbenzoic acid was used in the synthesis of:
  • bicyclic cis-2-azetidinone derivatives via Ugi 4-centre 3-component reaction
  • porphyrin capped with a steroidal superstructure bearing convergent hydroxy groups
  • 3-[(4-amino-1,2-dihydro-1-oxo-2-phenyl-1,2,4-triazolo[4,3-a]quinoxalin-6-yl)amino]methylbenzoic acid

General description

3-Formylbenzoic acid is a polar aromatic aldehyde used in the synthesis of 3-hydroxymethylbenzoic acid via reduction.

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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Certificates of Analysis (COA)

Lot/Batch Number
0001451953
1451953V
1451953
15122CH
1253072

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Second generation engineering of transketolase for polar aromatic aldehyde substrates
Payongsri, et al.
Enzyme and Microbial Technology, 71, 45-52 (2015)
Synthesis of Alicyclic-lactams via the Ugi Reaction on a Solid Support.
Gedey S, et al.
Letters in Organic Chemistry, 1(3), 215-220 (2004)
Vittoria Colotta et al.
Bioorganic & medicinal chemistry, 11(24), 5509-5518 (2003-12-04)
In previous papers (Colotta, V. et al. Arch. Pharm. Pharm. Med. Chem. 1999, 332, 39. Colotta, V. et al. J. Med. Chem. 2000, 43, 1158) we reported the synthesis and binding affinity at bovine (b) A(1) and A(2A) and human
Synthesis, binding properties and self-functionalization of a steroid-capped porphyrin.
Richard P and Jeremy KM.
Journal of the Chemical Society. Chemical Communications, 8, 574-577 (1991)
Rational substrate and enzyme engineering of transketolase for aromatics
Payongsri, et al.
Organic & Biomolecular Chemistry, 10, 9021-9029 (2012)
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