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Merck
CN

348163

Sigma-Aldrich

1,8-Naphthalaldehydic acid

97%

Synonym(s):

8-Formyl-1-naphthalenecarboxylic acid

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About This Item

Linear Formula:
HCOC10H6CO2H
CAS Number:
5811-87-0
Molecular Weight:
200.19
EC Number:
227-377-6
MDL number:
MFCD00134159
UNSPSC Code:
12352100
PubChem Substance ID:
24861556
NACRES:
NA.22

Key Documents

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Assay

97%

functional group

aldehyde
carboxylic acid

SMILES string

OC(=O)c1cccc2cccc(C=O)c12

InChI

1S/C12H8O3/c13-7-9-5-1-3-8-4-2-6-10(11(8)9)12(14)15/h1-7H,(H,14,15)

InChI key

HLHDIWAOQIRETC-UHFFFAOYSA-N

Application

1,8-Naphthalaldehydic acid may be used in the synthesis of fused bicyclic lactams, such as:
  • 2,3,5,11b-tetrahydrobenz[de][1,3]oxazolo[3,2-a]isoquinolin-5-one
  • 2,3,4,12b-tetrahydro-6H-benz[de][1,3]oxazino[3,2-a]isoquinolin-6-one
  • 2,3,4,5,7,13b-hexahydrobenz[de][1,3]oxazepino[3,2-a]isoquinolin-7-one
  • 1,2,3,11b-tetrahydro-5H-benz[de]imidazo[3,2-a]isoquinolin-5-one
  • 1,2,3,4,6,12b-hexahydrobenzo[de]pyrimido[3,2-a]isoquinolin-7-one
  • 1,2,3,4,5,13b-hexahydro-7H-benzo[de]1,3-diazepino[3,2-a]isoquinolin-7-one
  • 7H-benzo[de]benzimidazo[3,2-a]isoquinolin-7-one
  • 2,3,5,11b-tetrahydrobenzo[de]thiazolo[3,2-a]isoquinolin-5-one
  • (9S,9R)-methyl 5-oxo[2,3,5,11b]-tetrahydrobenz[de]oxazolo[3,2-a]isoquinoline-3-carboxylate
  • (3R,11bS)-3-phenyl-2,3,5,11b-tetrahydrobenz[de][1,3]oxazolo[2,3-a]isoquinolin-5-one

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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
MKCJ9678
11220HQ
10319PO
08527CI
06118MW

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A versatile synthesis of bicyclic lactams from 1, 8-naphthalaldehydic acid: an extension of Meyers' method.
Claudio-Catalan MA, et al.
ARKIVOC (Gainesville, FL, United States), 4, 413-423 (2013)

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