ChemicalBook > CAS DataBase List > 1H-Benzimidazole-5-carboxylic acid

1H-Benzimidazole-5-carboxylic acid

Product Name
1H-Benzimidazole-5-carboxylic acid
CAS No.
15788-16-6
Chemical Name
1H-Benzimidazole-5-carboxylic acid
Synonyms
1H-benzo[d]iMidazole-5-carboxylic acid;1H-Benzo[d]iMidazole-6-carboxylic acid;5-BENZIMIDAZOLECARBOXYLIC ACID;AURORA 9842;AKOS BBS-00000435;BenziMidazole-5-acid;OTAVA-BB BB7014211630;5-CARBOXYBENZIMIDAZOLE;4-caboxylic benzimidazole;5-caboxylic benziMidazole
CBNumber
CB6435996
Molecular Formula
C8H6N2O2
Formula Weight
162.15
MOL File
15788-16-6.mol
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1H-Benzimidazole-5-carboxylic acid Property

Melting point:
>300 °C (lit.)
Boiling point:
288.82°C (rough estimate)
Density 
1.3264 (rough estimate)
refractive index 
1.5770 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
form 
Powder
pka
3.10±0.30(Predicted)
color 
Green-gray to gray-brown
BRN 
5686
InChI
InChI=1S/C8H6N2O2/c11-8(12)5-1-2-6-7(3-5)10-4-9-6/h1-4H,(H,9,10)(H,11,12)
InChIKey
COYPLDIXZODDDL-UHFFFAOYSA-N
SMILES
C1NC2=CC(C(O)=O)=CC=C2N=1
CAS DataBase Reference
15788-16-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
296783
Product name
5-Benzimidazolecarboxylic acid
Purity
96%
Packaging
5g
Price
$60.8
Updated
2025/07/31
Sigma-Aldrich
Product number
296783
Product name
5-Benzimidazolecarboxylic acid
Purity
96%
Packaging
25g
Price
$266
Updated
2025/07/31
TCI Chemical
Product number
B1763
Product name
5-Benzimidazolecarboxylic Acid
Purity
>97.0%(T)
Packaging
5g
Price
$69
Updated
2025/07/31
TCI Chemical
Product number
B1763
Product name
5-Benzimidazolecarboxylic Acid
Purity
>97.0%(T)
Packaging
25g
Price
$275
Updated
2025/07/31
Frontier Specialty Chemicals
Product number
JK135442
Product name
1H-Benzimidazole-5-carboxylicacid
Purity
98%
Packaging
1g
Price
$14
Updated
2021/12/16
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1H-Benzimidazole-5-carboxylic acid Chemical Properties,Usage,Production

Chemical Properties

GREEN-GREY TO GREY-BROWN POWDER

Uses

A benzimidazole derivative that exhibits corrosion inhibiting properties against strong acids.

Uses

5-Benzimidazolecarboxylic acid has been used in the preparation of:

  • 1H-benzoimidazole-5-carboxylic acid benzotriazol-1-yl ester
  • piperidin-1-yl(1-m-tolyl-1H-benzo[d]imidazol-5-yl)methanone

General Description

Drug-specific monoclonal antibodies were produced against the very small drug hapten, 5-benzimidazolecarboxylic acid.

Synthesis

124-38-9

4887-88-1

15788-16-6

To a solution of 5-bromo-1H-benzimidazole (0.87 g, 4.4 mmol, 1.0 eq.) in anhydrous THF (20 mL) was slowly added 2 M isopropylmagnesium chloride (i-PrMgCl) in a solution of THF (2.2 mL, 4.4 mmol, 1.0 eq.) at 0 °C, keeping the reaction temperature not more than 20 °C. After addition, the clarified solution was continued to be stirred at 0 °C for 5 min. Subsequently, 2.5 M hexane solution (3.5 mL, 8.8 mmol, 2.0 eq.) of n-butyllithium (n-BuLi) was added dropwise over 5 min, controlling the temperature below 20 °C. The reaction mixture was stirred at the same temperature for 30 min. Then, dry carbon dioxide (0.20 g, 4.4 mmol, 1.0 eq.) was added to the reaction system and the mixture was slowly warmed to 20 °C over 30 min. Upon completion of the reaction, the reaction was quenched with deionized water (6 mL). After stirring at 20 °C for 10 min, the organic and aqueous phases were separated. The aqueous phase was extracted once with ethyl acetate (10 mL). The organic phases were combined, filtered through a 0.51 cm silica gel pad and eluted with ethyl acetate (10 mL). The filtrate was concentrated and the residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 3:1) to afford 1H-benzimidazole-5-carboxylic acid (0.5 g, 71% yield) as a brown solid. The product was structurally confirmed by 1H-NMR (600 MHz, DMSO-d6) and 13C-NMR (151 MHz, DMSO-d6).

References

[1] Molecules, 2017, vol. 22, # 11,

1H-Benzimidazole-5-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1H-Benzimidazole-5-carboxylic acid manufacturers

Honest Joy Holdings Limited
Product
1H-Benzimidazole-5-carboxylic acid 15788-16-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98.3%
Supply Ability
100 tons
Release date
2022-02-08
Career Henan Chemical Co
Product
1H-Benzimidazole-5-carboxylic acid 15788-16-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,100kg
Release date
2019-07-04

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