ChemicalBook > CAS DataBase List > 5,6-Dimethylbenzimidazole

5,6-Dimethylbenzimidazole

Product Name: 5,6-Dimethylbenzimidazole
CAS No.: 582-60-5
Chemical Name: 5,6-Dimethylbenzimidazole
Synonyms: dimethylbenzimidazole;5,6-DiMethyl-1H-benzo[d]iMidazole;dimedazol;5,6-DIMETHYL-1H-BENZIMIDAZOLE;C03114;5,6-DBI;dimesol;dimezol;NSC68316;AI3-52806
CBNumber: CB2142317
Molecular Formula: C9H10N2
Formula Weight: 146.19
MOL File: 582-60-5.mol

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5,6-Dimethylbenzimidazole Property

Melting point:: 202-205 °C (lit.)
Boiling point:: 255.81°C (rough estimate)
Density: 1.0976 (rough estimate)
refractive index: 1.5600 (estimate)
storage temp.: Store below +30°C.
solubility: Soluble in ethanol (50 mg/ml).
form: Powder
pka: 13.48±0.30(Predicted)
color: Light beige
Water Solubility: soluble
Merck: 14,3236
BRN: 116595
InChIKey: LJUQGASMPRMWIW-UHFFFAOYSA-N
CAS DataBase Reference: 582-60-5(CAS DataBase Reference)
EPA Substance Registry System: 1H-Benzimidazole, 5,6-dimethyl- (582-60-5)

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Safety

Safety Statements: 24/25
WGK Germany: 3
RTECS: DD8280000
TSCA: Yes
HS Code: 29339990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D147206
Product name: 5,6-Dimethylbenzimidazole
Purity: ≥99%
Packaging: 25g
Price: $67.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.41278
Product name: 5,6-Dimethylbenzimidazole
Purity: for synthesis
Packaging: 25g
Price: $55.13
Updated: 2021/12/16

Sigma-Aldrich

Product number: 8.41278
Product name: 5,6-Dimethylbenzimidazole for synthesis. CAS 582-60-5, molar mass 146.19 g/mol., for synthesis
Packaging: 8412780025
Price: $57.6
Updated: 2021/12/16

TCI Chemical

Product number: D1345
Product name: 5,6-Dimethylbenzimidazole
Purity: >99.0%(GC)(T)
Packaging: 25g
Price: $47
Updated: 2025/07/31

TRC

Product number: D477120
Product name: 5,6-Dimethylbenzimidazole
Packaging: 500mg
Price: $55
Updated: 2021/12/16

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5,6-Dimethylbenzimidazole Chemical Properties,Usage,Production

Description

5,6-Dimethylbenzimidazole is a dimethylbenzimidazole that has been found in S. meliloti and is an intermediate in the biosynthesis of the corrin macrocycle vitamin B12 (Item No. 18425).1 It is formed from the flavin coenzyme riboflavin 5ʹ-monophosphate (Item No. 18167) by the oxidoreductase BluB in S. meliloti. 5,6-Dimethylbenzimidazole forms the axial region of vitamin B12 and chelates the central cobalt.WARNING This product is not for human or veterinary use.

Chemical Properties

light beige powder

Definition

ChEBI: A dimethylbenzimidazole carrying methyl substituents at positions 5 and 6.

Synthesis Reference(s)

Synthetic Communications, 16, p. 365, 1986 DOI: 10.1080/00397918608076319

Synthesis

15776-99-5

582-60-5

To a 16 mL reaction flask equipped with a PTFE/silicone septum and a nitrogen bubbler was added N-benzylbenzimidazole (208.1 mg, 1.0 mmol), dried Pd/C catalyst (10 wt%, 20 mg) and THF (5 mL). Triethylsilane (320 μL, 2.0 mmol) was added dropwise to the mixture under nitrogen protection, followed by continuous stirring at room temperature for 14 hours. After completion of the reaction, the reaction mixture was filtered through a 0.45 μm PTFE syringe filter and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (eluent: 0 to 10% methanol/dichloromethane gradient) to afford 5,6-dimethylbenzimidazole as a colorless solid (117.6 mg, 0.996 mmol, 99% yield). The reaction typically exhibits an induction period of 5 to 30 min, which can be observed by the phenomenon of gas release (i.e., bulging) from the reaction mixture. The use of a dry Pd/C catalyst is essential; wet Pd/C results in lower yields or the reaction does not proceed.

Purification Methods

Crystallise 5,6-dimethylbenzimidazole from diethyl ether. It sublimes at 140o/3mm. [Beilstein 23/6 V 454.]

References

[1] Tetrahedron Letters, 2015, vol. 56, # 21, p. 2688 - 2690

5,6-Dimethylbenzimidazole Preparation Products And Raw materials

Raw materials

Preparation Products

Vitamin B12

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View Lastest Price from 5,6-Dimethylbenzimidazole manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5,6-Dimethylbenzimidazole 582-60-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-22

Hebei Chuanghai Biotechnology Co., Ltd

Product: 5,6-Dimethylbenzimidazole 582-60-5
Price: US $10.00-8.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10 mt
Release date: 2025-03-14

Hebei Fengqiang Trading Co., LTD

Product: 5,6-Dimethylbenzimidazole 582-60-5
Price: US $100.00/bag
Min. Order: 1bag
Purity: 99
Supply Ability: 5000
Release date: 2023-08-25

582-60-5, 5,6-DimethylbenzimidazoleRelated Search:

2-(Cyanomethyl)benzimidazole 2-Phenylbenzimidazole Benzimidazole N,N-Dimethylformamide Poly(dimethylsiloxane) 5-Nitrobenzimidazole 2-GUANIDINOBENZIMIDAZOLE 2-Phenylbenzimidazole-5-sulfonic acid Phenformin Dimethyl sulfoxide 2-Methylbenzimidazole 2-Chloromethylbenzimidazole HYDROXOCOBALAMIN ACETATE 5'-Deoxyadenosylcobalamin Mecobalamin ETHYL 5,6-DIMETHYL-1H-BENZIMIDAZOL-1-YL)ACETATE 2-AMINO-5,6-DIMETHYLBENZIMIDAZOLE Vitamin B12

5,6-DIMETHYL-1H-BENZIMIDAZOLE

5,6-DIMETHYLBENZIMIDAZOLE, 99+%

5,6-Dimethylbenzimidazole (VB12 intermediate)

1H-Benzimidazole, 5,6-dimethyl-

Benzimidazole, 5,6-dimethyl-

Dimezol (VAN)

Dimezol base

5,6-DBI

39580_FLUKA

5-23-06-00454 (Beilstein Handbook Reference)

AI3-52806

ARONIS001284

BRN 0116595

C03114

CHEBI:15890

D147206_ALDRICH

EINECS 209-488-1

NSC 68316

NSC68316

SBB004105

ZINC00388593

5,6-Dimethylbenzimid

6-DiMethylbenziMidazole

5,6-DIMETHYLBENZIMIDAZOLE(MBI)

Dimedazole

5,6-DiMethyl-1H-benzo[d]iMidazole

DBI)5,6-DiMethylbenziM

5,6-Dimethylbenzimidazole Dimethylbenzimidazole

5,6-DBI Dimethylbenzimidazole 5,6-dimethyl-1H-Benzimidazole

5,6-dimethyl-3aH-benzimidazole

TIMTEC-BB SBB004105

1H-Benzimidazole,5,6-dimethyl-(9CI)

dimedazol

dimesol

dimezol

5,6-dimethyl-1h-benzimidazol

dimethylbenzimidazole

5,6-DIMETHYLBENZIMIDAZOL

5,6-DIMETHYLBENZIMIDAZOLE

Methylcobalamin Impurity 2

Dimethylbenzimidazole-[13C7]

5,6-Dimethylbenzimidazole &gt

5,6-DIMETHYLBENZIMIDAZOLE FOR SYNTHESIS

582-60-5 5,6-Dimethylbenzimidazole

5,6-dimethyl-benpiandazole

Cyanocobalamin /Vitamin B12 Impurity 18

5,6-Dimethyl-1H-benzo[d]imidazole, 10 mM in DMSO

582-60-5

528-60-5

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