Basic information
- CAS
582-60-5- Standard SMILES
Cc1cc2nc[nH]c2cc1C- InChIKey
LJUQGASMPRMWIW-UHFFFAOYSA-N- Molecular formula
- C9H10N2
- Average molar mass
- 146.19 g/mol
- Monoisotopic mass
- 146.08439833
Names & identifiers
- Preferred name
- 5,6-Dimethylbenzimidazole
- IUPAC
- 5,6-dimethyl-1H-benzimidazole
- English name
- 5,6-Dimethylbenzimidazole
- Molecular formula
- C9H10N2
- Molecular weight
- 146.19
Names & synonyms
Show more names
Database identifiers
- CAS
582-60-5- PubChem CID
- 675
- DTXSID
DTXSID70870631- ChEMBL
CHEMBL351132- ChEBI
CHEBI:15890- UNII
- 553XI1DS20
- EC Number
- 209-488-1
- Nikkaji
- J69.209C
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 28.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 146
Experimental & physicochemical properties
LogP
2.35
1.854
Melting Point
205.5
205.5 °C
Collision Cross Section
129.9 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)];130.3 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
127.73 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)];129.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
130 Ų [M-H]-;130.4 Ų [M+H]+
Physicochemical properties
- Melting point
- 202 · 202-205 °C (lit.)
- Boiling point
- 255.81 °C · 255.81°C (rough estimate)
- Density
- 1.0976 · 1.0976 (rough estimate)
- refractive index
- 1.56 · 1.5600 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Soluble in ethanol (50 mg/ml).
- form
- Powder
- pka
- 13.48 · 13.48±0.30(Predicted)
- color
- Light beige
- Water Solubility
- soluble
- Merck
- 14 · 14,3236
- BRN
- 116595 · 116595
- InChI
- 1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
- InChIKey
- LJUQGASMPRMWIW-UHFFFAOYSA-N
- SMILES
- Cc1cc2nc[nH]c2cc1C
- CAS DataBase Reference
- 582 · 582-60-5(CAS DataBase Reference)
- FDA UNII
- 553 XI1DS20 · 553XI1DS20
- EPA Substance Registry System
- 1 H-Benzimidazole, · 1H-Benzimidazole, 5,6-dimethyl- (582-60-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H227
- Precautionary statements
- 501 · P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 24 · 24/25
- WGK Germany
- 3 · 3
- RTECS
- 8280000 · DD8280000
- TSCA
- TSCA listed
- HS Code
- 29339990 · 29339990
- Storage Class
- 11 · 11 - Combustible Solids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (3 of 6) of reports.
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (16.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H412 (33.3%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 3 of 6 reports by companies.;There are 2 notifications provided by 3 of 6 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory information
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DD8280000
- hs_code
- 29339990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H227
- REACH Registrations
- Active
- Precautionary statements
- P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
Chemistry & industry
Pharmacology
Uses & manufacturing
Applications
Description5,6-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.
Uses5,6-Dimethylbenzimidazole is used as vitamin B12 intermediate, mainly used in the synthesis of vitamin B12.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: A dimethylbenzimidazole carrying methyl substituents at positions 5 and 6.
Related reactions
Compound notes
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