5,6-Dimethylbenzimidazole

HCID 675

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

5,6-Dimethylbenzimidazole582-60-55,6-Dimethyl-1H-benzimidazoleDimedazolDimedazoleDimesol1H-Benzimidazole, 5,6-dimethyl-DimezoldimethylbenzimidazoleBenzimidazole, 5,6-dimethyl-5,6-dimethyl-1H-1,3-benzodiazole553XI1DS20
Show more names
C031145,6-DBINSC68316AI3-52806
NSC-68316CHEBI:15890DTXSID70870631RefChem:528118CHEBI:23809DTXCID10818335209-488-15,6-dimethyl-1H-benzo[d]imidazole

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

Experimental & physicochemical properties

LogP · 2 items

2.35

1.854

Melting Point · 2 items

205.5

205.5 °C

Physical DescriptionSolid
Collision Cross Section · 3 items

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).

Safety & regulation

GHS classification

GHS Classification · 6 items

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 InformationStatus: Active Update: 25-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21166
Hazard Classes and CategoriesAcute Tox. 4 (33.3%);Skin Irrit. 2 (50%);Eye Irrit. 2A (50%);STOT SE 3 (16.7%);Aquatic Chronic 3 (33.3%)

Regulatory information

Regulatory InformationStatus: Active Update: 25-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21166

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
DD8280000
hs_code
29339990
Signal word
Warning

Chemistry & industry

Pharmacology

Tissue LocationsProstate
Cellular LocationsMembrane
Metabolite PathwaysRiboflavin Metabolism

Uses & manufacturing

General Manufacturing Information1H-Benzimidazole, 5,6-dimethyl-: INACTIVE
Applications · 2 items

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.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
安徽省大利生物科技有限责任公司15705632007

Additional notes

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

Related reactions

28 records

Compound notes

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