2-Methylbenzimidazole

HCID 11984
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Basic information

CAS
30304-58-6
Standard SMILES
Cc1nc2ccccc2[nH]1
InChIKey
LDZYRENCLPUXAX-UHFFFAOYSA-N
Molecular formula
C8H8N2
Average molar mass
132.16 g/mol
Monoisotopic mass
132.06874826

Overview

2-Methyl-1H-benzo[d]imidazole is a member of benzimidazoles.

Names & identifiers

Preferred name
2-Methylbenzimidazole
IUPAC
2-methyl-1H-benzimidazole
English name
2-Methylbenzimidazole
Molecular formula
C8H8N2
Molecular weight
132.16

Names & synonyms

2-METHYLBENZIMIDAZOLE615-15-62-Methyl-1H-benzimidazole1H-Benzimidazole, 2-methyl-1H-Benzimidazole, methyl-ZH8IWW7Y8BDTXSID5060641RefChem:882592-MBIADTXCID0043050210-411-92-methyl-1H-benzo[d]imidazole
Show more names
2-methyl-benzimidazolMethylbenziMidazoleAKOS 90363RARECHEM AQ NN 00672-METHYLENZIMIDAZOLE
Benzimidazole, 2-methyl-2-Methyl-1H-benzoimidazole2-METHYL-1H-1,3-BENZODIAZOLEMFCD00005598Acetamidine, N-N'-o-phenylene-2-METHYL-1H-1,3-BENZIMIDAZOLEMethyl-2-benzimidazole1H-2-Methylbenzimidazol

Database identifiers

CAS
30304-58-6、615-15-6
PubChem CID
11984
DTXSID
DTXSID5060641
ChEMBL
CHEMBL309135
ChEBI
CHEBI:194887
UNII
ZH8IWW7Y8B
EC Number
210-411-9
Nikkaji
J3.001E

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
28.7 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
10

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Imidazoles
SpringerMaterials PropertiesChemical shift
LogP1.84
Vapor Pressure0.0000274 [mmHg]
Physical DescriptionBeige crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
175 · 175-177 °C (lit.)
Boiling point
234.08 °C · 234.08°C (rough estimate)
Density
1.1083 · 1.1083 (rough estimate)
refractive index
1.6013 · 1.6013 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (89.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: 1H-Benzimidazole, 2-methyl-

1H-Benzimidazole, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant that may cause serious eye injury; Harmful by ingestion; [Sigma-Aldrich MSDS] See Benzimidazole.
Hazard Classes and CategoriesAcute Tox. 4 (89.6%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
DD9100000
hs_code
29339990
risk_code
22-37/38-41-20/21/22

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1H-Benzimidazole, 2-methyl-: ACTIVE
Applications · 1 item

Uses2-Methylbenzimidazole is an important pharmacophore widely used in medicinal chemistry for the synthesis of various antibacterial and antifungal agents.It can be used as a key precursor to synthesize substituted benzimidazo[1,2-a]quinolones.It can be used in the synthesis of reversible solid-to-liquid phase transition coordination polymer crystals.2-Methylbenzimidazole also exhibits corrosion inhibition.

Preparation methods · 1 item

Preparation2-Methylbenzimidazole is synthesized by the condensation of o-phenylenediamine with acetic acid. The mixture of o-phenylenediamine and acetic acid is heated at 100°C for 2 hours and then cooled slowly. 10% sodium hydroxide solution is added slowly to the mixture until it is slightly alkaline. The mixture is filtered and washed with cold water. The crude product is then recrystallized with water and decolorized with activated charcoal to obtain the final product. The yield is 68%.

Upstream & downstream products

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]
广州希有新材料有限公司13925135498 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

DefinitionChEBI: 2-Methyl-1H-benzo[d]imidazole is a member of benzimidazoles.

Related reactions

194 records
New reaction record

Compound notes

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