2-Methylbenzimidazole (HCID 11984)

概要

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

名称と識別子

優先名称: 2-Methylbenzimidazole
IUPAC: 2-methyl-1H-benzimidazole
現地名: 2-メチルベンゾイミダゾール
英語名: 2-Methylbenzimidazole
分子式: C8H8N2
分子量: 132.16

名称と別名

2-METHYLBENZIMIDAZOLE615-15-62-Methyl-1H-benzimidazole1H-Benzimidazole, 2-methyl-1H-Benzimidazole, methyl-ZH8IWW7Y8BDTXSID5060641RefChem:882592-MBIADTXCID0043050210-411-92-methyl-1H-benzo[d]imidazole

名称をさらに表示

2-メチルベンゾイミダゾール2-メチル-1H-ベンゾイミダゾール2-メチルベンズイミダゾール2‐メチルベンズイミダゾール2-メチル-1H-ベンズイミダゾール2-メチルベンズイミダゾール, 98%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

データベース識別子

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

物性

構造計算による物性

XLogP: 2.2
極性表面積: 28.7 Å²
水素結合供与体数: 1
水素結合受容体数: 1
回転可能結合数: 0
重原子数: 10
形式電荷: 0
複雑度: 124

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Imidazoles

SpringerMaterials PropertiesChemical shift

LogP1.84

Vapor Pressure0.0000274 [mmHg]

Physical DescriptionBeige crystalline solid; [Sigma-Aldrich MSDS]

物理化学的性質

融点: 175 · 175-177 °C (lit.)
沸点: 234.08 °C · 234.08°C (rough estimate)
比重(密度): 1.1083 · 1.1083 (rough estimate)
屈折率: 1.6013 · 1.6013 (estimate)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: DMSO（微量）、メタノール（微量）
酸解離定数(Pka): 6.19 · 6.19(at 25℃)
外見: 結晶性粉末
色: ライトベージュ～ブラウン
水溶解度: わずかに溶ける
BRN: 112264 · 112264
InChI: 1S/C8H8N2/c1-6-9-7-4-2-3-5-8(7)10-6/h2-5H,1H3,(H,9,10)
InChIKey: LDZYRENCLPUXAX-UHFFFAOYSA-N
SMILES: Cc1nc2ccccc2[nH]1
CAS データベース: 615 · 615-15-6(CAS DataBase Reference)
NISTの化学物質情報: 1 H-benzimidazole, · 1H-benzimidazole, 2-methyl-(615-15-6)
EPAの化学物質情報: 1 H-Benzimidazole, · 1H-Benzimidazole, 2-methyl- (615-15-6)

化学的性質

化学的特性light beige to brown crystalline powder. Soluble in alcohol, ether, hot water and sodium hydroxide solution, insoluble in benzene.

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Regulatory Information · 2 件

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%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: DD9100000
hs_code: 29339990
risk_code: 22-37/38-41-20/21/22
hazard_code: Xn
safety_code: 26-39-45-44
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing Information1H-Benzimidazole, 2-methyl-: ACTIVE

応用分野 · 2 件

用途有機合成原料。

使用2-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.

調製方法 · 1 件

製造方法2-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%.