(6-chloro-1H-benzo[d]imidazol-2-yl)methanol

Base Information

• Chemical Name: (6-chloro-1H-benzo[d]imidazol-2-yl)methanol
• CAS No.: 6953-65-7
• Molecular Formula: C8H7 Cl N2 O
• Molecular Weight: 182.609
• Hs Code.: 2933990090
• NSC Number: 38854
• DSSTox Substance ID: DTXSID40219790
• Nikkaji Number: J41.307K
• Wikidata: Q83096788
• ChEMBL ID: CHEMBL1385033
• Mol file: 6953-65-7.mol

Synonyms:6953-65-7;(6-chloro-1H-benzo[d]imidazol-2-yl)methanol;(6-chloro-1H-benzimidazol-2-yl)methanol;(5-chloro-1H-benzimidazol-2-yl)methanol;(5-chloro-1H-benzo[d]iMidazol-2-yl)Methanol;5-Chloro-2-hydroxymethylbenzimidazole;2-BENZIMIDAZOLEMETHANOL, 5-CHLORO-;Benzimidazole, 5-chloro-2-hydroxymethyl-;C8H7ClN2O;NSC 38854;6-Chloro-1H-Benzimidazole-2-methanol;BRN 0005727;1H-Benzimidazole-2-methanol, 5-chloro-;MLS000736989;4-23-00-02547 (Beilstein Handbook Reference);SMR000280181;(5-Chloro-1H-benzoimidazol-2-yl)-methanol;NSC38854;MLS000710414;SCHEMBL1050352;CHEMBL1385033;SCHEMBL12636194;5-chlorobenzimidazole-2-methanol;DTXSID40219790;HMS2759P13;MFCD01658622;NSC-38854;STK506247;5-Chloro-1H-benzimidazole-2-methanol;AKOS000275040;AKOS005172345;DS-2390;NCGC00188184-01;LS-33020;BB 0220347;BB 0259339;CS-0155745;EU-0040175;FT-0719633;(5-chloro-1H-1,3-benzodiazol-2-yl)methanol;(6-chloro-1H-1,3-benzodiazol-2-yl)methanol;(5-chloro-1H-1,3-benzimidazol-2-yl)methanol;A19069;AN-584/15123002;SR-01000451234;(5-Chloro-1H-benzimidazol-2-yl)methanol AldrichCPR;SR-01000451234-1;(5-Chloro-1H-benzimidazol-2-yl)methanol, AldrichCPR;F0913-0727

Chemical Property of (6-chloro-1H-benzo[d]imidazol-2-yl)methanol

Chemical Property:

• Vapor Pressure: 1.17E-08mmHg at 25°C
• Melting Point: 205 °C
• Boiling Point: 443.9°C at 760 mmHg
• PKA: 10.17±0.10(Predicted)
• Flash Point: 222.2°C
• PSA: 48.91000
• Density: 1.51g/cm³
• LogP: 1.70860
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 182.0246905
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98%,99%, ^*data from raw suppliers

(5-Chloro-1H-benzimidazol-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=N2)CO

Technology Process of (6-chloro-1H-benzo[d]imidazol-2-yl)methanol

There total 2 articles about (6-chloro-1H-benzo[d]imidazol-2-yl)methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

glycolic Acid (79-14-1) + 4-Chloro-1,2-phenylenediamine (95-83-0) → (5-chloro-1H-benzo [d]imidazol-2-yl)methanol (6953-65-7)

Guidance literature:

With hydrogenchloride; In water; for 8h; Reflux;

DOI:10.3390/molecules200815206

Reference yield: 76.0%

C6H12O6 + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-1H-benzimidazole (4887-82-5) + (5-chloro-1H-benzo [d]imidazol-2-yl)methanol (6953-65-7)

Guidance literature:

With di-tert-butyl peroxide; boron trifluoride diethyl etherate; In decane; acetonitrile; at 90 ℃; for 1h; Green chemistry;

DOI:10.1002/asia.202100972

Reference yield: 95.0%

(5-chloro-1H-benzo [d]imidazol-2-yl)methanol (6953-65-7) + methyl iodide (74-88-4) → (N-methyl-5-chloro-1H-benzimidazole-2-yl)methanol (380177-22-0)

Guidance literature:

With tetrabutylammomium bromide; potassium hydroxide; In tetrahydrofuran; at 0 ℃;

DOI:10.5012/bkcs.2013.34.4.1272

upstream raw materials:

glycolic Acid

4-Chloro-1,2-phenylenediamine

Downstream raw materials:

5-chloro-1H-benzimidazole-2-carboxylic acid

C₂₀H₁₇ClN₂O₃

C₂₀H₁₇ClN₂O₃

5-chloro-1-methyl-1H-benzimidazole-2-carbaldehyde

Refernces

• 1、 Ryabukhin, Dmitry S.,Turdakov, Alexey N.,Soldatova, Natalia S.,Kompanets, Mikhail O.,Ivanov, Alexander Yu.,Boyarskaya, Irina A.,Vasilyev, Aleksander V.. "Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species". supporting information. p. 1962 - 1973. Retrieved 2019/09/03.
• 2、 Alasmary, Fatmah A.S.,Snelling, Anna M.,Zain, Mohammed E.,Alafeefy, Ahmed M.,Awaad, Amani S.,Karodia, Nazira. "Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents". supporting information. p. 15206 - 15223. Retrieved 2015/09/21.