1H-Benzotriazole-1-methanol

Base Information

• Chemical Name: 1H-Benzotriazole-1-methanol
• CAS No.: 28539-02-8
• Molecular Formula: C7H7N3O
• Molecular Weight: 149.152
• Hs Code.: 2933990090
• Mol file: 28539-02-8.mol

Synonyms:1-(Hydroxymethyl)-1H-benzotriazole;1-(Hydroxymethyl)benzotriazole;1-Benzotriazolemethanol;NSC 12463;1H-Benzotriazol-1-ylmethanol;

Chemical Property of 1H-Benzotriazole-1-methanol

Chemical Property:

• Vapor Pressure: 3.39E-05mmHg at 25°C
• Melting Point: 150-152 °C(lit.)
• Refractive Index: 1.695
• Boiling Point: 340.2 °C at 760 mmHg
• PKA: 12.80±0.10(Predicted)
• Flash Point: 159.5 °C
• PSA: 50.94000
• Density: 1.41 g/cm³
• LogP: 0.38110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

1H-Benzotriazole-1-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Catalyst for:Hydrolysis of phenyl esters of a-furoic acidUsed as:Corrosion inhibitor of iron in aerated acidic mediaReactive oxygen scavengerReactant for:Synthesis of hydroxy-skipped bis-homo-inositols as potential glycosidase inhibitors via Sharpless asymmetric dihydroxylation and substrate-directed anionic hydroxymethylationEnantioselective synthesis of aplysin utilizing a palladium-catalyzed addition of an arylboronic acid to an allenic alcohol, followed by Eschenmoser/Claisen rearrangementSynthesis of substituted dihydroquinoline carboxylic acids as antitumor and HIV-1 integrase inhibitorsGosteli-Claisen rearrangement

Technology Process of 1H-Benzotriazole-1-methanol

There total 3 articles about 1H-Benzotriazole-1-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: 87.0%

4-(1H-benzo[1,2,3]triazol-1-yl)-3-(2-phenylhydrazono)butan-2-one (1073609-15-0) + aniline (62-53-3) → 1-Hydroxymethyl-1H-benzotriazole (28539-02-8) + 3-acetyl-1,5-diphenylformazan (5335-37-5)

Guidance literature:

aniline; With hydrogenchloride; sodium nitrite; In water;

4-(1H-benzo[1,2,3]triazol-1-yl)-3-(2-phenylhydrazono)butan-2-one; With sodium acetate; In ethanol; at 20 ℃;

DOI:10.3987/COM-08-11373

Reference yield:

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + diethyl ether (60-29-7,927820-24-4) + (1H-benzo[d][1,2,3]triazol-1-yl)methyl benzoate (100726-41-8) → 1,2,3-Benzotriazole (95-14-7,27556-51-0) + 1-Hydroxymethyl-1H-benzotriazole (28539-02-8) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

DOI:10.1021/jo01104a619

Reference yield:

1,2,3-Benzotriazole (95-14-7,27556-51-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + (E)-3-(2-chlorophenyl)-2-cyano-prop-2-enethioamide (68029-41-4) → 1-Hydroxymethyl-1H-benzotriazole (28539-02-8) + (E)-N-(hydroxymethyl)-3-(2-chlorophenyl)-2-cyanoprop-2-enethioamide + N-(1H-benzotriazol-1-ylmethyl)-3-(2-chlorophenyl)prop-2-enethioamide

Guidance literature:

In ethanol; water; for 0.0833333h; Reflux;

DOI:10.1134/S107036322008006X

upstream raw materials:

tetrahydrofuran

diethyl ether

(1H-benzo[d][1,2,3]triazol-1-yl)methyl benzoate

4-(1H-benzo[1,2,3]triazol-1-yl)-3-(2-phenylhydrazono)butan-2-one

Downstream raw materials:

1-benzoyl-1H-benzotriazole

(1H-benzo[d][1,2,3]triazol-1-yl)methyl benzoate

benzotriazol-1-ylmethyl acetate

1-acetyl-1H-benzotriazole

Refernces

• 1、 Al-Mousawi, Saleh M.,Moustafa, Moustafa Sherief,Elnagdi, Mohamed Hilmy. "Studies on enamines and azaenamines: 2-Oxoarylhydrazonals as C-1 nucleophiles". experimental part. p. 2201 - 2211. Retrieved 2011/04/16.