2,1,3-Benzoxadiazol-4-ylmethanol

Base Information

• Chemical Name: 2,1,3-Benzoxadiazol-4-ylmethanol
• CAS No.: 175609-19-5
• Molecular Formula: C7H6 N2 O2
• Molecular Weight: 150.137
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00383587
• Wikidata: Q82175365
• Mol file: 175609-19-5.mol

Synonyms:2,1,3-benzoxadiazol-4-ylmethanol;175609-19-5;Benzo[c][1,2,5]oxadiazol-4-ylmethanol;1,2,3-Benzoxadiazol-4-yl methanol;SCHEMBL5310904;DTXSID00383587;MFCD04115376;(2,1,3-Benzoxadiazol-4-yl)methanol;AKOS006343008;SDCCGMLS-0065949.P001;MS-22204;CS-0333833;FT-0721258;2,1,3-benzoxadiazol-4-ylmethanol, AldrichCPR;W-206226

Chemical Property of 2,1,3-Benzoxadiazol-4-ylmethanol

Chemical Property:

• Vapor Pressure: 0.00051mmHg at 25°C
• Melting Point: 71℃
• Refractive Index: 1.653
• Boiling Point: 300.1°Cat760mmHg
• Flash Point: 135.3°C
• PSA: 59.15000
• Density: 1.408g/cm³
• LogP: 0.71510
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 150.042927438
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

benzo[c][1,2,5]oxadiazol-4-ylmethanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NON=C2C(=C1)CO

Technology Process of 2,1,3-Benzoxadiazol-4-ylmethanol

There total 3 articles about 2,1,3-Benzoxadiazol-4-ylmethanol 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: 82.0%

benzo[c][1,2,5]oxadiazole-4-carbaldehyde (32863-32-4) → 4-hydroxymethylbenzofurazan (175609-19-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1016/j.bmcl.2013.07.053

Reference yield: 77.0%

4-(bromomethyl)benzo[c][1,2,5]oxadiazole (32863-30-2) → 4-hydroxymethylbenzofurazan (175609-19-5)

Guidance literature:

With water; calcium carbonate; In 1,4-dioxane; for 3h; Heating;

DOI:10.1016/S0223-5234(96)80001-8

Reference yield:

benzofurazan (273-09-6) → 4-hydroxymethylbenzofurazan (175609-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

2: sodium tetrahydroborate / methanol / 0 °C

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2013.07.053

upstream raw materials:

4-(bromomethyl)benzo[c][1,2,5]oxadiazole

benzofurazan

benzo[c][1,2,5]oxadiazole-4-carbaldehyde

Downstream raw materials:

C₁₃H₇ClN₄O₄

benzo[c][1,2,5]oxadiazole-4-carbaldehyde

Refernces

• 1、 Xie, Fuchun,Li, Bingbing X.,Broussard, Candice,Xiao, Xiangshu. "Identification, synthesis and evaluation of substituted benzofurazans as inhibitors of CREB-mediated gene transcription". . p. 5371 - 5375. Retrieved 2013/09/23.