3-Hydroxybenzyl nitrate

Base Information

• Chemical Name: 3-Hydroxybenzyl nitrate
• CAS No.: 190442-16-1
• Molecular Formula: C7H7NO4
• Molecular Weight: 169.137
• UNII: 7KJ5VX45CS
• Mol file: 190442-16-1.mol

Synonyms:3-hydroxybenzyl nitrate;7KJ5VX45CS;(3-Hydroxyphenyl)methoxyazinic acid;NCX 4015;NCX-4015;UNII-7KJ5VX45CS;190442-16-1;Benzenemethanol, 3-hydroxy-, alpha-nitrate;HBN;3-nitrooxymethylphenol;3-nitrooxymethyl phenol;SCHEMBL1320631;GCKBVYBCFQGKGP-UHFFFAOYSA-N;BENZENEMETHANOL, 3-HYDROXY-, .ALPHA.-NITRATE

Chemical Property of 3-Hydroxybenzyl nitrate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.03750770
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)CO[N+](=O)[O-]

Technology Process of 3-Hydroxybenzyl nitrate

There total 4 articles about 3-Hydroxybenzyl nitrate 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: 67.0%

m-hydroxybenzyl bromide (74597-04-9) → 3-hydroxy-α-nitrate-benzenemethanol (190442-16-1)

Guidance literature:

With silver nitrate; In acetonitrile; at 0 - 5 ℃; for 4.5h;

Reference yield: 67.0%

silver nitrate + m-hydroxybenzyl bromide (74597-04-9) → 3-hydroxy-α-nitrate-benzenemethanol (190442-16-1)

Guidance literature:

In acetonitrile; at 0 - 5 ℃; for 4.5h;

Reference yield: 35.0%

3-hydroxybenzyl chloride (60760-06-7) → 3-hydroxy-α-nitrate-benzenemethanol (190442-16-1)

Guidance literature:

With silver nitrate; In acetonitrile; at 20 ℃; for 1h; Darkness;

DOI:10.1002/cbdv.200800014

upstream raw materials:

3-hydroxybenzyl chloride

3-Hydroxybenzyl alcohol

m-hydroxybenzyl bromide

Downstream raw materials:

4-[(nitrooxy)-methyl]-phenyl {4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-phenyl}-sulfonylcarbamate

3-(nitrooxymethyl)phenyl 4-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)benzoate

(+/-)-3-({3-[4-(methylsulfonyl)phenyl]-5-oxo-4-phenyl-2,5-dihydrofuran-2-yl}oxy)benzyl nitrate

Refernces

• 1、 -. "NITRIC OXIDE DONOR NEPRILYSIN INHIBITORS". . . Retrieved 2014/01/07.
• 2、 Breschi, Maria C.,Calderone, Vincenzo,Digiacomo, Maria,Macchia, Marco,Martelli, Alma,Martinotti, Enrica,Minutolo, Filippo,Rapposelli, Simona,Rossello, Armando,Testai, Lara,Balsamo, Aldo. "New NO-releasing pharmacodynamic hybrids of losartan and its active metabolite: Design, synthesis, and biopharmacological properties". . p. 2628 - 2639. Retrieved 2007/10/03.