4-Hydroxybenzamide

Base Information

• Chemical Name: 4-Hydroxybenzamide
• CAS No.: 619-57-8
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 29242990
• European Community (EC) Number: 210-602-7
• NSC Number: 524134
• UNII: 9OU5YD093J
• DSSTox Substance ID: DTXSID10210931
• Nikkaji Number: J94.905A
• Wikidata: Q27272839
• Metabolomics Workbench ID: 103239
• ChEMBL ID: CHEMBL123617
• Mol file: 619-57-8.mol

Synonyms:4-hydroxybenzamide

Chemical Property of 4-Hydroxybenzamide

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 3.12E-05mmHg at 25°C
• Melting Point: 161-162 °C(lit.)
• Refractive Index: 1.612
• Boiling Point: 345.3 °C at 760 mmHg
• PKA: 8.60±0.13(Predicted)
• Flash Point: 162.6 °C
• PSA: 63.32000
• Density: 1.286 g/cm³
• LogP: 1.19140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)N)O
• Uses: 4-Hydroxybenzamide is a secondary metabolite from marine sponge Phakellia fusca. 4-Hydroxybenzamide was used in the synthesis of balanol, a potent protein kinase C (PKC) inhibitor.

Technology Process of 4-Hydroxybenzamide

There total 37 articles about 4-Hydroxybenzamide 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: 99.0%

4-hydroxybenzaldehyde oxime (699-06-9,60221-52-5,60221-53-6) → p-hydroxybenzamide (619-57-8)

Guidance literature:

With chloro(η4-1,5-cyclooctadiene)(1,3-dimesitylimidazole-2-ylidene)rhodium(I); 4-cyanophenol; toluene-4-sulfonic acid; In toluene; at 80 ℃; for 6h;

DOI:10.1002/adsc.200900251

Reference yield: 99.0%

4-cyanophenol (767-00-0) → p-hydroxybenzamide (619-57-8)

Guidance literature:

With Wilkinson's catalyst; Acetaldehyde oxime; In toluene; at 110 ℃;

DOI:10.1021/ol902309z

Reference yield: 98.7%

4-hydroxy-benzoic acid (99-96-7) → p-hydroxybenzamide (619-57-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; methyl carbamate; at 130 - 180 ℃; for 4.5h; Temperature;

upstream raw materials:

Ethyl 4-hydroxybenzoate

4-hydroxybenzoyl chloride

methyl 4-hydroxylbenzoate

BIURET

Downstream raw materials:

2,6-dibromo-4-aminophenol

4-benzoyloxy-benzoic acid amide

bis-(4-hydroxy-benzoyl)-amine

4-(aminocarbonyl) phenylacetate

Refernces

• 1、 -. "Production method of anisonitrile". Paragraph 0039-0041; 0045-0047; 0051-0053. . Retrieved 2021/03/30.
• 2、 Wang, Yang,Guo, Wen,Guan, Ai-Lin,Liu, Shuang,Yao, Zi-Jian. "Half-Sandwich Iridium Complexes Based on β-Ketoamino Ligands: Preparation, Structure, and Catalytic Activity in Amide Synthesis". . p. 11514 - 11520. Retrieved 2021/07/31.