2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE

Base Information

• Chemical Name: 2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE
• CAS No.: 17028-61-4
• Molecular Formula: C8H7NO5
• Molecular Weight: 197.147
• Hs Code.: 2913000090
• Mol file: 17028-61-4.mol

Synonyms:m-Anisaldehyde,2-hydroxy-5-nitro- (8CI);o-Vanillin, 5-nitro- (6CI);2-Hydroxy-3-methoxy-5-nitrobenzaldehyde;5-Nitro-o-vanillin;NSC 206206;

Chemical Property of 2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE

Chemical Property:

• Vapor Pressure: 3.41E-05mmHg at 25°C
• Melting Point: 141-143 °C(lit.)
• Boiling Point: 343.993 °C at 760 mmHg
• PKA: 5.08±0.44(Predicted)
• Flash Point: 161.841 °C
• PSA: 92.35000
• Density: 1.456 g/cm³
• LogP: 1.64470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

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

2-Hydroxy-3-methoxy-5-nitrobenzaldehyde ^*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

Total 1 MSDS from other Authors

Useful:

• Uses: 2-Hydroxy-3-methoxy-5-nitrobenzaldehyde is used for the syntheses of zinc-selective spiropyran-based fluorescent and photoregenerable receptor, (E)-2,4-dihydroxy-N?-(2-hydroxy-3-methoxy-5-nitrobenzylidene)benzohydrazide dihydrate, ethyl 4-(8-methoxy-3?,3?-dimethyl-6-nitrospiro[chromene-2,2?-indoline]-1?-yl)butanoate and 1-(3-carbomethoxypropyl)-3-3-dimethyl-8-methoxy-6-nitrospiro[2H-1]-benzopyran-2,2-indoline.

Technology Process of 2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE

There total 6 articles about 2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE 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: 98.0%

2,3-dimethoxy-5-nitrobenzaldehyde (6324-49-8) → 5-nitro-o-vanilline (17028-61-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; regioselective reaction;

DOI:10.3390/molecules15063887

Reference yield: 92.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 5-nitro-o-vanilline (17028-61-4)

Guidance literature:

With yttrium(lll) nitrate hexahydrate; In acetic acid; at 20 ℃; for 0.166667h;

DOI:10.1007/s12039-016-1202-1

Reference yield:

1,3-Dihydro-8'-methoxy-6'-nitro-1,3,3-trimethylspiro<2H-indole-2,2'<3H>benzopyran> → 3,3-dimethyloxindole (19155-24-9) + 1,3,3-trimethyl-1,3-dihydro-2H-indol-2-one (20200-86-6) + 5-nitro-o-vanilline (17028-61-4) + 1,2,3,4-Tetrahydro-2,3-dioxo-4,4-dimethylquinoline

Guidance literature:

With oxygen; In acetonitrile; Mechanism; Irradiation; singlet oxygen quenching rate constant in CH₂Cl₂ at 25 deg C;

DOI:10.1080/10587259408037833

upstream raw materials:

2,3-dimethoxy-5-nitrobenzaldehyde

3-methoxy-2-hydroxybenzaldehyde

5-formylvanillin

sulfuric acid

Downstream raw materials:

2,3-dimethoxy-5-nitro-benzaldehyde dimethylacetal

2,3-dimethoxy-5-nitrobenzaldehyde

8'-methoxy-3-methyl-6'-nitro-3'-phenyl-3H-spiro[benzooxazole-2,2'-chromene]

2-(2-formyl-6-methoxy-4-nitrophenoxy)acetonitrile

Refernces

• 1、 Malatesta,Milosa,Millini,Lanzini,Bortolus,Monti. "Oxidative degradation of organic photochromes". . p. 303 - 310. Retrieved 1994.
• 2、 Hu, Wei,Qin, Shengyu,Ren, Yunxiao,Shao, Yu,Sun, Chang,Wang, Qian,Wu, Yu,Yang, Dengke,Yang, Huai,Zhang, Lanying. "Programmable Chromism and Photoluminescence of Spiropyran-Based Liquid Crystalline Polymer with Tunable Glass Transition Temperature". supporting information. p. 19406 - 19412. Retrieved 2021/08/06.
• 3、 Huang, Yinliang,Bisoyi, Hari Krishna,Huang, Shuai,Wang, Meng,Chen, Xu-Man,Liu, Zhiyang,Yang, Hong,Li, Quan. "Bioinspired Synergistic Photochromic Luminescence and Programmable Liquid Crystal Actuators". supporting information. p. 11247 - 11251. Retrieved 2021/04/16.