2,5-Dihydroxybenzaldehyde

Base Information

• Chemical Name: 2,5-Dihydroxybenzaldehyde
• CAS No.: 1194-98-5
• Molecular Formula: C7H6 O3
• Molecular Weight: 138.123
• Hs Code.: 29124990
• European Community (EC) Number: 214-789-6
• NSC Number: 72387
• UNII: 0Q83HDS90W
• DSSTox Substance ID: DTXSID1061601
• Nikkaji Number: J7.451I
• Wikidata: Q27103744
• Metabolomics Workbench ID: 38450
• ChEMBL ID: CHEMBL243186
• Mol file: 1194-98-5.mol

Synonyms:2,5-dihydroxybenzaldehyde

Chemical Property of 2,5-Dihydroxybenzaldehyde

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.0029mmHg at 25°C
• Melting Point: 98-102 ºC
• Refractive Index: 1.674
• Boiling Point: 276.1 °C at 760 mmHg
• PKA: 8.89±0.18(Predicted)
• Flash Point: 135.1 °C
• PSA: 57.53000
• Density: 1.409 g/cm³
• LogP: 0.91030
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Sensitive.: Air Sensitive
• Solubility.: 13.8g/l soluble
• Water Solubility.: soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 138.031694049
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99%, ^*data from raw suppliers

2,5-Dihydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-37/39-26,37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)C=O)O
• Description: 2,5-Dihydroxybenzaldehyde is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activity.
• Uses: 2,5-Dihydroxybenzaldehyde (cas# 1194-98-5) is a compound useful in organic synthesis.

Technology Process of 2,5-Dihydroxybenzaldehyde

There total 38 articles about 2,5-Dihydroxybenzaldehyde 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: 97.0%

2,5-dimethoxybenzaldehyde (93-02-7) → 2,5-Dihydroxybenzaldehyde (1194-98-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 1h;

DOI:10.1021/ja021396c

Reference yield: 97.0%

phenyl 4,6-O-(2,5-dihydroxybenzylidene)-β-D-glucopyranoside (1079921-54-2) → 2,5-Dihydroxybenzaldehyde (1194-98-5) + phenyl-β-D-glucopyranoside (1464-44-4)

Guidance literature:

With water; In methanol; Quantum yield; Irradiation;

DOI:10.1021/ol802141g

Reference yield: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + hydroquinone (123-31-9,8027-02-9) → 2,5-Dihydroxybenzaldehyde (1194-98-5)

Guidance literature:

With triethylamine; In acetonitrile; at 70 ℃; for 1h; Inert atmosphere;

DOI:10.1002/aoc.4006

upstream raw materials:

salicylaldehyde

meta-hydroxybenzaldehyde

formaldehyd

hydroquinone

Downstream raw materials:

2-hydroxy-5-acetyloxybenzaldehyde

2-formyl-1,4-phenylene diacetate

2,5-dimethoxybenzaldehyde

2-hydroxy-5-methoxybenzaldehyde

Refernces

• 1、 Soleimani, Ebrahim,Yaesoobi, Nadieh,Ghasempour, Hamid Reza. "MgBr2 supported on Fe3O4@SiO2?~?urea nanoparticle: An efficient catalyst for ortho-formylation of phenols and oxidation of benzylic alcohols". . . Retrieved 2018.
• 2、 Naeimi, Hossein,Zakerzadeh, Elham. "Efficient microwave-assisted regioselective one pot direct: Ortho -formylation of phenol derivatives in the presence of nanocrystalline MgO as a solid base catalyst under solvent-free conditions". . p. 4590 - 4595. Retrieved 2018.
• 3、 Li, Lijun,Tian, Chao,Wang, Cheng,Wang, Guangyuan,Wang, Lianzeng,Du, Jianlong. "Platinum(II) complexes with tetradentate schiff bases as ligands: Synthesis, Characterization and detection of DNA interaction by differential pulse voltammetry". . p. 1422 - 1430. Retrieved 2012.
• 4、 Sekiguchi,Gaucher. "". . p. 1785,1786. Retrieved 1978.
• 5、 Bruce et al.. "-". . p. 594. Retrieved 1969.
• 6、 -. "METHOD FOR PRODUCING 2-HYDRAZINOBENZOTHIAZOLE DERIVATIVE". Paragraph 0130; 0135. . Retrieved 2020/06/15.
• 7、 Dissanayake, Isuru,Hart, Jacob D.,Becroft, Emma C.,Sumby, Christopher J.,Newton, Christopher G.. "Bisketene Equivalents as Diels-Alder Dienes". supporting information. p. 13328 - 13333. Retrieved 2020/09/03.