2-Hydroxy-1-naphthaldehyde

Base Information

• Chemical Name: 2-Hydroxy-1-naphthaldehyde
• CAS No.: 708-06-5
• Molecular Formula: C11H8O2
• Molecular Weight: 172.183
• Hs Code.: 29124990
• European Community (EC) Number: 211-902-0
• NSC Number: 2104
• UNII: PP9CFN7QNL
• DSSTox Substance ID: DTXSID9061041
• Nikkaji Number: J40.507H
• Wikidata: Q63398130
• ChEMBL ID: CHEMBL3265255
• Mol file: 708-06-5.mol

Synonyms:2-hydroxy-1-naphthaldehyde

Chemical Property of 2-Hydroxy-1-naphthaldehyde

Chemical Property:

• Appearance/Colour: yellow-beige-brown powder
• Vapor Pressure: 0.000443mmHg at 25°C
• Melting Point: 76-80 °C(lit.)
• Refractive Index: 1.719
• Boiling Point: 305.8 °C at 760 mmHg
• PKA: 8.27±0.50(Predicted)
• Flash Point: 134.3 °C
• PSA: 37.30000
• Density: 1.288 g/cm³
• LogP: 2.35790
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Methanol
• Water Solubility.: Soluble in water (40 g/L at 20°C).
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.052429494
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

1-Formylnaphthalen-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53
• Safety Statements: 26-36-60-61-24/25-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2C=O)O
• Uses: 2-Hydroxy-1-naphthaldehyde is used in Merrified-type synthesis to deterime free amino acid groups in polymers.

Technology Process of 2-Hydroxy-1-naphthaldehyde

There total 72 articles about 2-Hydroxy-1-naphthaldehyde 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%

C20H20O3 → 2-hydroxynaphthalene-1-carbaldehyde (708-06-5)

Guidance literature:

With silica-OSO₃H; silica gel; In toluene; at 60 - 70 ℃; for 1h;

DOI:10.3390/71000751

Reference yield: 92.0%

2-methoxy-1-naphthaldehyde (5392-12-1) → 2-hydroxynaphthalene-1-carbaldehyde (708-06-5)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 92.0%

C16H14O4 (954374-79-9) + p-toluidine (106-49-0,12221-03-3) → C33H33NO7 + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jo7013593

upstream raw materials:

1-dimethylaminomethyl-naphthalen-2-ol

2-chloro-3H-indol-3-one

β-naphthol

hexamethylenetetramine

Downstream raw materials:

5-(2-hydroxy-[1]naphthylmethylene)-2-thioxo-thiazolidin-4-one

(E)-N'-((2-hydroxynaphthalen-1-yl)methylene)picolinohydrazide

(E)-N'-((2-hydroxynaphthalen-1-yl)methylene)nicotinohydrazide

(E)-N'-((2-hydroxynaphthalen-1-yl)methylene)isonicotinohydrazide

Refernces

• 1、 Goswami, Shyamaprosad,Paul, Sima,Manna, Abhishek. "FRET based selective and ratiometric 'naked-eye' detection of CN - in aqueous solution on fluorescein-Zn-naphthalene ensemble platform". . p. 3946 - 3949. Retrieved 2014.
• 2、 Qin, Jing-Can,Yang, Zheng-Yin,Wang, Guan-Qun. "Recognition of Mg2+ and Zn2+ based on a naphthalene-based fluorescent probe by regulating solvents". . p. 194 - 199. Retrieved 2015.
• 3、 Das, Avijit Kumar,Goswami, Shyamaprosad,Quah, Ching Kheng,Fun, Hoong-Kun. "Relay recognition of F- and a nerve-agent mimic diethyl cyano-phosphonate in mixed aqueous media: Discrimination of diethyl cyanophosphonate and diethyl chlorophosphate by cyclization induced fluorescence enhancement". . p. 18711 - 18717. Retrieved 2016.
• 4、 Qin, Huihuan,Li, Lingling,Li, Kun,Xiaoqi, Yu. "Novel strategy of constructing fluorescent probe for MAO-B via cascade reaction and its application in imaging MAO-B in human astrocyte". . p. 71 - 74. Retrieved 2019.
• 5、 Das, Bhriguram,Dey, Satyajit,Maiti, Guru Prasad,Bhattacharjee, Ankita,Dhara, Anamika,Jana, Atanu. "Hydrazinopyrimidine derived novel Al3+ chemosensor: Molecular logic gate and biological applications". . p. 9424 - 9435. Retrieved 2018.
• 6、 Jiang, Li,Wang, Ling,Zhang, Bo,Yin, Gui,Wang, Rui-Yong. "Cell compatible fluorescent chemosensor for Hg2+ with high sensitivity and selectivity based on the Rhodamine fluorophore". . p. 4438 - 4443. Retrieved 2010.
• 7、 Bascunan et al.. "-". . p. 1013,1014-1016. Retrieved 1971.
• 8、 Huang, You,Li, Xiaohu. "Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles". supporting information. p. 9934 - 9937. Retrieved 2021/10/12.