1-(6-Hydroxy-2-naphthyl)ethan-1-one

Base Information

• Chemical Name: 1-(6-Hydroxy-2-naphthyl)ethan-1-one
• CAS No.: 10441-41-5
• Molecular Formula: C12H10 O2
• Molecular Weight: 186.21
• Hs Code.: 2914501900
• European Community (EC) Number: 233-923-4
• NSC Number: 139891
• DSSTox Substance ID: DTXSID50146467
• Nikkaji Number: J81.507A
• Wikidata: Q72435465
• Mol file: 10441-41-5.mol

Synonyms:10441-41-5;1-(6-hydroxynaphthalen-2-yl)ethanone;1-(6-Hydroxy-2-naphthyl)ethan-1-one;6-ACETYL-2-NAPHTHOL;1-(6-hydroxynaphthalen-2-yl)ethan-1-one;1-(6-Hydroxy-2-naphthalenyl)ethanone;EINECS 233-923-4;1-(6-hydroxy-2-naphthyl)ethanone;NSC139891;Ethanone, 1-(6-hydroxy-2-naphthalenyl)-;2-hydroxy-6-acetylnaphthalene;6-hydroxy-2-acetylnaphthalene;SCHEMBL1177919;DTXSID50146467;1-(6-hydroxy-2-naphthyl)1-ethanone;AKOS006275443;1-(6-hydroxy-2-naphthyl)-1-ethanone;AB91078;NSC 139891;NSC-139891;1-(6-hydroxy-naphthalen-2-yl)-ethanone;CS-0141934;FT-0651517;FT-0699546;D88173;EN300-100065;8X-0242;Z1198150765

Chemical Property of 1-(6-Hydroxy-2-naphthyl)ethan-1-one

Chemical Property:

• Vapor Pressure: 5.31E-06mmHg at 25°C
• Melting Point: 171 °C(Solv: benzene (71-43-2))
• Boiling Point: 370.1 °C at 760 mmHg
• PKA: 8.75±0.40(Predicted)
• Flash Point: 158 °C
• PSA: 37.30000
• Density: 1.213 g/cm³
• LogP: 2.74800
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly, Heated, Sonicated), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

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

1-(6-Hydroxynaphthalen-2-yl)ethan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)C=C(C=C2)O
• Uses: 1-(6-Hydroxynaphthalen-2-yl)ethan-1-one was useful for the selective detection of endogenous cysteine in living cells.

Technology Process of 1-(6-Hydroxy-2-naphthyl)ethan-1-one

There total 35 articles about 1-(6-Hydroxy-2-naphthyl)ethan-1-one 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%

6-Hydroxy-2-naphthoic acid (16712-64-4) + 4CH3(1-)*Zn(2+)*Li(1+) → 1-(6-hydroxy-2-naphthyl)ethan-1-one (10441-41-5)

Guidance literature:

6-Hydroxy-2-naphthoic acid; 4CH₃^(1-)*Zn⁽²⁺⁾*Li⁽¹⁺⁾; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; Schlenk technique; Inert atmosphere;

With iodine; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; Solvent; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201500308

Reference yield: 96.0%

6-methoxy-2-acetylnaphthalene (3900-45-6) → 1-(6-hydroxy-2-naphthyl)ethan-1-one (10441-41-5)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 85 ℃; for 4h;

Reference yield: 84.0%

1-(6-benzoyloxy-[2]naphthyl)-ethanone (78119-79-6) → 1-(6-hydroxy-2-naphthyl)ethan-1-one (10441-41-5)

Guidance literature:

With sodium hydroxide; In ethanol; for 2h; Heating;

upstream raw materials:

6-methoxy-2-acetylnaphthalene

naphthalen-2-yl acetate

acetic acid

β-naphthol

Downstream raw materials:

6-ethyl-2-naphthol

Refernces

• 1、 Fa, HuanBao,Zhou, JingTing,Zhang, Dong,Yin, Wei,Zhang, HaiFeng,Huo, DanQun,Hou, ChangJun,Luo, XiaoGang,Mao, YaLi,Zhang, Jin. "Synthesis and optical properties of 4-(2-{[6-(1,1-dicyanoprop-1-en-2-yl)naphthalen-2-yl] (methyl)amino} ethoxy)-4-oxobutanoic acid fluorescent probe for β-amyloid". . p. 3243 - 3260. Retrieved 2015.
• 2、 Kim, Hwan Myung,Jung, Cheol,Kim, Bo Ra,Jung, Soon-Young,Hong, Jin Hee,Ko, Young-Gyu,Lee, Kyoung J.,Cho, Bong Rae. "Environment-sensitive two-photon probe for intracellular free magnesium ions in live tissue". . p. 3460 - 3463. Retrieved 2007.
• 3、 Cui, Changxing,Wang, Xiaochun,Weiss, Richard G.. "Investigation of the photo-fries rearrangements of two 2-naphthyl alkanoates by experiment and theory. Comparison with the acid-catalyzed reactions". . p. 1962 - 1974. Retrieved 1996.
• 4、 Rao, Alla Sreenivasa,Singha, Subhankar,Choi, Wonyoung,Ahn, Kyo Han. "Studies on acedan-based mononuclear zinc complexes toward selective fluorescent probes for pyrophosphate". . p. 8410 - 8417. Retrieved 2012.
• 5、 Hou, Peng,Chen, Song,Song, Xiangzhi. "A colorimetric and fluorescent probe for fluoride ions based on 6-acetyl-2-naphthol". . p. 423 - 426. Retrieved 2014.
• 6、 Rajarathnam,Ananthakrishna Nadar. "Linear Bronsted-type behavior in the aminolysis of substituted naphthyl acetates". . p. 157 - 164. Retrieved 2001.
• 7、 Senadheera, Sanjeewa N.,Yousef, Abraham L.,Givens, Richard S.. "Photorelease of phosphates: Mild methods for protecting phosphate derivatives". . p. 2038 - 2054. Retrieved 2014.
• 8、 Huang, Rong,Zheng, Xiaolong,Wang, Changcheng,Wu, Renyi,Yan, Shengyong,Yuan, Jiaqi,Weng, Xiaocheng,Zhou, Xiang. "Reaction-based two-photon fluorescent probe for turn-on mercury(II) sensing and imaging in live cells". . p. 915 - 918. Retrieved 2012.
• 9、 Park, JinHee,Heo, Cheol Ho,Kim, Hwan Myung,Hong, Jong-In. "Two-photon fluorescent probe for peroxynitrite". . p. 715 - 718. Retrieved 2016.
• 10、 Agrawalla, Bikram Keshari,Chandran, Yogeswari,Phue, Wut-Hmone,Lee, Sung-Chan,Jeong, Yun-Mi,Wan, Si Yan Diana,Kang, Nam-Young,Chang, Young-Tae. "Glucagon-secreting alpha cell selective two-photon fluorescent probe TP-α: For live pancreatic islet imaging". . p. 5355 - 5362. Retrieved 2015.