2-Naphthalenemethanol

Base Information

• Chemical Name: 2-Naphthalenemethanol
• CAS No.: 1592-38-7
• Molecular Formula: C11H10O
• Molecular Weight: 158.2
• Hs Code.: 29062990
• European Community (EC) Number: 812-602-8
• NSC Number: 408615
• DSSTox Substance ID: DTXSID70166607
• Nikkaji Number: J149.365E
• Wikidata: Q27103227
• Metabolomics Workbench ID: 51391
• ChEMBL ID: CHEMBL150445
• Mol file: 1592-38-7.mol

Synonyms:2-naphthalenemethanol

Chemical Property of 2-Naphthalenemethanol

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00014mmHg at 25°C
• Melting Point: 79-81 °C(lit.)
• Refractive Index: 1.657
• Boiling Point: 319.6 °C at 760 mmHg
• PKA: 14.29±0.10(Predicted)
• Flash Point: 154 °C
• PSA: 20.23000
• Density: 1.151 g/cm³
• LogP: 2.33210
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.073164938
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

β-Naphthylcarbinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C,F
• Hazard Codes: Xi,C,F
• Statements: 11-34
• Safety Statements: 24/25-45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CO
• Uses: 2-Naphthalenemethanol was used as marker in the determination of critical micelle concentration of anionic surfactants by capillary electrophoresis. It was used in the synthesis of acetate protected xylosides.

Technology Process of 2-Naphthalenemethanol

There total 123 articles about 2-Naphthalenemethanol 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: 90.0%

2-(naphthalen-2-yl)-1,3-dioxolane (4469-45-8) → 2-Naphthalenemethanol (1592-38-7) + β-naphthaldehyde (66-99-9)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; for 2h; chemoselective reaction;

DOI:10.1039/c4ra15404e

Reference yield: 87.0%

2-(dimethoxymethyl)naphthalene (77196-31-7) → 2-Naphthalenemethanol (1592-38-7) + β-naphthaldehyde (66-99-9)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; for 0.25h; chemoselective reaction;

DOI:10.1039/c4ra15404e

Reference yield: 82.0%

methyl 6-bromo-2-naphthoate (33626-98-1) → 2-Naphthalenemethanol (1592-38-7) + 6-bromo-2-naphthoic acid (5773-80-8) + (6-bromo-2-naphthy)methanol (100751-63-1)

Guidance literature:

With [RuCl₂(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; potassium tert-butylate; hydrogen; In 2-methyltetrahydrofuran; at 45 ℃; for 4h; under 3000.3 Torr; Pressure; Temperature; Catalytic behavior; Autoclave;

DOI:10.1021/acs.oprd.0c00410

upstream raw materials:

2-naphthalenecarbonitrile

methyl naphthalene-2-carboxylate

2-(acetoxymethyl)naphthalene

β-naphthaldehyde

Downstream raw materials:

(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde

(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

4-(naphthalen-2-yl)-2,6-di-4-tolylpyridine

4-(naphthalen-2-yl)-2,6-diphenylpyridine

Refernces

• 1、 Jones, Elizabeth V.,Chen, Doris,Wright, Stephen W.,Trujillo, John I.,France, Stefan. "Elucidation of a Sequential Iminium Ion Cascade Reaction Triggered by a Silica Gel-Promoted Aza-Peterson Reaction". . p. 15660 - 15666. Retrieved 2020.
• 2、 Ong, Derek Yiren,Watanabe, Kohei,Takita, Ryo,Chiba, Shunsuke. "Mechanistic Insights on Reduction of Carboxamides by Diisobutylaluminum Hydride and Sodium Hydride?Iodide Composite". . . Retrieved 2019.
• 3、 Hafedh, Nesrine,Aloui, Faouzi,Raouafi, Sondes,Dorcet, Vincent,Hassine, Béchir Ben. "New [4]helicene derivatives: Synthesis, characterization and photophysical properties". . p. 310 - 316. Retrieved 2018.
• 4、 Bollini, Mariela,Casal, Juan Jose,Bruno, Ana Maria. "Design, synthesis, and antitumor activity of new bis-aminomethylnaphthalenes". . p. 8003 - 8010. Retrieved 2008.
• 5、 Reddy, Mudumala Veeranarayana,Kang, Seok Min,Yoo, Suah,Woo, Sang Sik,Kim, Dong Wook. "Amino-polystyrene supported hexaethylene glycol-bridged ionic liquid as an efficient heterogeneous catalyst for water-mediated nucleophilic hydroxylation". . p. 9435 - 9442. Retrieved 2019.
• 6、 Miyano, Sotaro,Handa, Shigeru,Tobita, Masayuki,Hashimoto, Harukichi. "The Asymmetric Ullmann Coupling Reaction of (S)-2,2'-Bis(1-bromo-2-naphthoyloxy)-1,1'-binaphtyl Revisited. Formation of 24-Membered Optically Pure Cyclic Dimer as Well as 12-Membered Cyclic Monomer". . p. 235 - 238. Retrieved 1986.
• 7、 Dowari, Payel,Das, Saurav,Pramanik, Bapan,Das, Debapratim. "PH clock instructed transient supramolecular peptide amphiphile and its vesicular assembly". . p. 14119 - 14122. Retrieved 2019.
• 8、 Chang, Jiarui,Chen, Xuenian,Xue, Man-Man,Zhang, Jie. "Platinum thiolate complexes supported by PBP and POCOP pincer ligands as efficient catalysts for the hydrosilylation of carbonyl compounds". supporting information. p. 2304 - 2312. Retrieved 2022/02/21.
• 9、 Yi, Jaeeun,Kim, Hyun Tae,Jaladi, Ashok Kumar,An, Duk Keun. "Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines". . p. 129 - 132. Retrieved 2021/11/17.