9-Anthracenemethanol

Base Information

• Chemical Name: 9-Anthracenemethanol
• CAS No.: 1468-95-7
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Hs Code.: 29062900
• European Community (EC) Number: 215-998-5
• NSC Number: 241166
• UNII: 2N7UVX2HLM
• DSSTox Substance ID: DTXSID1049221
• Nikkaji Number: J131G
• Wikipedia: 9-Anthracenemethanol
• Wikidata: Q72443489
• ChEMBL ID: CHEMBL3188668
• Mol file: 1468-95-7.mol

Synonyms:9-hydroxymethylanthracene;9-OHMA

Chemical Property of 9-Anthracenemethanol

Chemical Property:

• Appearance/Colour: light yellow solid
• Vapor Pressure: 6.35E-08mmHg at 25°C
• Melting Point: 160-164 ºC
• Refractive Index: 1.729
• Boiling Point: 423.4ºC at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 196.3 ºC
• PSA: 20.23000
• Density: 1.214 g/cm³
• LogP: 3.48530
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in hot methanol very faint turbidity.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

9-Anthracenemethanol ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2CO
• Uses: An anthracene derivative used in Diels-Alder reactions. Also used in the preparation of 9-anthracenylmethyl-1-piperazinecarboxylate. 9-Anthracenemethanol can be used:As a starting material to prepare 9-anthracenylmethyl-1-piperazinecarboxylate, which acts as a reagent in the determination of isocyanates using HPLC.In the Diels-Alder reaction with dimethylacetylene-dicarboxylate to yield lactone derivatives.As an initiator in the ring-opening polymerization of δ-valerolactone to yield poly(δ-valerolactone).As a starting material in the synthesis of polymer-supported anthracene, which acts as a dienophile scavenger in cycloaddition reactions.

Technology Process of 9-Anthracenemethanol

There total 53 articles about 9-Anthracenemethanol 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: 99.0%

9-anthracene aldehyde (642-31-9) → 9-hydroxymethylanthracene (1468-95-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2013.06.010

Reference yield: 98.0%

9-(trimethylsilyloxymethyl)anthracene (88920-56-3) → 9-hydroxymethylanthracene (1468-95-7)

Guidance literature:

With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate; at 20 ℃; for 0.0666667h; Green chemistry;

DOI:10.1016/j.molcata.2012.08.002

Reference yield: 90.0%

(anthracen-9-yl)methyl acetate (16430-32-3) → 9-hydroxymethylanthracene (1468-95-7)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 50 ℃; for 8h;

DOI:10.1016/j.materresbull.2015.11.010

upstream raw materials:

isopropyl alcohol

9-anthracene aldehyde

methanol

9-bromoethylanthracene

Downstream raw materials:

9-fluoroantracene

9-anthracene aldehyde

(9-anthranylmethyloxymethyl)-benzene

11,12-dibenzoyl-9,10-dihydro-9-(hydroxymethyl)-9,10-ethenoanthracene

Refernces

• 1、 Fabbrini, Maria Giulia,Cirri, Damiano,Pratesi, Alessandro,Ciofi, Lorenzo,Marzo, Tiziano,Guerri, Annalisa,Nistri, Silvia,Dell'Accio, Alfonso,Gamberi, Tania,Severi, Mirko,Bencini, Andrea,Messori, Luigi. "A Fluorescent Silver(I) Carbene Complex with Anticancer Properties: Synthesis, Characterization, and Biological Studies". . p. 182 - 188. Retrieved 2019.
• 2、 Yoon, Ina,Suh, Sung-Eun,Barros, Stephanie A.,Chenoweth, David M.. "Synthesis of 9-Substituted Triptycene Building Blocks for Solid-Phase Diversification and Nucleic Acid Junction Targeting". . p. 1096 - 1099. Retrieved 2016.
• 3、 Tommeraas, Kristoffer,Strand, Sabina P.,Tian, Wei,Kenne, Lennart,Varum, Kjell M.. "Preparation and characterisation of fluorescent chitosans using 9-anthraldehyde as fluorophore". . p. 291 - 296. Retrieved 2001.
• 4、 Schreiber,K.C.,Emerson,W.. "-". . p. 95 - 99. Retrieved 1966.
• 5、 Kim, Na Yeong,Baek, Ji Hye,Chang, Suk-Kyu. "Fluorometric analysis of borohydrides based on reductive aldehyde-to-alcohol conversion of arylaldehydes". . p. 59 - 62. Retrieved 2019.
• 6、 Fernández, María-José,Gude, Lourdes,Lorente, Antonio. "An easy synthesis of lepidopterene from 9-chloromethyl anthracene. Evidence for a free radical mechanism". . p. 891 - 893. Retrieved 2001.
• 7、 Stack, Douglas E.,Hill, Anastacia L.,Diffendaffer, Clark B.,Burns, Nicole M.. "Synthesis of a New Fluorescent Probe Specific for Catechols". . p. 4487 - 4490. Retrieved 2002.
• 8、 Wang, Guan-Wu,Chen, Zhong-Xiu,Murata, Yasujiro,Komatsu, Koichi. "[60]Fullerene adducts with 9-substituted anthracenes: Mechanochemical preparation and retro Diels-Alder reaction". . p. 4851 - 4856. Retrieved 2005.
• 9、 Stoffel,Michaelis. "Chemical syntheses of novel fluorescent labelled fatty acids, phosphatidylcholines and cholesterol esters". . p. 7 - 19. Retrieved 1976.
• 10、 Greene et al.. "-". . p. 3852,3855. Retrieved 1955.