9-ANTHRACENECARBONYL CHLORIDE

Base Information

• Chemical Name: 9-ANTHRACENECARBONYL CHLORIDE
• CAS No.: 16331-52-5
• Molecular Formula: C15H9ClO
• Molecular Weight: 240.689
• Hs Code.: 2916190090
• Mol file: 16331-52-5.mol

Synonyms:9-Anthroylchloride (8CI);9-(Chlorocarbonyl)anthracene;9-Anthracenoyl chloride;9-Anthranoyl chloride;Anthracene-9-carboxylic acid chloride;

Chemical Property of 9-ANTHRACENECARBONYL CHLORIDE

Chemical Property:

• Vapor Pressure: 6.02E-07mmHg at 25°C
• Melting Point: 51 °C
• Refractive Index: 1.713
• Boiling Point: 410.5 °C at 760 mmHg
• Flash Point: 200.8 °C
• PSA: 17.07000
• Density: 1.307 g/cm³
• LogP: 4.37200

Purity/Quality:

99%, ^*data from raw suppliers

Anthracene-9-carbonyl chloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Anthracene-9-carbonyl Chloride can be used for enhancement of selectivity of imprinted polymers.

Technology Process of 9-ANTHRACENECARBONYL CHLORIDE

There total 4 articles about 9-ANTHRACENECARBONYL CHLORIDE 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: 98.0%

anthracen-9-carboxylic acid (723-62-6) → 9-anthracenecarbonyl chloride (16331-52-5)

Guidance literature:

With thionyl chloride; for 3h; Heating;

DOI:10.1016/j.tet.2004.01.070

Reference yield:

anthracen-9-carboxylic acid (723-62-6) → 9-anthracenecarbonyl chloride (16331-52-5) + 10-chloroanthracene-9-carbonyl chloride

Guidance literature:

With thionyl chloride; In chloroform; at 80 ℃; for 8h;

DOI:10.1021/jm9016174

Reference yield:

9-anthracene aldehyde (642-31-9) → 9-anthracenecarbonyl chloride (16331-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylhydroperoxide; selenium(IV) oxide / tert-butyl alcohol / 75 °C

2: 1,3,5-trichloro-2,4,6-triazine; triethylamine / acetone / 1 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; 1,3,5-trichloro-2,4,6-triazine; triethylamine; In acetone; tert-butyl alcohol;

DOI:10.24820/ark.5550190.p010.637

upstream raw materials:

anthracen-9-carboxylic acid

9-anthracene aldehyde

Downstream raw materials:

1'-(Anthracene-9-carbonyl)-[1,4']bipiperidinyl-3-carboxylic acid benzyl ester

C₃₇H₄₃NO₆

C₃₃H₃₅NO₆

anthracene-9-carboxylic acid methyl ester

Refernces

• 1、 Nakatsuji, Shin'ichi,Ojima, Takeo,Akutsu, Hiroki,Yamada, Jun-Ichi. "Anthracene derivatives and the corresponding dimers with TEMPO radicals". . p. 916 - 921. Retrieved 2002.
• 2、 Karthikeyan, Jaganathan,Yoshikai, Naohiko. "Rhodium(III)-catalyzed directed peri -C-H alkenylation of anthracene derivatives". . p. 4224 - 4227. Retrieved 2014.
• 3、 Rodriguez, Raphael,Pantos, G. Dan,Goncalves, Diana P. N.,Sanders, Jeremy K. M.,Balasubramanian, Shankar. "Ligand-driven G-quadruplex conformational switching by using an unusual mode of interaction". . p. 5405 - 5407. Retrieved 2007.
• 4、 Choi, Chang-Shik,Mishra, Lallan,Mutai, Toshiki,Araki, Koji. "[Ru(bpy)2(dppz-NH2)]2+ complex (dppz-NH2: 7-Amino-dipyrido [3,2-a : 2',3'-c]phenazine) as a useful photosensitizing unit for the construction of photoinduced energy transfer systems". . p. 2051 - 2058. Retrieved 2000.
• 5、 Deng,Sakaki,Kawahara,Shinkai. "Light-switched ionophoric calix[4]arenes". . p. 2163 - 2166. Retrieved 1992.
• 6、 Van Damme, Jonas,Vlaminck, Laetitia,Van Assche, Guy,Van Mele, Bruno,van den Berg, Otto,Du Prez, Filip. "Synthesis and evaluation of 9-substituted anthracenes with potential in reversible polymer systems". . p. 4303 - 4311. Retrieved 2016.
• 7、 Febles, Martín,Montalv?o, Sofía,Crespín, Guillermo Díaz,Norte, Manuel,Padrón, José M.,Tammela, P?ivi,Fernández, José J.,Daranas, Antonio Hernández. "Synthesis and biological evaluation of crown ether acyl derivatives". . p. 5591 - 5593. Retrieved 2016.
• 8、 Halim, Andri,Reid, Timothy D.,Ren, Jing M.,Fu, Qiang,Gurr, Paul A.,Blencowe, Anton,Kentish, Sandra E.,Qiao, Greg G.. "Soft nanoparticles assembled from linear poly(ethylene glycol) and linear brush polydimethylsiloxane diblock copolymers". . p. 1251 - 1262. Retrieved 2014.
• 9、 Zheng, Yujun,Micic, Miodrag,Mello, Sarita V.,Mabrouki, Mustapha,Andreopoulos, Fotios M.,Konka, Veeranjaneyulu,Pham, Si M.,Leblanc, Roger M.. "PEG-based hydrogel synthesis via the photodimerization of anthracene groups". . p. 5228 - 5234. Retrieved 2002.
• 10、 Chen, Xingyu,Liu, Xiaoyan,Zhu, Hong,Wang, Zhiqian. "Palladium-catalyzed C–P bond activation of aroyl phosphine oxides without the adjacent “anchoring atom”". . . Retrieved 2021/01/14.