9-BENZYLIDENEFLUORENE

Base Information

• Chemical Name: 9-BENZYLIDENEFLUORENE
• CAS No.: 1836-87-9
• Molecular Formula: C20H14
• Molecular Weight: 254.331
• Hs Code.: 2902909090
• Mol file: 1836-87-9.mol

Synonyms:Benzalfluorene;NSC 12312;9-Benzylidenefluorene;1-Phenyl-2-biphenyleneethylene;9-(Phenylmethylene)-9H-fluorene;9-(Phenylmethylidene)fluorene;Fluorene,9-benzylidene- (6CI,7CI,8CI);9-Benzylidene-9H-fluorene;

Chemical Property of 9-BENZYLIDENEFLUORENE

Chemical Property:

• Vapor Pressure: 1.39E-09mmHg at 25°C
• Melting Point: 74-77 °C(lit.)
• Refractive Index: 1.75
• Boiling Point: 392.9 °C at 760 mmHg
• Flash Point: 184.9 °C
• PSA: 0.00000
• Density: 1.176 g/cm³
• LogP: 5.25590
• Storage Temp.: 2-8°C

Purity/Quality:

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

9-Benzylidenefluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 9-Benzylidenefluorene is a by-product in the synthesis of Benz[e]acephenanthrylene (B209865). Benz[e]acephenanthrylene is a polycyclic aromatic hydrocarbon that was detected in significant levels in airborne pollutants, auto exhaust and tobacco and marijuana smoke.

Technology Process of 9-BENZYLIDENEFLUORENE

There total 119 articles about 9-BENZYLIDENEFLUORENE 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%

9H-fluorene (86-73-7) + benzaldehyde (100-52-7) → 9-Benzylidene-9H-fluorene (1836-87-9)

Guidance literature:

With cesiumhydroxide monohydrate; In ethanol; at 25 ℃; for 0.0333333h; regioselective reaction; Schlenk technique;

DOI:10.1002/ejoc.201701710

Reference yield: 98.0%

2-(phenylethynyl)-1,1'-biphenyl (10271-65-5) → 9-Benzylidene-9H-fluorene (1836-87-9)

Guidance literature:

palladium diacetate; In toluene; at 120 ℃; for 2.5h;

DOI:10.1021/ja8006534

Reference yield: 97.0%

iodobenzene (591-50-4) + diphenyl acetylene (501-65-5) → 9-Benzylidene-9H-fluorene (1836-87-9)

Guidance literature:

With C₃₅H₃₃Br₂N₂PPd; tetrabutyl-ammonium chloride; sodium acetate; In N,N-dimethyl-formamide; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/om9009203

upstream raw materials:

formaldehyd

9-benzyl-9-fluorenol

9H-fluorene

sodium ethanolate

Downstream raw materials:

9,9-bis(benzyl)fluorene

6-benzyl-phenanthridine

9-benzylfluorene

9-(diphenylmethyl)fluorene

Refernces

• 1、 Bonini,Maccagnani. "". . p. 3585,3586,3587. Retrieved 1973.
• 2、 Larock,Tian. "Synthesis of 9-alkylidene-9H-fluorenes by a novel, palladium-catalyzed cascade reaction of aryl halides and 1-aryl-1-alkynes". . p. 7372 - 7379. Retrieved 2001.
• 3、 Schubert, Ulrich,Rengstl, Alfred. "FLUORENYLSILANE II. EIN FULVEN-AEHNLICHES SILA-OLEFIN". . p. C25 - C30. Retrieved 1980.
• 4、 Gulyukina, N. S.,Medoks, S. A.,Tarasevich, B. N.,Novoselova, M. A.,Kashin, A. N.,et al.. "CATALYTIC ACTIVITY OF TETRABUTYLAMMONIUM FLUORIDE ON DIFFERENT CARRIERS IN REACTIONS OF FLUORENE AND ITS DERIVATIVES WITH BENZALDEHYDE". . p. 1869 - 1874. Retrieved 1986.
• 5、 Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin. "An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols". supporting information. p. 3717 - 3721. Retrieved 2021/05/04.
• 6、 Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue. "Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes". supporting information. p. 8250 - 8253. Retrieved 2021/10/12.