5-Chloro-5H-dibenzo[a,d][7]annulene

Base Information

• Chemical Name: 5-Chloro-5H-dibenzo[a,d][7]annulene
• CAS No.: 18506-04-2
• Molecular Formula: C15H11 Cl
• Molecular Weight: 226.705
• Hs Code.: 2903999090
• European Community (EC) Number: 803-091-2
• DSSTox Substance ID: DTXSID60454323
• Nikkaji Number: J1.372.396F
• Mol file: 18506-04-2.mol

Synonyms:5-Chloro-5H-dibenzo[a,d][7]annulene;18506-04-2;5-chloro-5H-dibenzo[a,d]cycloheptene;2-chlorotricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaene;5H-Dibenzo[a,d]cycloheptene, 5-chloro-;SCHEMBL5679950;DTXSID60454323;XUDMFUCJNFYMRZ-UHFFFAOYSA-N;AKOS016013707;5-chloro-5H-dibenzo-[a,d]cycloheptene;5-Chloro-5H-dibenzo[a,d]cycloheptene, 97%

Chemical Property of 5-Chloro-5H-dibenzo[a,d][7]annulene

Chemical Property:

• PSA: 0.00000
• LogP: 4.49860
• Storage Temp.: 2-8°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 226.0549280
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

97% or 98% ^*data from raw suppliers

5-Chloro-5H-dibenzo[a,d][7]annulene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(C3=CC=CC=C3C=CC2=C1)Cl

Technology Process of 5-Chloro-5H-dibenzo[a,d][7]annulene

There total 4 articles about 5-Chloro-5H-dibenzo[a,d][7]annulene 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: 100.0%

5H-dibenzo[a,d]cyclohepten-5-ol (10354-00-4) → 5-chloro-5H-dibenzo[a,d]cycloheptene (18506-04-2)

Guidance literature:

With thionyl chloride; In benzene; at 20 ℃; for 0.75h; Reflux; Large scale;

DOI:10.3184/174751918X15218087557053

Reference yield:

dibenzosuberenon (2222-33-5) → 5-chloro-5H-dibenzo[a,d]cycloheptene (18506-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol

2: SOCl₂

With sodium tetrahydroborate; thionyl chloride; In methanol;

DOI:10.2533/000942903777679451

Reference yield:

cis-stilbene-2-carbonyl chloride → 5-chloro-5H-dibenzo[a,d]cycloheptene (18506-04-2)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃

2: NaBH₄

3: diethyl ether; HCl

With hydrogenchloride; sodium tetrahydroborate; aluminium trichloride; diethyl ether;

upstream raw materials:

5H-dibenzo[a,d]cyclohepten-5-ol

dibenzosuberenon

Downstream raw materials:

4-<5-(5H-Dibenzocycloheptenyl)>-N,N-dimethylanilin

(5H-dibenzo[a,d]cyclohepten-5-yl)-pentafluorophenyl-amine

(3,5-bis-trifluoromethyl-phenyl)-(5H-dibenzo[a,d]cyclohepten-5-yl)-amine

(5H-dibenzo[a,d]cycloheptene-5-yl)diphenylphosphane

Refernces

• 1、 Fujiwara, Takashi,Ohira, Kasumi,Urushibara, Ko,Ito, Akihiro,Yoshida, Minoru,Kanai, Misae,Tanatani, Aya,Kagechika, Hiroyuki,Hirano, Tomoya. "Steric structure–activity relationship of cyproheptadine derivatives as inhibitors of histone methyltransferase Set7/9". . p. 4318 - 4323. Retrieved 2016.
• 2、 Ferrer, Catalina,Benet-Buchholz, Jordi,Riera, Antoni,Verdaguer, Xavier. "Phosphine-alkene ligands as mechanistic probes in the pauson-khand reaction". supporting information; experimental part. p. 8340 - 8346. Retrieved 2010/09/08.