1-(4-Bromophenyl)cyclobutanecarbonitrile

Base Information

• Chemical Name: 1-(4-Bromophenyl)cyclobutanecarbonitrile
• CAS No.: 485828-58-8
• Molecular Formula: C11H10BrN
• Molecular Weight: 236.111
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID10602579
• Wikidata: Q72449313
• Mol file: 485828-58-8.mol

Synonyms:1-(4-bromophenyl)cyclobutanecarbonitrile;485828-58-8;1-(4-BROMOPHENYL)CYCLOBUTANE-1-CARBONITRILE;MFCD10688823;1-(4-Bromo-phenyl)-cyclobutanecarbonitrile;SCHEMBL238163;DTXSID10602579;DZWFVACFASLQKS-UHFFFAOYSA-N;AKOS000352237;AM10391;CS-W000663;PB19097;SY024556;TS-03318;DB-070938;EN300-374038;A871907;J-503255

Chemical Property of 1-(4-Bromophenyl)cyclobutanecarbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.607
• Boiling Point: 336.236 °C at 760 mmHg
• Flash Point: 157.15 °C
• PSA: 23.79000
• Density: 1.469 g/cm³
• LogP: 3.39438
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 234.99966
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

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

1-(4-Bromophenyl)cyclobutane-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)(C#N)C2=CC=C(C=C2)Br

Technology Process of 1-(4-Bromophenyl)cyclobutanecarbonitrile

There total 3 articles about 1-(4-Bromophenyl)cyclobutanecarbonitrile 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: 69.0%

4-Bromophenylacetonitrile (16532-79-9) + 1,3-dibromo-propane (109-64-8) → 1-(4- bromophenyl)cyclobutane-1-carbonitrile (485828-58-8)

Guidance literature:

4-Bromophenylacetonitrile; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.25h; Inert atmosphere;

1,3-dibromo-propane; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm501185j

Reference yield: 57.8%

→ 1-(4- bromophenyl)cyclobutane-1-carbonitrile (485828-58-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -10 - 0 ℃; for 1h; Inert atmosphere;

In N,N-dimethyl-formamide; mineral oil; at -10 - 10 ℃;

Reference yield: 41.0%

1,3-dibromo-propane (109-64-8) → 1-(4- bromophenyl)cyclobutane-1-carbonitrile (485828-58-8)

Guidance literature:

4-Bromophenylacetonitrile; With sodium hydride; In dimethyl sulfoxide; for 0.75h;

1,3-dibromo-propane; In dimethyl sulfoxide; at 0 - 45 ℃;

upstream raw materials:

1,3-dibromo-propane

4-Bromophenylacetonitrile

Downstream raw materials:

1-(4-bromophenyl)cyclobutanecarboxylic acid amide

5-(1-methyl-1H-pyrazol-4-yl)-3-{1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclobutyl}-[1,2,4]oxadiazole

3-[1-(4-bromo-phenyl)-cyclobutyl]-5-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]oxadiazole

3-[1-(4-bromo-phenyl)-cyclobutyl]-cyclopenta-1,3-dienecarboxylic acid dimethylamide

Refernces

• 1、 Chen, Xiang,Chen, Lili,Zhao, Hongliang,Gao, Qian,Shen, Zhenlu,Xu, Senmiao. "Iridium-Catalyzed Enantioselective C(sp3)–H Borylation of Cyclobutanes". supporting information. p. 1533 - 1537. Retrieved 2020/09/09.
• 2、 -. "ARYL HETEROCYCLIC PIPERIDINONE FORMYL PEPTIDE 2 RECEPTOR AND FORMYL PEPTIDE 1 RECEPTOR AGONISTS". Page/Page column 22; 23. . Retrieved 2019/01/06.