1-Phenylcyclobutanecarbonitrile

Base Information

• Chemical Name: 1-Phenylcyclobutanecarbonitrile
• CAS No.: 14377-68-5
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 29269095
• European Community (EC) Number: 238-351-9
• NSC Number: 125697
• UNII: QUW28NRN8Z
• DSSTox Substance ID: DTXSID90162540
• Nikkaji Number: J126.336F
• Wikidata: Q72501510
• Mol file: 14377-68-5.mol

Synonyms:1-Phenylcyclobutanecarbonitrile;14377-68-5;1-phenylcyclobutane-1-carbonitrile;Cyclobutanecarbonitrile, 1-phenyl-;QUW28NRN8Z;EINECS 238-351-9;MFCD00019258;NSC-125697;1-Phenyl-cyclobutanecarbonitrile;NSC125697;UNII-QUW28NRN8Z;SCHEMBL872608;DTXSID90162540;1-phenyl-1-cyclobutanecarbonitrile;1-phenyl-1-cyclobutane carbonitrile;AKOS005257769;CS-W002121;DS-1580;FS-2610;NSC 125697;AM807143;SY001230;FT-0608219;P2252;EN300-67606;J-505085;Z361882924

Chemical Property of 1-Phenylcyclobutanecarbonitrile

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.00201mmHg at 25°C
• Refractive Index: 1.5313-1.5333
• Boiling Point: 290.9 °C at 760 mmHg
• Flash Point: 106.3 °C
• PSA: 23.79000
• Density: 1.06 g/cm³
• LogP: 2.63188
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

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

1-Phenylcyclobutanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)(C#N)C2=CC=CC=C2
• Uses: 1-Phenylcyclobutanecarbonitrile is used as a reactant in the preparation of a novel diacylglycerol acyltransferase-1 (DGAT-1) inhibitor.

Technology Process of 1-Phenylcyclobutanecarbonitrile

There total 5 articles about 1-Phenylcyclobutanecarbonitrile 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: 87.6%

phenylacetonitrile (140-29-4) + 1,3-dibromo-propane (109-64-8) → 1-phenylcyclobutanecarbonitrile (14377-68-5)

Guidance literature:

phenylacetonitrile; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

1,3-dibromo-propane; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield:

phenylacetonitrile (140-29-4) → 1-phenylcyclobutanecarbonitrile (14377-68-5)

Guidance literature:

With ammonia; sodium amide; anschliessend mit 1.3-Dibrom-propan in Aether bei -50grad und Erwaermen des mit Aether oder Toluol versetzten Reaktionsgemisches;

DOI:10.1021/ja01203a077

Reference yield:

phenylacetonitrile (140-29-4) + 1,3-Dichloropropane (142-28-9) → 1-phenylcyclobutanecarbonitrile (14377-68-5)

Guidance literature:

Multistep reaction; (i) nBuLi, (ii) /BRN= 505960/;

DOI:10.1021/ja00746a025

upstream raw materials:

phenylacetonitrile

1,3-dibromo-propane

1,3-Dichloropropane

Downstream raw materials:

1-(4-nitrophenyl)cyclobutanecarbonitrile

1-phenyl-1-cyclobutane-carbaldehyde

didesmethylsibutramine

2-Phenylcyclopentanone

Refernces

• 1、 -. "Amide compound and derivative thereof, preparation method, pharmaceutical composition and application thereof". Paragraph 0390-0393. . Retrieved 2021/07/09.
• 2、 -. "HETEROCYCLIC COMPOUND". Paragraph 0664. . Retrieved 2016/09/26.