Cyclopropylbenzene

Base Information

• Chemical Name: Cyclopropylbenzene
• CAS No.: 873-49-4
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 2902909090
• European Community (EC) Number: 212-839-1
• NSC Number: 3018
• UNII: S36BKW6LVE
• DSSTox Substance ID: DTXSID2074297
• Nikkaji Number: J79.992K
• Wikidata: Q72460715
• ChEMBL ID: CHEMBL27706
• Mol file: 873-49-4.mol

Synonyms:cyclopropylbenzene

Chemical Property of Cyclopropylbenzene

Chemical Property:

• Vapor Pressure: 1.55mmHg at 25°C
• Melting Point: -31°C
• Refractive Index: n20/D 1.533(lit.)
• Boiling Point: 175.3 °C at 760 mmHg
• Flash Point: 43.9 °C
• PSA: 0.00000
• Density: 1.006 g/cm³
• LogP: 2.56400
• Storage Temp.: Room temperature.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 118.078250319
• Heavy Atom Count: 9
• Complexity: 86.2

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Cyclopropylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC1C2=CC=CC=C2

Technology Process of Cyclopropylbenzene

There total 104 articles about Cyclopropylbenzene 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: 93.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + diiodomethane (75-11-6) → cyclopropylbenzene (873-49-4)

Guidance literature:

With tetradecafluorohexane; triethylaluminum; In hexane; at 20 ℃; for 58h; Darkness;

DOI:10.1016/j.jfluchem.2008.06.004

Reference yield: 91.0%

bromobenzene (108-86-1,52753-63-6) + cyclopropylboronic acid (411235-57-9) → cyclopropylbenzene (873-49-4)

Guidance literature:

With palladium diacetate; potassium phosphate; tricyclohexylphosphine; In toluene; at 100 ℃; for 6h;

DOI:10.1016/S0040-4039(02)01606-4

Reference yield: 90.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → cyclopropylbenzene (873-49-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1080/00397919608003498

upstream raw materials:

styrene

diiodomethane

(E)-3-phenylpropenal

1,1-dichloro-2-phenylcyclopropane

Downstream raw materials:

3-methoxy-3-phenyl-propylmercury ⁽¹⁺⁾; chloride

3-methoxy-3-phenyl-propylmercury ⁽¹⁺⁾; cyanide

1-methoxy-4-(1-phenylpropyl)benzene

1-phenyl-1-p-tolyl-propane

Refernces

• 1、 Rawson,Harrison. "". . p. 2057. Retrieved 1970.
• 2、 Miyano,Hashimoto. "". . p. 1418. Retrieved 1971.
• 3、 Daniliuc, Constantin G.,Studer, Armido,Zuo, Zhijun. "Cooperative NHC/Photoredox Catalyzed Ring-Opening of Aryl Cyclopropanes to 1-Aroyloxylated-3-Acylated Alkanes". supporting information. p. 25252 - 25257. Retrieved 2021/10/29.
• 4、 Sheeran, Jillian W.,Campbell, Kiersten,Breen, Christopher P.,Hummel, Gerald,Huang, Changfeng,Datta, Anamika,Boyer, Serge H.,Hecker, Scott J.,Bio, Matthew M.,Fang, Yuan-Qing,Ford, David D.,Russell, M. Grace. "Scalable On-Demand Production of Purified Diazomethane Suitable for Sensitive Catalytic Reactions". . p. 522 - 528. Retrieved 2021/02/03.