4-Isopropylbenzonitrile

Base Information

• Chemical Name: 4-Isopropylbenzonitrile
• CAS No.: 13816-33-6
• Molecular Formula: C10H11 N
• Molecular Weight: 145.204
• Hs Code.: 29269090
• European Community (EC) Number: 237-492-3
• UNII: 4V31KQF934
• DSSTox Substance ID: DTXSID6047440
• Nikkaji Number: J132.029G
• Wikidata: Q27260542
• ChEMBL ID: CHEMBL3560297
• Mol file: 13816-33-6.mol

Synonyms:4-Isopropylbenzonitrile;13816-33-6;Cuminyl nitrile;Benzonitrile, 4-(1-methylethyl)-;p-Cyanocumene;p-Isopropylbenzonitrile;4-propan-2-ylbenzonitrile;Cuminonitrile;Cuminic nitrile;BENZONITRILE, p-ISOPROPYL-;4-(1-Methylethyl)benzonitrile;4-(propan-2-yl)benzonitrile;EINECS 237-492-3;BRN 1932883;UNII-4V31KQF934;DTXSID6047440;4V31KQF934;MFCD00052966;4-09-00-01846 (Beilstein Handbook Reference);CUMINYLNITRILE;p-isopropyl-benzonitrile;4-isopropyl-benzonitrile;4 - isopropylbenzonitrile;SCHEMBL87339;CHEMBL3560297;DTXCID4027440;Benzonitrile,4-(1-methylethyl)-;Benzonitrilo, 4-(1-metiletil)-;HMS1718B16;4-Isopropylbenzonitrile, AldrichCPR;Tox21_302580;AKOS001050879;NCGC00256669-01;LS-38733;TS-01897;CAS-13816-33-6;CS-0197808;FT-0618834;EN300-07986;E82327;J-007102;Q27260542;Z56964596

Chemical Property of 4-Isopropylbenzonitrile

Chemical Property:

• Appearance/Colour: colorless liquid.
• Vapor Pressure: 0.0623mmHg at 25°C
• Melting Point: 51.5°C (estimate)
• Refractive Index: 1.5180
• Boiling Point: 231.5 ºC at 760 mmHg
• Flash Point: 93.6 ºC
• PSA: 23.79000
• Density: 0.96 g/cm³
• LogP: 2.68168
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99.9% ^*data from raw suppliers

4-isopropylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-37-36/37-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Isopropylbenzonitrile

There total 58 articles about 4-Isopropylbenzonitrile 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%

4-Cyanochlorobenzene (623-03-0) → p-Cyanocumen (13816-33-6)

Guidance literature:

With 1-methyl-1H-imidazole; Pd-PEPPSI-IPr^An; In tetrahydrofuran; 1,4-dioxane; at 0 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jo400803s

Reference yield: 97.0%

4-isopropylbenzaldehyde oxime (3717-17-7,3717-18-8,13372-80-0) → p-Cyanocumen (13816-33-6)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In acetonitrile; for 6h; Reflux;

DOI:10.1016/j.tetlet.2012.04.057

Reference yield: 94.0%

cuminol (536-60-7) → p-Cyanocumen (13816-33-6)

Guidance literature:

With copper(II) choride dihydrate; ammonium formate; potassium carbonate; In neat (no solvent); at 135 ℃; for 24h; under 760.051 Torr; Sealed tube; Schlenk technique; Green chemistry;

DOI:10.1002/ejoc.201300361

upstream raw materials:

4-isopropylbenzamide

p-isopropylbenzoic acid

potassium thioacyanate

α-cuminaldoxime

Downstream raw materials:

4-isopropylbenzamide

4-isopropyl-thiobenzamide

4-(2-hydroxypropan-2-yl)benzenecarbonitrile

4-(2-hydroxypropan-2-yl)benzoic acid

Refernces

• 1、 Suzuki, Hitomi,Takaoka, Koji,Osuka, Atsuhiro. "A Facile Displacement of Tertiary Nitro Group by Hydrogen with Sodium Hydrogentelluride". . p. 1067 - 1068. Retrieved 1985.
• 2、 Gleicher. "". . p. 332,333. Retrieved 1968.
• 3、 Ohashi,Miyake. "". . p. 615. Retrieved 1977.
• 4、 Borlinghaus, Niginia,Sch?nfeld, Barbara,Heitz, Stephanie,Klee, Johanna,Vukeli?, Stella,Braje, Wilfried M.,Jolit, Anais. "Enabling Metallophotoredox Catalysis in Parallel Solution-Phase Synthesis Using Disintegrating Reagent Tablets". . p. 16535 - 16547. Retrieved 2021/12/02.
• 5、 Chatterjee, Basujit,Jena, Soumyashree,Chugh, Vishal,Weyhermüller, Thomas,Werlé, Christophe. "A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes". . p. 7176 - 7185. Retrieved 2021/06/30.