Nonylbenzene

Base Information

• Chemical Name: Nonylbenzene
• CAS No.: 1081-77-2
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Hs Code.: 2902909090
• European Community (EC) Number: 271-801-2,214-103-5
• UNII: 58AK68OV26
• DSSTox Substance ID: DTXSID7040786
• Nikkaji Number: J557F
• Wikidata: Q27261579
• ChEMBL ID: CHEMBL1874368
• Mol file: 1081-77-2.mol

Synonyms:1-Phenylnonane;Nonylbenzene;1081-77-2;Benzene, nonyl-;N-NONYLBENZENE;Nonane, 1-phenyl-;1-Nonylbenzene;Phenyl-nonane;EINECS 214-103-5;UNII-58AK68OV26;58AK68OV26;EINECS 271-801-2;68608-80-0;79554-39-5;n-NONYL BENZENE;nonyl-benzene;n-Nonybenzene;Benceno, nonil-;1-phenyl-n-nonane;1219799-13-9;1-Phenylnonane, 96%;N-NONYLBENZENE-D24;CHEMBL1874368;DTXSID7040786;Benceno, c6-12-alquil derivados;1-Phenylnonane, analytical standard;LS-479;MFCD00009575;AKOS015840679;NCGC00164144-01;AS-56581;CS-0325309;FT-0608263;N0298;D91671;NONYLBENZENE (DODECYLBENZENE (123-01-3));Q27261579

Chemical Property of Nonylbenzene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.00574mmHg at 25°C
• Boiling Point: 282.4°Cat760mmHg
• Flash Point: 117°C
• PSA: 0.00000
• Density: 0.859g/cm³
• LogP: 4.97970
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 122

Purity/Quality:

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

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CCCCCCCCCC1=CC=CC=C1

Technology Process of Nonylbenzene

There total 48 articles about Nonylbenzene 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: 94.0%

1-nonylcyclohex-3-enol (1119827-44-9) → n-nonylbenzene (1081-77-2)

Guidance literature:

With toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1021/jo802629w

Reference yield: 91.0%

3-phenylpropylmagnesium bromide (1462-75-5) + 1-Iodohexane (638-45-9) → n-nonylbenzene (1081-77-2)

Guidance literature:

With diisobutylaluminium hydride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; for 16h; Heating;

DOI:10.1016/S0040-4039(00)85386-1

Reference yield: 91.0%

4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane (66217-56-9) + benzyl bromide (100-39-0) → n-nonylbenzene (1081-77-2)

Guidance literature:

4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane; With tetramethylenebis(magnesium chloride); In tetrahydrofuran; toluene; at 0 - 20 ℃; for 1h; Inert atmosphere;

benzyl bromide; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; toluene; at -20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201201704

upstream raw materials:

bromobenzene

1-Bromononane

1-phenylnonan-1-one

benzyllithium

Downstream raw materials:

4-oxo-4-(4-nonyl-phenyl)-trans-crotonic acid

4-n-Nonylbenzoic acid

nonylcyclohexane

1-(4-sulfophenyl)nonane

Refernces

• 1、 Przyojski, Jacob A.,Veggeberg, Kevin P.,Arman, Hadi D.,Tonzetich, Zachary J.. "Mechanistic Studies of Catalytic Carbon-Carbon Cross-Coupling by Well-Defined Iron NHC Complexes". . p. 5938 - 5946. Retrieved 2015.
• 2、 An, Juzeng,Gu, Yiting,Martin, Ruben,Wakeling, Matthew,Yin, Hongfei. "Defunctionalization of sp3 C–Heteroatom and sp3 C–C Bonds Enabled by Photoexcited Triplet Ketone Catalysts". . p. 1031 - 1036. Retrieved 2022/01/19.
• 3、 Bai, Songlin,Gao, Yadong,Jiang, Chao,Liu, Xiaolei,Qi, Xiangbing,Wang, Jing,Wu, Qingcui,Yang, Chao. "Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes". . p. 675 - 688. Retrieved 2020/03/11.