Tridecylbenzene

Base Information

• Chemical Name: Tridecylbenzene
• CAS No.: 123-02-4
• Molecular Formula: C19H32
• Molecular Weight: 260.463
• Hs Code.: 2902909090
• European Community (EC) Number: 272-008-4,204-592-3,603-363-9
• UNII: E6K14656YO
• DSSTox Substance ID: DTXSID7040784
• Nikkaji Number: J5.361I
• Wikidata: Q27276944
• Mol file: 123-02-4.mol

Synonyms:A 215;A-215;alkylate 215;alkylate-215

Chemical Property of Tridecylbenzene

Chemical Property:

• Melting Point: 10 °C(lit.)
• Boiling Point: 188-190 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 0.00000
• Density: 0.881 g/mL at 25 °C(lit.)
• LogP: 6.54010
• XLogP3: 9.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 12
• Exact Mass: 260.250401021
• Heavy Atom Count: 19
• Complexity: 167

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: UVCB,Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CCCCCCCCCCCCCC1=CC=CC=C1

Technology Process of Tridecylbenzene

There total 10 articles about Tridecylbenzene 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: 74.0%

2-phenyltetradecanenitrile (17179-18-9) → tridecylbenzene (123-02-4)

Guidance literature:

With bis(acetylacetonate)nickel(II); 1,1,3,3-Tetramethyldisiloxane; trimethylaluminum; tricyclohexylphosphine; In toluene; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c2cc36883h

Reference yield: 59.0%

benzaldehyde, hydrazone (5281-18-5) + 1-dodecylbromide (143-15-7) → tridecylbenzene (123-02-4)

Guidance literature:

With nickel(II) bromide dimethoxyethane; lithium tert-butoxide; trimethylphosphane; In 2-methyltetrahydrofuran; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b00649

Reference yield:

lead(IV) tetraacetate (546-67-8) + n-tetradecanoic acid (544-63-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (+/-)-2-Tridecanyl acetate (41015-28-5,136376-56-2) + 3-acetoxytridecane (60826-31-5) + Tridecane (629-50-5) + 1-tridecene (2437-56-1) + n-tridecyl acetate (1072-33-9) + cis-tridec-6-ene (6508-77-6) + (E)-tridec-6-ene (6434-76-0) + (Z)-tridec-5-ene (25524-42-9) + trans-5-tridecene (23051-84-5) + (Z)-tridec-4-ene (41446-54-2) + trans-4-tridecene (41446-55-3) + cis-3-tridecene (41446-53-1) + trans-3-tridecene (41446-57-5) + (Z)-tridec-2-ene (41446-59-7) + (E)-tridec-2-ene (41446-58-6) + tridecylbenzene (123-02-4) + 6-acetoxytridecane (60826-27-9) + 5-acetoxytridecane (60826-29-1) + 4-acetoxytridecane (60826-30-4)

Guidance literature:

at 81 ℃;

DOI:10.1016/j.molstruc.2013.02.020

upstream raw materials:

benzyllithium

buta-1,3-diene

Iododecane

3-phenylpropylmagnesium bromide

Downstream raw materials:

benzylium cation

Tridecylbenzolsulfonsaeure

3-phenylpropyl⁽¹⁺⁾

2-phenylethyl

Refernces

• 1、 Zhu, Dianhu,Lv, Leiyang,Qiu, Zihang,Li, Chao-Jun. "Nickel-catalyzed cross-coupling of umpolung carbonyls and alkyl halides". . . Retrieved 2019/05/22.
• 2、 Agata, Ryosuke,Kawamura, Shintaro,Isozaki, Katsuhiro,Nakamura, Masaharu. "Iron-catalyzed AlkylAlkyl negishi coupling of organoaluminum reagents". supporting information. p. 238 - 241. Retrieved 2019/03/13.