Hexadecylbenzene

Base Information

• Chemical Name: Hexadecylbenzene
• CAS No.: 1459-09-2
• Molecular Formula: C22H38
• Molecular Weight: 302.544
• Hs Code.: 2902909090
• European Community (EC) Number: 215-949-8
• UNII: 39HL93NE0R
• DSSTox Substance ID: DTXSID4061707
• Nikkaji Number: J104.089H
• Wikidata: Q27256907
• Mol file: 1459-09-2.mol

Synonyms:Hexadecylbenzene;1459-09-2;1-Phenylhexadecane;Benzene, hexadecyl-;N-HEXADECYLBENZENE;Hexadecane, 1-phenyl-;n-HEXADECYL BENZENE;UNII-39HL93NE0R;39HL93NE0R;Hexadecane, 1(or 16)-phenyl-;EINECS 215-949-8;Phenyl hexadecane;Cetylbenzene;DTXSID4061707;C22H38;MFCD00039871;AKOS024319388;C22-H38;CS-0204250;FT-0633561;H0513;D90890;Q27256907

Chemical Property of Hexadecylbenzene

Chemical Property:

• Appearance/Colour: white to light yellow low melting solid
• Vapor Pressure: 8.59E-06mmHg at 25°C
• Melting Point: 27 °C(lit.)
• Refractive Index: n20/D 1.481
• Boiling Point: 172 °C1 mm Hg(lit.)
• Flash Point: 25 °C
• PSA: 0.00000
• Density: 0.855 g/mL at 20 °C(lit.)
• LogP: 7.71040
• XLogP3: 10.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 15
• Exact Mass: 302.297351212
• Heavy Atom Count: 22
• Complexity: 202

Purity/Quality:

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

Hexadecylbenzene >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCC1=CC=CC=C1

Technology Process of Hexadecylbenzene

There total 14 articles about Hexadecylbenzene 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: 47.0%

1-hexadecanesulfonyl chloride (38775-38-1) + phenylmagnesium bromide → 1-phenylhexadecane (1459-09-2)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; at 80 ℃; for 2h;

DOI:10.1002/anie.200704858

Reference yield: 42.0%

n-Dodec-4-en (2030-84-4) + 4-phenyl-1-iodobutane (64283-87-0) → 1-phenylhexadecane (1459-09-2)

Guidance literature:

n-Dodec-4-en; With Schwartz's reagent; In tetrahydrofuran; at 50 ℃; for 5h; Inert atmosphere; Sealed tube;

4-phenyl-1-iodobutane; With C₆₀H₇₂Br₂N₄Ni; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1016/j.chempr.2019.12.010

Reference yield:

hexadecanophenone (6697-12-7) → 1-phenylhexadecane (1459-09-2)

Guidance literature:

With copper oxide-chromium oxide; at 162 ℃; under 102971 Torr; Hydrogenation;

upstream raw materials:

bromobenzene

1-iodohexadecane

iodobenzene

hexadecanophenone

Downstream raw materials:

C₂₈H₄₂N₂O

C₆₄H₈₅N₅O₆

4-hexadecylaniline

4-hexadecyl-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide

Refernces

• 1、 Zygadlo,Dardas,Nowicka,Hofmann,Galewski. "Liquid-crystalline polymorphism of symmetrical azobananas: Bis(4-(4-alkylphenyl)azophenyl) 2-nitroisophtalates". scheme or table. p. 283 - 291. Retrieved 2011/08/02.
• 2、 Price, Peter M.,Clark, James H.,Martin, Keith,Macquarrie, Duncan J.,Bastock, Tony W.. "Enhanced selectivity in the preparation of linear alkylbenzenes using hexagonal mesoporous silica supported aluminium chloride". . p. 221 - 225. Retrieved 2013/09/08.