Butylbenzene

Base Information

• Chemical Name: Butylbenzene
• CAS No.: 104-51-8
• Deprecated CAS: 74296-32-5
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• Hs Code.: 2902 90 00
• European Community (EC) Number: 203-209-7
• NSC Number: 8465
• UN Number: 2709
• UNII: S8XZ2901RZ
• DSSTox Substance ID: DTXSID6022472
• Nikkaji Number: J5.032F
• Wikipedia: N-Butylbenzene
• Wikidata: Q16081199
• Metabolomics Workbench ID: 52367
• ChEMBL ID: CHEMBL195441
• Mol file: 104-51-8.mol

Synonyms:1-phenylbutane;n-butylbenzene

Chemical Property of Butylbenzene

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 1.03 mm Hg ( 23 °C)
• Melting Point: -88 °C
• Refractive Index: n20/D 1.489(lit.)
• Boiling Point: 183.495 °C at 760 mmHg
• PKA: >14 (Schwarzenbach et al., 1993)
• Flash Point: 56.937 °C
• PSA: 0.00000
• Density: 0.864 g/cm³
• LogP: 3.02920
• Storage Temp.: 0-6°C
• Solubility.: 11.8mg/l
• Water Solubility.: INSOLUBLE
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 70.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% or more ^*data from raw suppliers

Butylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T,N
• Statements: 10-39/23/24/25-23/24/25-11-50/53
• Safety Statements: 16-45-36/37-7-61-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Aromatic Solvents
• Canonical SMILES: CCCCC1=CC=CC=C1
• Physical properties: Clear, colorless, liquid with a faint petroleum or gasoline-like odor similar to that of npropylbenzene. Nagata and Takeuchi (1990) reported an odor threshold concentration 8.5 ppbv.
• Uses: n-Butylbenzene is an organic solvent that has been used to induce cell death in vitro and for bioconversion. Butylbenzene undergoes oxidation to afford butyrophenone. It is used to prepare N-arylazoles via oxidant-free and selective C(sp2)-H amination reaction. It can be used in the synthesis of alkylated pentacene and ladder-type oligo(p-phenylene)s to improve solubility in common organic solvents. Butylbenzene is used in the preparation of butyl-silica hybrid monolithic column.

Technology Process of Butylbenzene

There total 445 articles about Butylbenzene 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: 91.6%

1-bromo-butane (109-65-9) + triphenylphosphine (603-35-0) → 1-butylbenzene (104-51-8) + n-butyl-diphenylphosphane (6372-41-4)

Guidance literature:

triphenylphosphine; With lithium; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

1-bromo-butane; In tetrahydrofuran; at 3 - 60 ℃; for 4.25h;

Reference yield: 14.0%

1-phenylbutan-1,3-dione (93-91-4) → 1-butylbenzene (104-51-8) + 4-Phenyl-2-butanone (2550-26-7) + 1-phenyl-3-butanol (2344-70-9) + 1-Phenyl-1-butanol (614-14-2) + 1-phenylbutane-1,3-diol (65469-88-7)

Guidance literature:

With potassium fluoride; palladium diacetate; chlorobenzene; In tetrahydrofuran; water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol102757v

Reference yield: 7.0%

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → Isopropylbenzene (98-82-8) + ethylbenzene (100-41-4,27536-89-6) + phenylpropane (103-65-1) + 1-butylbenzene (104-51-8) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

decationized ferrisilicate; at 249.9 ℃; Product distribution; Mechanism; var. treatment of catalyst;

upstream raw materials:

1-bromo-butane

bromobenzene

n-butyl magnesium bromide

phosgene

Downstream raw materials:

4-(4-butylphenyl)-4-oxobutanoic acid

1-butyl-4-(chloromethyl)benzene

1,1-bis-(4-butyl-phenyl)-2-chloro-ethene

1-butyl-4-propionylbenzene

Refernces

• 1、 Shibli,Varghese,Knochel,Marek. "Improved preparation of secondary zinc iodides by 1,2-migration of sp3 carbenoids". . p. 818 - 820. Retrieved 2001.
• 2、 Tamao et al.. "". . p. 4374. Retrieved 1972.
• 3、 Itami, Kenichiro,Terakawa, Koji,Yoshida, Jun-ichi,Kajimoto, Okitsugu. "Efficient and rapid C-Si bond cleavage in supercritical water". . p. 6058 - 6059. Retrieved 2003.
• 4、 Kijenski,Radomski,Fedorynska. "Alkylation of alkyl aromatic hydrocarbons over metal oxide-alkali metal superbasic catalysts". . p. 407 - 425. Retrieved 2001.
• 5、 Sneeden,Zeiss. "". . p. 369,370. Retrieved 1968.
• 6、 Corey,Posner. "-". . p. 315. Retrieved 1970.
• 7、 Ahn, Jun Myun,Ratani, Tanvi S.,Hannoun, Kareem I.,Fu, Gregory C.,Peters, Jonas C.. "Photoinduced, Copper-Catalyzed Alkylation of Amines: A Mechanistic Study of the Cross-Coupling of Carbazole with Alkyl Bromides". . p. 12716 - 12723. Retrieved 2017.
• 8、 Eckert, Philip,Organ, Michael G.. "The Role of LiBr and ZnBr2 on the Cross-Coupling of Aryl Bromides with Bu2Zn or BuZnBr". . p. 15751 - 15754. Retrieved 2019.
• 9、 Card, Roger J.,Trahanovsky, Walter S.. "Arene-Metal Complexes. 12. Reaction of (η6-Benzene)tricarbonylchromium with n-Butyllithium". . p. 2555 - 2559. Retrieved 1980.
• 10、 Ipatieff,Komarewsky,Pines. "-". . . Retrieved 1936.