Sec-butylbenzene

Base Information

• Chemical Name: Sec-butylbenzene
• CAS No.: 135-98-8
• Deprecated CAS: 36383-15-0
• Molecular Formula: C₁₀H₁₄
• Molecular Weight: 134.221
• Hs Code.: 2902 90 00
• European Community (EC) Number: 205-227-0
• NSC Number: 8466
• UNII: B70I0RSX3J
• DSSTox Substance ID: DTXSID2022333
• Nikkaji Number: J5.616B
• Wikipedia: Sec-Butylbenzene
• Wikidata: Q27116415
• ChEMBL ID: CHEMBL27516
• Mol file: 135-98-8.mol

Synonyms:sec-butylbenzene

Chemical Property of Sec-butylbenzene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 4 mm Hg ( 37.7 °C)
• Melting Point: -75 °C
• Refractive Index: n20/D 1.489(lit.)
• Boiling Point: 173.3 °C at 760 mmHg
• PKA: >14 (Schwarzenbach et al., 1993)
• Flash Point: 52 ºC
• PSA: 0.00000
• Density: 0.863
• LogP: 3.20010
• Storage Temp.: 2-8°C
• Solubility.: 17.6mg/l
• Water Solubility.: 309mg/L(25 oC)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 80

Purity/Quality:

98% ^*data from raw suppliers

sec-Butylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TF
• Hazard Codes: F,T,N,Xi
• Statements: 10-39/23/24/25-23/24/25-11-51/53-38
• Safety Statements: 23-24/25-45-36/37-16-7-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Aromatic Solvents
• Canonical SMILES: CCC(C)C1=CC=CC=C1
• Uses: Solvent for coating compositions, organic syn- thesis, plasticizer, surface-active agents.

Technology Process of Sec-butylbenzene

There total 256 articles about Sec-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: 64.69%

1-methylene-2-phenylcyclopropane (29817-09-2,22664-13-7) → 1-phenyl-2-methylpropane (538-93-2) + 1-butylbenzene (104-51-8) + sec-Butylbenzene (135-98-8,36383-15-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 2,2,4-trimethylpentane; Thermodynamic data; ΔH_H;

Reference yield:

1,2-diphenylpropane (5814-85-7) → ethylbenzene (100-41-4,27536-89-6) + sec-Butylbenzene (135-98-8,36383-15-0) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

With potassium Sodium; In 1,2-dimethoxyethane; at 0 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1021/ja00522a074

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + triethylaluminum (97-93-8) → 1,4-diphenylbutane (1083-56-3) + ethylbenzene (100-41-4,27536-89-6) + 1-butylbenzene (104-51-8) + sec-Butylbenzene (135-98-8,36383-15-0)

Guidance literature:

styrene; triethylaluminum; zirconocene dichloride; at 22 - 23 ℃; for 12h;

With hydrogenchloride; Further byproducts given;

DOI:10.1007/BF02496415

upstream raw materials:

(+/-)-2-methyl-2-phenyl-butyronitrile

2-phenylbut-2-ene

4-sec-butylaniline

2-phenyl-2-butanol

Downstream raw materials:

1-(1,1-dimethylethyl)-4-(1-methylpropyl)benzene

sec-butylcyclohexane

4-sec-butyl-1-iodobenzene

(R)(S)-1,3,5-tri-(1-methylpropyl)benzene

Refernces

• 1、 Fry. "". . p. 3558. Retrieved 1971.
• 2、 Price,Lund. "". . p. 3107. Retrieved 1940.
• 3、 Giardello, Michael A.,Conticello, Vincent P.,Brard, Laurent,Gagné, Michel R.,Marks, Tobin J.. "Chiral organolanthanides designed for asymmetric catalysis. A kinetic and mechanistic study of enantioselective olefin hydroamination/cyclization and hydrogenation by C1-Symmetric Me2Si(Me4C5)(C5H 3R*)Ln complexes where R* = chiral auxiliary". . p. 10241 - 10254. Retrieved 1994.
• 4、 Giacomelli, Giampaolo,Lardicci, Luciano. "Alkyl Metal Asymmetric Reduction. 12. Optically Active Phenylalkanes from Organoaluminum Derivatives and Aliphatic Ketones". . p. 4335 - 4337. Retrieved 1982.
• 5、 Yamaguchi, Yoshitaka,Ando, Hiroaki,Nagaya, Makoto,Hinago, Hideto,Ito, Takashi,Asami, Masatoshi. "Synthesis of iron(III) complex bearing tridentate β-Aminoketonato Ligand: Application to iron-catalyzed cross-coupling reaction of arylmagnesium bromides with alkyl halides". . p. 983 - 985. Retrieved 2011.
• 6、 Niznik,Walborsky. "". . p. 2396,2398. Retrieved 1978.
• 7、 Bell,Wedd. "". . p. 81,82-98. Retrieved 1979.
• 8、 Hou, Duen-Ren,Reibenspies, Joseph,Colacot, Thomas J.,Burgess, Kevin. "Enantioselective hydrogenations of arylalkenes mediated by [Ir(cod)(JM-phos)]+ complexes". . p. 5391 - 5400. Retrieved 2001.
• 9、 Segi, Masahito,Nakajima, Tadashi,Suga, Sohei. "Comparison of Lewis Acids as Catalyst for the Alkylation of Benzene with s-Butyl Chloride". . p. 1465 - 1466. Retrieved 1980.
• 10、 Minachev et al.. "". . . Retrieved 1971.