2-(1-Methylbutyl)phenol

Base Information

• Chemical Name: 2-(1-Methylbutyl)phenol
• CAS No.: 87-26-3
• Molecular Formula: C11H16 O
• Molecular Weight: 164.247
• Hs Code.: 2907199090
• European Community (EC) Number: 201-736-7
• NSC Number: 163987
• UNII: 1C56OTB30J
• DSSTox Substance ID: DTXSID8041452
• Nikkaji Number: J192.645D
• Wikidata: Q27252226
• ChEMBL ID: CHEMBL284438
• Mol file: 87-26-3.mol

Synonyms:2-(1-Methylbutyl)phenol;Phenol, 2-sec-pentyl-;87-26-3;o-sec-Amylphenol;2-sec-Amylphenol;2-(pentan-2-yl)phenol;2-pentan-2-ylphenol;Phenol, 2-(1-methylbutyl)-;2-sec-Pentylphenol;26401-74-1;Phenol, o-sec-amyl-;Phenol, o-(sec-pentyl)-;UNII-1C56OTB30J;1C56OTB30J;DTXSID8041452;EINECS 201-736-7;NSC-163987;NSC163987;2-(2-pentyl)phenol;2-(sec-Pentyl)phenol;2(1-methylbutyl)phenol;Phenol, o-(1-methylbutyl)-;SCHEMBL352351;Phenol, o-sec-amyl- (6CI);CHEMBL284438;DTXCID6021452;Tox21_301939;AKOS006272585;NSC 163987;CAS-87-26-3;NCGC00255416-01;LS-105038;Q27252226

Chemical Property of 2-(1-Methylbutyl)phenol

Chemical Property:

• Vapor Pressure: 0.0216mmHg at 25°C
• Melting Point: 49.82°C (estimate)
• Refractive Index: 1.5103 (estimate)
• Boiling Point: 242.6°C at 760 mmHg
• PKA: 10.28±0.35(Predicted)
• Flash Point: 116.4°C
• PSA: 20.23000
• Density: 0.96g/cm³
• LogP: 3.29580
• Water Solubility.: 153.8mg/L(25 oC)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

2-(1-METHYLBUTYL)PHENOL Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(C)C1=CC=CC=C1O
• Uses: 2-(2-Pentyl)phenol is an intermediate in the synthesis of Dinosam (D409730), used in preparation of Chitosan gel and application thereof in shampoo for preventing alopecia.Also, used in methods and formulations for preventing downward migration of agricultural materials. Dispersing and mixing agent for paint pastes, antiskinning agent for paint, varnish and oleoresinous enamels, organic synthesis.

Technology Process of 2-(1-Methylbutyl)phenol

There total 10 articles about 2-(1-Methylbutyl)phenol 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: 70.0%

1-penten (109-67-1) + phenol (108-95-2,27073-41-2) → methylbutylphenol (87-26-3)

Guidance literature:

With decacarbonyldirhenium⁽⁰⁾; In neat (no solvent); at 135 ℃; for 24h; Inert atmosphere;

Reference yield:

(+/-)-2-pentanol (6032-29-7,13403-73-1) + phenol (108-95-2,27073-41-2) → methylbutylphenol (87-26-3)

Guidance literature:

With aluminium trichloride; at 40 - 50 ℃;

Reference yield:

2-pentylamine (625-30-9) + phenol (108-95-2,27073-41-2) → 2-(4-Hydroxyphenyl)pentane (94-06-4) + methylbutylphenol (87-26-3) + 1-methylbutyl phenyl ether (14789-87-8)

Guidance literature:

With 7-phenyl-5,6,8,9-tetrahydrodibenzoxanthylium trifluoromethanesulphonate; triethylamine; at 25 ℃; for 72h; Title compound not separated from byproducts;

upstream raw materials:

(+/-)-2-pentanol

phenol

2-(4-Hydroxyphenyl)pentane

5,6,8,9-tetrahydro-7-phenyldibenzoxanthyilium triflouromethanesulphonate

Downstream raw materials:

2,6-di-sec-pentylphenol

2-(4-Hydroxyphenyl)pentane

2-ethyl-6-(1-methylbutyl)phenol

2-sec-amyl-4,6-dinitrophenol

Refernces

• 1、 Tateiwa, Jun-Ichi,Hayama, Ei,Nishimura, Takahiro,Uemura, Sakae. "Metal cation-exchanged montmorillonite (Mn+-mont)-catalysed aromatic alkylation with aldehydes and ketones". . p. 1923 - 1928. Retrieved 2007/10/03.
• 2、 Katritzky, Alan R.,Lopez-Rodriguez, Maria L.,Keay, James G.,King, Roy W.. "Nucleophilic Displacement with Heterocycles as Leaving Groups. Part 16. Reactions of Secondary Alkyl Primary Amines with 5,6,8,9-Tetrahydro-7-phenyldibenzoxanthylium Trifluoromethanesulphonate to give Intermediates Solvolysing without Rearrangement". . p. 165 - 170. Retrieved 2007/10/02.