2-(1-ADAMANTYL)-4-METHYLPHENOL

Base Information

• Chemical Name: 2-(1-ADAMANTYL)-4-METHYLPHENOL
• CAS No.: 41031-50-9
• Molecular Formula: C17H22O
• Molecular Weight: 242.361
• Hs Code.: 2907199090
• Mol file: 41031-50-9.mol

Synonyms:2-(1-Adamantyl)-4-methylphenol;2-Adamantyl-4-methylphenol;4-Methyl-2-(tricyclo[3.3.1.13,7]dec-1-yl)phenol;

Chemical Property of 2-(1-ADAMANTYL)-4-METHYLPHENOL

Chemical Property:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Melting Point: 128-130 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 359.9 °C at 760 mmHg
• Flash Point: 169.4 °C
• PSA: 20.23000
• Density: 1.137 g/cm³
• LogP: 4.16840
• Water Solubility.: Sparingly Soluble in water (7.8E-3 g/L) (25°C).

Purity/Quality:

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

2-(1-Adamantyl)-4-methylphenol 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2-(1-Adamantyl)-4-methylphenol, is used as a pharmaceutical intermediate. 2-(1-Adamantyl)-4-methylphenol is a suitable starting reagent used in the synthesis of 2-(1-adamantyl)-4-methylthiophenol. It may also be used in the synthesis of 3-(1-adamantyl)-2-hydroxy-5-methylbenzaldehyde by reacting with urotropin. It may be used in the synthesis of adamantyl-substituted chromium(III) complex, a catalyst for enantioselective hetero-Diels-Alder reactions.

Technology Process of 2-(1-ADAMANTYL)-4-METHYLPHENOL

There total 5 articles about 2-(1-ADAMANTYL)-4-METHYLPHENOL 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: 90.0%

1-Adamantyl bromide (768-90-1) + p-cresol (106-44-5) → 2-(1-adamantyl)-4-methylphenol (41031-50-9)

Guidance literature:

With bis(acetylacetonato)dioxidomolybdenum(VI); at 120 ℃; for 2h; Reagent/catalyst; regioselective reaction; Sealed tube;

DOI:10.1134/S1070428015110056

Reference yield: 87.0%

p-cresol (106-44-5) + 1-adamanthanol (768-95-6) → 2-(1-adamantyl)-4-methylphenol (41031-50-9)

Guidance literature:

With Amberlite 200 (H⁺ form); In acetic acid; at 100 ℃; for 2h;

DOI:10.3762/bjoc.8.23

Reference yield:

p-cresol (106-44-5) + 1-chloroadamantane (935-56-8) → 2-(1-adamantyl)-4-methylphenol (41031-50-9)

Guidance literature:

DOI:10.1021/jm00241a015

upstream raw materials:

p-cresol

1-chloroadamantane

1-Adamantyl bromide

1-adamanthanol

Downstream raw materials:

3-(adamantan-1-yl)-2-hydroxy-5-methylbenzaldehyde

4-Methyl-2-(1-adamantyl)-cyclohexanon

C₅₂H₆₄N₂O₂

2-(adamant-1-yl)-4-methyl-6-(chloromethyl)phenol

Refernces

• 1、 Sattler, Aaron,Labinger, Jay A.,Bercaw, John E.. "Highly selective olefin trimerization catalysis by a borane-activated titanium trimethyl complex". supporting information. p. 6899 - 6902. Retrieved 2014/01/06.
• 2、 Wang, Nan,Wang, Ronghua,Shi, Xia,Zou, Gang. "Ion-exchange-resin-catalyzed adamantylation of phenol derivatives with adamantanols: Developing a clean process for synthesis of 2-(1-adamantyl)-4- bromophenol, A key intermediate of adapalene". experimental part. p. 227 - 233. Retrieved 2012/04/10.