877-65-6

Basic information

• Product Name: 4-TERT-BUTYLBENZYL ALCOHOL
• Synonyms: 4-TERT-BUTYLBENZYL ALCOHOL;RARECHEM AL BD 0269;P-T-BUTYLBENZYL ALCOHOL;(4-tert-Butylphenyl)methanol;4(t-Butyl)benzylalcohol;p-tert-Butylbenzyl alcohol;Butylbenzylalcohol;4-#ntert.-Butylbenzyl alcohol
• CAS NO: 877-65-6
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24
• EINECS: 212-894-1
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 877-65-6.mol
• Article Data: 91

Chemical Properties

• Boiling Point: 140 °C20 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.928 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0114mmHg at 25°C
• Refractive Index: n20/D 1.517(lit.)
• Storage Temp.: Store below +30°C.
• PKA: 14.51±0.10(Predicted)
• Explosive Limit: 1.1-9.5%(V)
• Water Solubility: Soluble in alcohol and insoluble in water.
• BRN: 1860665
• CAS DataBase Reference: 4-TERT-BUTYLBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLBENZYL ALCOHOL(877-65-6)
• EPA Substance Registry System: 4-TERT-BUTYLBENZYL ALCOHOL(877-65-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 877-65-6(Hazardous Substances Data)

Usage

Description

4-TERT-BUTYLBENZYL ALCOHOL is an organic compound that serves as a crucial raw material and intermediate in various chemical processes. It is characterized by its unique chemical structure, which features a tert-butyl group attached to a benzyl alcohol moiety. This structure endows it with specific properties that make it valuable in a range of applications across different industries.

Uses

Used in Organic Synthesis:
4-TERT-BUTYLBENZYL ALCOHOL is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows it to participate in a variety of chemical reactions, making it a versatile building block for the synthesis of complex organic molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, 4-TERT-BUTYLBENZYL ALCOHOL is used as an important raw material for the development of new drugs. Its chemical properties enable it to be incorporated into the molecular structures of pharmaceutical compounds, potentially contributing to their therapeutic effects and improving their pharmacokinetic profiles.
Used in Agrochemicals:
4-TERT-BUTYLBENZYL ALCOHOL is utilized as a vital component in the formulation of agrochemicals, such as pesticides and herbicides. Its chemical properties may enhance the effectiveness of these products, leading to improved crop protection and increased agricultural productivity.
Used in Dye Industry:
In the dye industry, 4-TERT-BUTYLBENZYL ALCOHOL is employed as a significant raw material for the production of various dyes and pigments. Its unique structure allows it to be used in the synthesis of colorants with specific properties, such as improved colorfastness and stability, which are essential for various applications in textiles, plastics, and other industries.

InChI:InChI=1/C11H16O/c1-11(2,3)10-6-4-9(8-12)5-7-10/h4-7,12H,8H2,1-3H3

Upstream product

• 75-44-5 phosgene 
• 60-29-7 diethyl ether 
• 3395-74-2 1-((benzyloxy)methyl)-4-(tert-butyl)benzene 
• 920-39-8 isopropylmagnesium bromide 
• 56428-04-7 (4-tert-butyl-benzyl)-(4-methyl-benzyl)-ether 
• 110-88-3 1,3,5-Trioxan 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 98-51-1 4-tert-butyltoluene 
• 19692-45-6 4-tert-butylbenzyl chloride 
• 75-65-0 tert-butyl alcohol 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 71-43-2 benzene 
• 26537-19-9 methyl 4-tert-butylbenzoate 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 98-51-1 4-tert-butyltoluene 
• 5406-86-0 2-(4-tert-butylphenyl)ethanol 
• 98840-38-1 1-[2-(4-tert-butyl-benzyloxy)-ethyl]-4-[2-(4-chloro-benzhydryloxy)-ethyl]-piperazine 
• 18880-06-3 p-tert.-Butyl-benzyl-triphenyl-phosphoniumchlorid 
• 72390-21-7 1-tert-butoxymethyl-4-tert-butylbenzene 
• 16251-99-3 1-benzyl-4-tert-butylbenzene 
• 38460-98-9 bis(4-methylbenzyl) ether 
• 196861-81-1 (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid 4-tert-butyl-benzyl ester 
• 253185-03-4 tert-butylbenzene 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 67364-88-9 4-tert-butylbenzyl acetate 

Relevant articles and documents

Uranyl(VI) Triflate as Catalyst for the Meerwein-Ponndorf-Verley Reaction

Catalytic transformation of oxygenated compounds is challenging in f-element chemistry due to the high oxophilicity of the f-block metals. We report here the first Meerwein-Ponndorf-Verley (MPV) reduction of carbonyl substrates with uranium-based catalysts, in particular from a series of uranyl(VI) compounds where [UO2(OTf)2] (1) displays the greatest efficiency (OTf = trifluoromethanesulfonate). [UO2(OTf)2] reduces a series of aromatic and aliphatic aldehydes and ketones into their corresponding alcohols with moderate to excellent yields, using iPrOH as a solvent and a reductant. The reaction proceeds under mild conditions (80 °C) with an optimized catalytic charge of 2.3 mol % and KOiPr as a cocatalyst. The reduction of aldehydes (1-10 h) is faster than that of ketones (>15 h). NMR investigations clearly evidence the formation of hemiacetal intermediates with aldehydes, while they are not formed with ketones.

Visible Light Induced Reduction and Pinacol Coupling of Aldehydes and Ketones Catalyzed by Core/Shell Quantum Dots

We present an efficient and versatile visible light-driven methodology to transform aryl aldehydes and ketones chemoselectively either to alcohols or to pinacol products with CdSe/CdS core/shell quantum dots as photocatalysts. Thiophenols were used as proton and hydrogen atom donors and as hole traps for the excited quantum dots (QDs) in these reactions. The two products can be switched from one to the other simply by changing the amount of thiophenol in the reaction system. The core/shell QD catalysts are highly efficient with a turn over number (TON) larger than 4 × 104 and 4 × 105 for the reduction to alcohol and pinacol formation, respectively, and are very stable so that they can be recycled for at least 10 times in the reactions without significant loss of catalytic activity. The additional advantages of this method include good functional group tolerance, mild reaction conditions, the allowance of selectively reducing aldehydes in the presence of ketones, and easiness for large scale reactions. Reaction mechanisms were studied by quenching experiments and a radical capture experiment, and the reasons for the switchover of the reaction pathways upon the change of reaction conditions are provided.

A method of synthesis of alcohols

The present invention belongs to the field of organic synthesis technology, specifically a synthesis method of an alcohol; the present invention is under the catalytic action of tert-butanol lithium, with ester compounds and pinacol borane as raw materials, tetrahydrofuran as a solvent, reacted at 100 ° C for 24h, followed by adding 2mol / LNaOH / MeOH solution, stirred at room temperature overnight to obtain alcohol compounds; the raw materials of the present invention are of extensive sources or easy to prepare, the reaction conditions are relatively mild and do not require a large number of / cumbersome additives, in addition to the tert-butanol lithium catalyst is simple, And the prepared alcohol compounds are of high quality and high separation yield.