3101-60-8

Basic information

• Product Name: ARALDITE M
• Synonyms: 4-TERT-BUTYLPHENYL 2,3-EPOXYPROPYL ETHER;4-TERT-BUTYLPHENYL GLYCIDYL ETHER;4-T-BUTYLPHENYL GLYCIDYL ETHER;FORMERLY ARALDITE(R) M;ARALDITE 502;ARALDITE 506;ARALDITE 507;ARALDITE 6005
• CAS NO: 3101-60-8
• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.283
• EINECS: 221-453-2
• Mol File: 3101-60-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 165-170 °C14 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: /Liquid
• Density: 1.038 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00271mmHg at 25°C
• Refractive Index: n20/D 1.515(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: ARALDITE M(CAS DataBase Reference)
• NIST Chemistry Reference: ARALDITE M(3101-60-8)
• EPA Substance Registry System: ARALDITE M(3101-60-8)

Safety Data

• Hazard Codes: Xi,Xn,N,T
• Statements: 36/37/38-43-36/38-22-62-51/53-61
• Safety Statements: 26-36/37/39-39-36-61-45-36/37-53
• WGK Germany: 3
• RTECS: TX4250000
• TSCA: Yes
• Hazardous Substances Data: 3101-60-8(Hazardous Substances Data)

Usage

Uses

4-tert-Butylphenyl glycidyl ether is used in paint industry and serves as organic coating in Paint, boat Paint, building coating material. It is also used as an epoxy reactive diluent.

General Description

Clear light yellow liquid.

Air & Water Reactions

Ethers tend to form unstable peroxides when exposed to oxygen. Ethyl, isobutyl, ethyl tert-butyl, and ethyl tert-pentyl ether are particularly hazardous in this respect. Ether peroxides can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid. Insoluble in water.

Reactivity Profile

ARALDITE M, an ether, can act as a base. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

Fire Hazard

ARALDITE M is combustible.

InChI:InChI=1/C13H18O2/c1-13(2,3)10-4-6-11(7-5-10)14-8-12-9-15-12/h4-7,12H,8-9H2,1-3H3

Upstream product

• 98-54-4 para-tert-butylphenol 
• 106-89-8 epichlorohydrin 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 250778-94-0 (2S)-(+)-3-[4'-(t-butyl)phenoxy]-1,2-epoxypropane 
• 1173884-51-9 tert-butyl [(R)-3-(4-tert-butylphenoxy)-2-hydroxypropyl]carbamate 
• 1173884-62-2 benzyl [(R)-3-(4-tert-butylphenoxy)-2-hydroxypropyl]carbamate 
• 1173884-61-1 ethyl [(R)-3-(4-tert-butylphenoxy)-2-hydroxypropyl]carbamate 
• 14569-65-4 2-hydroxy-1,3-di-(4'-tert-butylphenoxy)propane 
• 5396-38-3 1-(tert-butyl)-4-methoxybenzene 
• 72928-50-8 (4-tert-butyl-phenoxy)-acetaldehyde 
• 60377-64-2 4-[3-(4-tert-Butyl-phenoxy)-2-hydroxy-propylamino]-benzoic acid 
• 60377-57-3 (E)-3-{3-[3-(4-tert-Butyl-phenoxy)-2-hydroxy-propoxy]-phenyl}-acrylic acid 
• 60377-55-1 (Z)-3-{4-[3-(4-tert-Butyl-phenoxy)-2-hydroxy-propoxy]-phenyl}-acrylic acid 

Relevant articles and documents

Depolymerization of Hydroxylated Polymers via Light-Driven C-C Bond Cleavage

The accumulation of persistent plastic waste in the environment is widely recognized as an ecological crisis. New chemical technologies are necessary both to recycle existing plastic waste streams into high-value chemical feedstocks and to develop next-generation materials that are degradable by design. Here, we report a catalytic methodology for the depolymerization of a commercial phenoxy resin and high molecular weight hydroxylated polyolefin derivatives upon visible light irradiation near ambient temperature. Proton-coupled electron transfer (PCET) activation of hydroxyl groups periodically spaced along the polymer backbone furnishes reactive alkoxy radicals that promote chain fragmentation through C-C bond β-scission. The depolymerization produces well-defined and isolable product mixtures that are readily diversified to polycondensation monomers. In addition to controlling depolymerization, the hydroxyl group modulates the thermomechanical properties of these polyolefin derivatives, yielding materials with diverse properties. These results demonstrate a new approach to polymer recycling based on light-driven C-C bond cleavage that has the potential to establish new links within a circular polymer economy and influence the development of new degradable-by-design polyolefin materials.

Synthesis and evaluation of 4-(2-hydroxypropyl)piperazin-1-yl) derivatives as Hsp90 inhibitors

We previously reported 4-(3-((6-bromonaphthalen-2-yl)oxy)-2-hydroxypropyl)-N,N-dimethylpiperazine-1-sulfonamide (1) as a novel heat shock protein 90 inhibitor with moderate activity. In our ongoing efforts for the discovery of Hsp90 modulators we undertake structural investigations on 1. Series of the titled compound were designed, synthesized and evaluated. We have found that compounds with a hydroxyl group at C-4 of the aryl ring on the piperazine moiety possess Hsp90 inhibition properties. Compound 6f with improved activity could be further developed and optimized as Hsp90 inhibitor.

A new synthesis of sultams from amino alcohols

The base-mediated cyclization of N,O-dimesylate derivatives of cyclic and acyclic amino alcohols provides a simple access to five- and six-member sultams: isothiazolidine-1,1-dioxides and thiazinane-1,1-dioxides respectively.