ALKYL GLYCIDYL ETHER

CAS NO: 68609-97-2

Synonyms:

Alkyl (C12-C14) glycidyl ether; 68609-97-2; Dodecyl and tetradecyl glycidyl ethers; C48H96O6; 2-(dodecoxymethyl)oxirane,2-(tetradecoxymethyl)oxirane,2-(tridecoxymethyl)oxirane; AGE XY748;C12-C14ALKYLGLYCIDYLETHER;Alkyl-C12-14-glycidylether;(C12-14)alkylglycidyl ether;alkyl (c12-c14) glycidyl ether;DODECYL/TETRADECYL GLYCIDYL ETHER;LS-AGE carbon 22 to carbon myristyl ether;Dodecyl and tetradecyl glycidyl ethers;Oxirane,mono[(C12-14-alkyloxy)methyl]derivs.;Oxirane, 2-[(C12-14-alkyloxy)methyl] derivs;  C12-C14ALKYLGLYCIDYLETHER;Alkyl-C12-14-glycidylether;(C12-14)alkylglycidyl ether;alkyl (c12-c14) glycidyl ether;DODECYL/TETRADECYL GLYCIDYL ETHER;LS-AGE carbon 22 to carbon myristyl ether;Dodecyl and tetradecyl glycidyl ethers;Oxirane,mono[(C12-14-alkyloxy)methyl]derivs.;(+/-)-DODECYL/TETRADECYL GLYCIDYL ETHER, TECH.;oxirane,mono((c12-14-alkyloxy)methyl)derivatives; 2-(dodecoxymethyl)oxirane;2-(tetradecoxymethyl)oxirane;2-(tridecoxymethyl)oxirane; InChI=1S/C17H34O2.C16H32O2.C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18-15-17-16-19-17;1-2-3-4-5-6-7-8-9-10-11-12-13-17-14-16-15-18-16;1-2-3-4-5-6-7-8-9-10-11-12-16-13-15-14-17-15/h17H,2-16H2,1H3;16H,2-15H2,1H3;15H,2-14H2,1H3; Alkyl (C12-C14) glycidyl ether; Alkyl glycidylether; C48H96O6; Dodecyl and tetradecyl glycidyl ethers; 2-[(DODECYLOXY)METHYL]OXIRANE; 2-[(TETRADECYLOXY)METHYL]OXIRANE; 2-[(TRIDECYLOXY)METHYL]OXIRANE; Dodecyl and tetradecyl glycidyl ethers; alkyl glycdyl ether; alkyl, glycdyl, ether; alkil, glisidil, eter; alkil glisidil eter; Alkyl-C12 14 glycidylether;iodine,compd.withmethyloxiranepolymerwithoxiranemonobutylether;oxirane,mono((c12-14-alkyloxy)methyl)derivatives;Oxirane,mono[(C12-14-alkyloxy)methyl]derivs.;alkyl (c12-c14) glycidyl ether; DODECYL/TETRADECYL GLYCIDYL ETHER;(+/-)-DODECYL/TETRADECYL GLYCIDYL ETHER, TECH.;C12-C14ALKYLGLYCIDYLETHER; Alkyl (C12-C14) glycidyl ether; Alkyl glycidylether; C48H96O6; Dodecyl and tetradecyl glycidyl ethers; AKOS015916687; LP018334; O430; I14-51630; 2-[(DODECYLOXY)METHYL]OXIRANE; 2-[(TETRADECYLOXY)METHYL]OXIRANE; 2;[(TRIDECYLOXY)METHYL]OXIRANE; AGE; ;Alkyl (C12-C14) glycidyl ether;68609-97-2;Dodecyl and tetradecyl glycidyl ethers;Alkyl glycidylether; C48H96O6; AKOS015916687; LP018334; O430; I14-51630; Dodecyl and tetradecyl glycidyl ethers, technical grade;2-[(DODECYLOXY)METHYL]OXIRANE; 2-[(TETRADECYLOXY)METHYL]OXIRANE; 2[(TRIDECYLOXY)METHYL] OXIRANE
 

ALKYL GLYCIDYL ETHER 

General description
Dodecyl and tetradecyl glycidyl ethers participates in the synthesis of high molecular weight poly(ethylene oxide)-b-poly(alkylglycidyl ether) diblock copolymers.[1]

C12-C14 alkyl glycidyl ether
CAS: 68609-97-2
C12-C14 alkyl glycidyl ether is an epoxy reactive diluent with low viscosity and toxicity.

C12-C14 alkyl glycidyl ether is used in many paint and coatings applications such as appliance paint, boat paint, building coating, car paint, paper coating, plastic coating, and rubber coating.

Related Categories:     Building Blocks, Chemical Synthesis, Epoxides, Organic Building Blocks, Oxygen Compounds

EC NO: 271-846-8
FORMULA of Alkyl Glycidyl Ether
C12-14OCH2(CHCH2)O

IUPAC Name of Alkyl Glycidyl Ether
2-(dodecoxymethyl)oxirane;2-(tetradecoxymethyl)oxirane;2-(tridecoxymethyl)oxirane

Chemical and Physical Properties of Alkyl Glycidyl Ether
Computed Properties

Property Name
Molecular Weight:769.29 g/mol
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:42
Complexity:512
Topological Polar Surface Area:65.3 A^2
Monoisotopic Mass:768.721 g/mol
Exact Mass:768.721 g/mol
Compound Is Canonicalized:true
Formal Charge:0
Heavy Atom Count:54
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:3
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Isotope Atom Count:0
Covalently-Bonded Unit Count:3

Experimental Properties of Alkyl Glycidyl Ether
Physical Description

Liquid

VISCOSITY: 6-15 mPa's

EPOXY VALUE: 0.32-0.35 eq/100g

ORGANOCHLORINE: < 0.02 eq/100g

INORGANIC CHLORIDES: < 0.005 eq/100g

COLOR (APHA):< 60

MOISTURE:< 0.1%

APPEARANCE: Colorless Liquid

REFRACTIVE INDEX: 1.4470

DENSITY:0.890

Alkyl glycidyl ether is one of the most useful key materials for industrial applications because the addition reaction of various kinds of nucleophilic reagents to the reactive epoxy bond of the glycidyl ethers has led to glyceryl ether derivatives. Glyceryl ether exhibits many interesting physical and pharmacological properties. The alkyl glycidyl ether can presently be produced at an industrial scale under the phase-transfer catalytic Williamson ether synthesis. We have reviwwed some addition reactions of the alkyl glycidyl ether and possibilities for use as the building blocks for the syntheses of surfactants, pharmaceuticals, etc. that contain glyceryl ether skeletons. Typical examples of alkyl glyceryl ether derivatives include: amino ether as cosmetic material, and isodiglycerin mono- and dialkyl ethers and triglycerin monoalkyl ether as a cosmetic or a pharmacologically useful material, respectively. Another interesting reaction is the rearrangement of the epoxy bond of the alkyl glycidyl ether, which gives alkoxy ketone in a one-pot synthesis.

Industry Uses
Adhesives and sealant chemicals
CBI
Paint additives and coating additives not described by other categories
Surface active agents
Viscosity adjustors

C8-C10 alkyl glycidyl ether
C8-C10 alkyl glycidyl ether is a colorless liquid and is an epoxy reactive diluent with low viscosity and toxicity.
C8-C10 alkyl glycidyl ether is used in many paint and coatings applications such as appliance paint, boat paint, building coating, car paint, paper coating, plastic coating, and rubber coating.
We have helped multiple customers, from small end users to large Fortune 500 customers, with their C8-C10 alkyl glycidyl ether supply requirements and can ship bulk and various packaged products to meet such needs.

Molecular Weight of Alkyl glycidyl ether: 769.3 g/mol    Computed by PubChem 2.1 (PubChem release 2019.06.18)
Hydrogen Bond Donor Count of Alkyl glycidyl ether:    0    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Hydrogen Bond Acceptor Count of Alkyl glycidyl ether:    6    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Rotatable Bond Count of Alkyl glycidyl ether:    42    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Exact Mass of Alkyl glycidyl ether:    768.720691 g/mol    Computed by PubChem 2.1 (PubChem release 2019.06.18)
Monoisotopic Mass of Alkyl glycidyl ether:    768.720691 g/mol    Computed by PubChem 2.1 (PubChem release 2019.06.18)
Topological Polar Surface Area of Alkyl glycidyl ether:    65.3 Ų    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Heavy Atom Count of Alkyl glycidyl ether:    54    Computed by PubChem
Formal Charge of Alkyl glycidyl ether:    0    Computed by PubChem
Complexity of Alkyl glycidyl ether:    512    Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Isotope Atom Count of Alkyl glycidyl ether:    0    Computed by PubChem
Defined Atom Stereocenter Count     of Alkyl glycidyl ether:0    Computed by PubChem
Undefined Atom Stereocenter Count of Alkyl glycidyl ether:    3    Computed by PubChem
Defined Bond Stereocenter Count of Alkyl glycidyl ether:    0    Computed by PubChem
Undefined Bond Stereocenter Count of Alkyl glycidyl ether:    0    Computed by PubChem
Covalently-Bonded Unit Count of Alkyl glycidyl ether:    3    Computed by PubChem
Compound  of Alkyl glycidyl ether Is Canonicalized:     Yes

Polymerization of long chain alkyl glycidyl ethers:a platform for micellar gels with tailor-mademelting points

Long chain alkyl glycidyl ethers (AlkGE) represent a highlyhydrophobic class of epoxide monomers. Surprisingly, onlyfew reports regarding techniques amenable to their polymeriz-ation are available. In the seminal work, Tsvetanov et al. intro-duced diblock copolymer structures using high molecularweight PEG and C12-AlkGE (alkyl glycidyl ethers) in a calcium amide-alkoxide cata-lyzed polymerization. For these amphiphilic polyethers core–corona nanoparticles were observed in aqueous solution.1Using phosphazene bases, star-like block copolymer struc-tures,2as well as linear and unusual cyclic block structureswere presented by Kakuchi and Satoh et al.3Very recently, atacticity-controlled synthesis of amphiphilic structures usingdecyl glycidyl ether and ω-hydroxydecyl glycidyl ether was alsodescribed by this group.4Amphiphilic comb-like structurescapitalizing on the Vandenberg catalyst for polymerizationhave also been investigated and were shown to affect the vis-cosity of aqueous solutions.5However, in the case of phospha-zene bases used for epoxide polymerization, full removal oftheir undesired residues in the resulting polyether structuresis challenging.6On the other hand, the catalytic epoxidepolymerization does not enable precise control of molecularweights and end-group functionality.It is well-known that the use of crown ethers is crucial forthe synthesis of high molecular weight polypropylene oxide.7,8Our group recently reported the use of crown ether-mediated epoxide polymerization for glycidyl amines, showing that this approach renders the polymerization of these less reactive epoxides possible and permits full removal of the crown ether after polymerization.