3126-63-4

Basic information

• Product Name: Pentaerythritol glycidyl ether
• Synonyms: 1,3-bis(2,3-epoxypropoxy)-2,2-bis[(2,3-epoxypropoxy)methyl]propane;PENTAERYTHRITOL,TETRAGLYCIDYLETHER;Pentaerythritol glycidyl ether;1,3-Bis(glycidyloxy)-2,2-bis(glycidyloxymethyl)propane;1,3-Bis(oxiranylmethoxy)-2,2-bis(oxiranylmethoxymethyl)propane;2,2'-[[2,2-Bis(oxiran-2-ylmethoxymethyl)-1,3-propanediyl]bis(oxymethylene)]bisoxirane;Tetrakis(glycidyloxymethyl)methane;2-[[3-(oxiran-2-ylmethoxy)-2,2-bis(oxiran-2-ylmethoxymethyl)propoxy]methyl]oxirane
• CAS NO: 3126-63-4
• Molecular Formula: C₁₇H₂₈O₈
• Molecular Weight: 360.39942
• EINECS: 221-507-5
• Mol File: 3126-63-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 412.43°C (rough estimate)
• Flash Point: 199.3 °C
• Appearance: /
• Density: 1.2029 (rough estimate)
• Vapor Pressure: 4.89E-09mmHg at 25°C
• Refractive Index: 1.4430 (estimate)
• CAS DataBase Reference: Pentaerythritol glycidyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Pentaerythritol glycidyl ether(3126-63-4)
• EPA Substance Registry System: Pentaerythritol glycidyl ether(3126-63-4)

Safety Data

• Hazardous Substances Data: 3126-63-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellow liquid

Uses

As a surfactant, Pentaerythritol glycidyl ether is used in many paint and coatings applications such as appliance paint boat paint, building coating. car paint, paper coatingplastic coating, and rubber coating.

Safety Profile

Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.

InChI:InChI=1/C17H28O8/c1(13-5-22-13)18-9-17(10-19-2-14-6-23-14,11-20-3-15-7-24-15)12-21-4-16-8-25-16/h13-16H,1-12H2

Synthetic route

pentaerythritol tetraallyl ether (1471-18-7) → pentaerythritol tetraglycidyl ether (3126-63-4)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 22℃; for 72.67h;	92%
With 3-chloro-benzenecarboperoxoic acid In chloroform at 22℃; for 72h;	92%
With 3-chloro-benzenecarboperoxoic acid In chloroform at 22℃; for 72h;	91%
With sodium silicate; dihydrogen peroxide In methanol; water; acetonitrile at 40℃; for 9h; Solvent; Reagent/catalyst; Temperature; Time; Concentration; Inert atmosphere;	62%

Pentaerythritol (115-77-5) + epichlorohydrin (106-89-8) → pentaerythritol tetraglycidyl ether (3126-63-4)

Conditions	Yield
With sodium hydroxide In water at 20 - 50℃; for 30h;	86%
With potassium hydroxide In dimethyl sulfoxide at 20 - 35℃; for 7h;	37%
With potassium hydroxide In dimethyl sulfoxide at 35℃; for 7h;	79 % Chromat.

Pentaerythritol (115-77-5) + epichlorohydrin (106-89-8) → pentaerythritol tetraglycidyl ether (3126-63-4) + trimethylolpropane triglycidyl ether

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide	A 78% B 15%

Pentaerythritol (115-77-5) + epichlorohydrin (106-89-8) → dimer of pentaerythritol tetraglycidyl ether + pentaerythritol tetraglycidyl ether (3126-63-4) + trimethylolpropane triglycidyl ether

Conditions	Yield
With potassium hydroxide In water; dimethyl sulfoxide at 15 - 20℃; Cooling with ice;	A n/a B 60% C n/a
With potassium hydroxide In dimethyl sulfoxide at 15 - 20℃;	A n/a B 45% C n/a

Pentaerythritol (115-77-5) + p-Tolylaceton (2096-86-8) → pentaerythritol tetraglycidyl ether (3126-63-4)

Conditions	Yield
With potassium permanganate; KOH In diethyl ether; dimethyl sulfoxide; epichlorohydrin

Pentaerythritol (115-77-5) → pentaerythritol tetraglycidyl ether (3126-63-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium hydroxide; tetrabutylammomium bromide / tetrahydrofuran / 24 h / 70 °C 2: 3-chloro-benzenecarboperoxoic acid / chloroform / 72 h / 22 °C View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide; tetrabutylammomium bromide / tetrahydrofuran / 24 h / 70 °C 2: 3-chloro-benzenecarboperoxoic acid / chloroform / 72 h / 22 °C View Scheme

pentaerythritol tetraglycidyl ether (3126-63-4) + dibenzylamine (103-49-1) → C69H81N5O8

Conditions	Yield
In methanol at 22 - 45℃; for 48.17h;	99%

piperazine (110-85-0) + pentaerythritol tetraglycidyl ether (3126-63-4) → pentaerythritol tetra(2-hydroxypropyl-3-piperazine) (893411-77-3)

Conditions	Yield
In methanol at 25℃; for 24.08h;	97%

4-ethoxycarbonylpiperazine (120-43-4) + pentaerythritol tetraglycidyl ether (3126-63-4) → pentaerythritol tetra(2-hydroxy-3-piperazine-N-ethyl carboxylate) (893411-80-8)

Conditions	Yield
In methanol at 25℃; for 1.33333h;	95%

pentaerythritol tetraglycidyl ether (3126-63-4) → pentaerythritol tetra(2-propanol-3-azide) ether (914111-40-3)

Conditions	Yield
With sodium azide; ammonium chloride In water; N,N-dimethyl-formamide at 50℃;	95%
With sodium azide; ammonium chloride In water; N,N-dimethyl-formamide at 50℃; Reflux;	95%

pentaerythritol tetraglycidyl ether (3126-63-4) + 2-Methylaziridine (75-55-8, 41927-28-0, 76612-76-5, 76612-77-6, 205537-16-2) → C29H56N4O8

Conditions	Yield
In methanol at 20℃;	93%

2,2',2''-triaminotriethylamine (4097-89-6) + pentaerythritol tetraglycidyl ether (3126-63-4) → C35H82N12O8 + C41H100N16O8

Conditions	Yield
In methanol at 25℃; for 24h;	A n/a B 92%

2,2',2''-triaminotriethylamine (4097-89-6) + pentaerythritol tetraglycidyl ether (3126-63-4) → C41H100N16O8

Conditions	Yield
In methanol at 25℃; for 24h; Inert atmosphere;	92%

3,3'-Iminodipropionitrile (111-94-4) + pentaerythritol tetraglycidyl ether (3126-63-4) → C41H64N12O8

Conditions	Yield
In methanol at 60℃; for 72h;	90%

Diethyl iminodiacetate (6290-05-7) + pentaerythritol tetraglycidyl ether (3126-63-4) → C41H73N3O20 + C49H88N4O24 (914111-61-8)

Conditions	Yield
In methanol at 60℃; for 60.5h;	A n/a B 89.4%

Diethyl iminodiacetate (6290-05-7) + pentaerythritol tetraglycidyl ether (3126-63-4) → C49H88N4O24 (914111-61-8)

Conditions	Yield
In ethanol at 20 - 60℃; for 60h; Inert atmosphere; Reflux;	89.4%

pentaerythritol tetraglycidyl ether (3126-63-4) + diallylamine (124-02-7) → C41H72N4O8

Conditions	Yield
In methanol at 60℃; for 48.33 - 64h;	89%

1-Decanol (112-30-1) + pentaerythritol tetraglycidyl ether (3126-63-4) → 1-decyloxy-3-[3-(3-decyloxy-2-hydroxy-propoxy)-2,2-bis-(3-decyloxy-2-hydroxy-propoxymethyl)-propoxy]-propan-2-ol

Conditions	Yield
Stage #1: 1-Decanol With potassium Stage #2: pentaerythritol tetraglycidyl ether at 80℃; for 24h;	74%
With potassium at 60℃; for 8h;

pentaerythritol tetra(2-hydroxypropyl-3-piperazine) (893411-77-3) + pentaerythritol tetraglycidyl ether (3126-63-4) → C149H300N32O40

Conditions	Yield
With potassium carbonate In water at 22 - 45℃; for 48.17h;	64.5%

pentaerythritol tetraglycidyl ether (3126-63-4) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → C33H72N4O20

Conditions	Yield
In methanol at 60℃; for 48h;	31%
In methanol at 20 - 60℃; for 64h; Inert atmosphere; Reflux;	31%

pentaerythritol tetraglycidyl ether (3126-63-4) → tetra(episulfide) (893411-65-9)

Conditions	Yield
With lithium tetrafluoroborate; thiourea In acetonitrile at 60℃;	29%
With LiBF4; thiourea In water; acetonitrile	29%

pentaerythritol tetraglycidyl ether (3126-63-4) → C17H32O20S4(4-)*4Na(1+)

Conditions	Yield
With sodium disulfite; sodium hydrogensulfite In methanol; water at 25℃; for 24.37 - 24.38h;	15%

morpholine (110-91-8) + pentaerythritol tetraglycidyl ether (3126-63-4) → C23H44N2O8 + C27H53N3O9

Conditions	Yield
In methanol at 20℃;

4-ethoxycarbonylpiperazine (120-43-4) + pentaerythritol tetraglycidyl ether (3126-63-4) → pentaerythritol tetra(2-hydroxy-3-piperazine-N-ethyl carboxylate) (893411-80-8) + C31H56N4O12 + C38H70N6O14 (911415-32-2)

Conditions	Yield
In methanol at 25 - 40℃; for 6 - 24h; Product distribution / selectivity;

lysidine (534-26-9) + pentaerythritol tetraglycidyl ether (3126-63-4) → C33H60N8O8

Conditions	Yield
In methanol at 20℃; for 72h;

N-(3-methylbutan-2-ylidene)-2-(piperazin-1-yl)ethanamine (1361051-96-8) + pentaerythritol tetraglycidyl ether (3126-63-4) → C39H74N6O8 + C50H97N9O8 + C61H120N12O8

Conditions	Yield
In methanol at 25℃; for 48h; Product distribution / selectivity;

dithiothreitol (893412-17-4) + pentaerythritol tetraglycidyl ether (3126-63-4) → C41H67N5O16S (911415-36-6) + C65H106N10O24S2 (911415-37-7)

Conditions	Yield
In methanol at 20℃; for 72h; Product distribution / selectivity;

dithiothreitol (893412-17-4) + pentaerythritol tetraglycidyl ether (3126-63-4) → C41H67N5O16S (911415-36-6) + C65H106N10O24S2 (911415-37-7) + C89H145N15O32S3 (911415-38-8) + C113H184N20O40S4 (911415-39-9)

Conditions	Yield
In methanol at 20 - 45℃; for 48h; Product distribution / selectivity;

4-methyl-N-(2-(piperazin-1-yl)ethyl)pentan-2-imine (911415-27-5) + pentaerythritol tetraglycidyl ether (3126-63-4) → C65H128N12O8 (911415-29-7) + C41H78N6O8 + C53H103N9O8 (911415-28-6)

Conditions	Yield
In methanol at 25℃; for 48h; Reactivity;

4-methyl-N-(2-(piperazin-1-yl)ethyl)pentan-2-imine (911415-27-5) + pentaerythritol tetraglycidyl ether (3126-63-4) → C53H103N9O8 (911415-28-6)

Conditions	Yield
In methanol at 40℃; for 24h; Product distribution / selectivity;

4-methyl-N-(2-(piperazin-1-yl)ethyl)pentan-2-imine (911415-27-5) + pentaerythritol tetraglycidyl ether (3126-63-4) → C65H128N12O8 (911415-29-7)

Conditions	Yield
In methanol at 60℃;

Upstream product

• 115-77-5 Pentaerythritol 
• 106-89-8 epichlorohydrin 
• 2096-86-8 p-Tolylaceton 
• 1471-18-7 pentaerythritol tetraallyl ether 

Downstream Products

• 120-43-4 4-ethoxycarbonylpiperazine 

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