77-85-0

Basic information

• Product Name: 1,1,1-Tris(hydroxymethyl)ethane
• Synonyms: 1,1,1-Tri(hydroxymethyl)ethane;1,1,1-tris(hydroxymethyl)-ethan;1,1,1-Tris(methylol)ethane;1,3-Propanediol,2-(hydroxymethyl)-2-methyl-;2-(hydroxymethyl)-2-methyl-3-propanediol;2,2-bis(hydroxymethyl)-1-propanol;2,2-di(hydroxymethyl)propanol;3-Propanediol,2-(hydroxymethyl)-2-methyl-1
• CAS NO: 77-85-0
• Molecular Formula: C₅H₁₂O₃
• Molecular Weight: 120.15
• EINECS: 201-063-9
• Product Categories: Industrial/Fine Chemicals
• Mol File: 77-85-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 193-195 °C(lit.)
• Boiling Point: 137°C 15mm
• Flash Point: 160°C
• Appearance: White/Crystalline Powder, Crystals, and/or Chunks
• Density: 1.0456 (rough estimate)
• Vapor Pressure: 0.000292mmHg at 25°C
• Refractive Index: 1.4056 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 14.03±0.10(Predicted)
• Water Solubility: soluble
• Sensitive: Hygroscopic
• BRN: 1304452
• CAS DataBase Reference: 1,1,1-Tris(hydroxymethyl)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-Tris(hydroxymethyl)ethane(77-85-0)
• EPA Substance Registry System: 1,1,1-Tris(hydroxymethyl)ethane(77-85-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: TY7137500
• F: 3
• TSCA: Yes
• Hazardous Substances Data: 77-85-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 77-85-0 differently. You can refer to the following data:
1. Conditioning agent, manufacture of varnishes, alkyd and polyester resins, synthetic drying oils.
2. 1,1,1-Tris(hydroxymethyl)ethane is an intermediate in the production of alkyd and polyester resins, powder coating resins, synthetic lubricants based on polyol esters, stabilizers for plastics, plasticizers, and pigment coatings. It is used in some phase change materials.

Purification Methods

Dissolve it in hot tetrahydrofuran, filter and precipitate it with hexane. It has also been crystallised from acetone/water (1:1). Dry it in a vacuum. [Beilstein 1 H 520, 1 IV 2780.]

InChI:InChI=1/C5H12O3/c1-5(2-6,3-7)4-8/h6-8H,2-4H2,1H3

Synthetic route

trimethyl-(2,2,5-trimethyl-[1,3]dioxan-5-ylmethoxy)-silane → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 24h;	100%

copper-II acetate + propionaldehyde (123-38-6) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With sodium hydroxide; formaldehyd; triethylamine; Ni-Cr-Al In acetone	81.4%

1,1,1-Trimethylolethane dinitrate (84051-79-6) → 3-hydroxymethyl-3-methyloxethane (3143-02-0) + 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + ethyl nitrate (625-58-1) + 1,1,1-Trimethylolethane mononitrate (84051-80-9) + 3-methyl-3-(nitroxymethyl)oxetane (84051-81-0) + NO2- (5.2percent), NO3-

Conditions	Yield
With sodium hydroxide In ethanol; water at 55℃; for 3.10833h; Product distribution; Rate constant; var. NaOH conc.;	A 13% B 0.7% C n/a D 24% E 66% F n/a

trimethylolethane trinitrate (3032-55-1) → 3-hydroxymethyl-3-methyloxethane (3143-02-0) + 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 1,1,1-Trimethylolethane mononitrate (84051-80-9) + 1,1,1-Trimethylolethane dinitrate (84051-79-6) + 3-methyl-3-(nitroxymethyl)oxetane (84051-81-0)

Conditions	Yield
With sodium hydroxide In methanol; water at 55℃; for 86.1667h; Product distribution; Rate constant; Thermodynamic data; var. NaOH conc., var. solv., solv. effect, ΔH(excit.), ΔF(excit.), ΔS(excit.);	A 45.5% B 2.3% C 31.8% D 1.5% E 16.5%

formaldehyd (50-00-0) + benzophenone (119-61-9) + diethyl ether (60-29-7) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-methyl-1.3-propanediol (2163-42-0)

Conditions	Yield
Irradiation;

formaldehyd (50-00-0) + benzophenone (119-61-9) + diethyl ether (60-29-7) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-methyl-1.3-propanediol (2163-42-0) + hydroxy-2-propanone (116-09-6)

Conditions	Yield
Sonnenlicht.Irradiation;

formaldehyd (50-00-0) + ethene (74-85-1) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With sulfuric acid; acetic acid at 130 - 140℃; entsteht das Triacetat;

formaldehyd (50-00-0) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With benzophenone; diethyl ether bei wochenlangem Belichten mit Sonnenlicht;

1,3-Diiod-2-(iodmethyl)-2-methylpropan (85963-60-6) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With hydrazine hydrate at 140℃;

3-hydroxy-2-(hydroxymethyl)-2-methylpropanal (18516-18-2) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With aluminium amalgam
With potassium carbonate
Stage #1: 3-hydroxy-2-(hydroxymethyl)-2-methylpropanal With hydrogen In methanol at 60 - 110℃; under 15001.5 - 45004.5 Torr; Stage #2: With hydrogen at 140 - 180℃; under 15001.5 - 45004.5 Torr; Temperature;

3-hydroxy-2-(hydroxymethyl)-2-methylpropanal (18516-18-2) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2,2-bis(hydroxymethyl)propionic acid (4767-03-7)

Conditions	Yield
With potassium hydroxide

formaldehyd (50-00-0) + propionaldehyde (123-38-6) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

1-bromo-3-chloro-2-chloromethyl-2-methyl-propane (89364-52-3) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
(hydrolysis);

formaldehyd (50-00-0) + propionaldehyde (123-38-6) + quicklime → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

formaldehyd (50-00-0) + propionaldehyde (123-38-6) + alcoholic potash → formic acid (64-18-6) + 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-hydroxymethyl-2-methyl-pentane-1,3-diol (100911-59-9)

sodium acetate (127-09-3) + glycerol (56-81-5) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + diglycerol (627-82-7) + triglycerol + tetraglycerol

Conditions	Yield
weitere Produkte: Hexaglycerin; Heptaglycerin; 2.5(oder 2.6)-Bis-oxymethyl-dioxan-(1.4);

formaldehyd (50-00-0) + 2-methyl-pent-2ξ-enal → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With calcium hydroxide; water
With water; sodium carbonate
With sodium hydroxide; water

1,3-Diiod-2-(iodmethyl)-2-methylpropan (85963-60-6) + hydrazine hydrate (7803-57-8) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
at 140℃;

3-hydroxy-2-(hydroxymethyl)-2-methylpropanal (18516-18-2) + amalgamated sheet aluminium → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

3-hydroxy-2-(hydroxymethyl)-2-methylpropanal (18516-18-2) + alcoholic potash → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2,2-bis(hydroxymethyl)propionic acid (4767-03-7)

5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane (3663-46-5) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / Et3N / CH2Cl2 / 6 h / Heating 2: 100 percent / sodium tetrakis(3,5-trifluoromethylphenyl)borate dihydrate / H2O / 24 h / 30 °C View Scheme
With C64H60Au2N12(2+)*2F6P(1-); water at 20℃; for 6h;

Dipentaerythritol (126-58-9) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: red phosphorus; acetic acid anhydride; HI / 140 °C 2: hydrazine hydrate / 140 °C View Scheme

2-methyl-3-(4-methylbenzoyloxy)-2-((4-(trifluoromethyl)benzoyloxy)methyl)propyl 3,5-bis(trifluoromethyl)benzoate (1163693-67-1) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With methanol; samarium diiodide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide Reflux;

3-hydroxymethyl-3-methyloxethane (3143-02-0) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
Stage #1: 3-hydroxymethyl-3-methyloxethane With hydrogenchloride; 4-Nitrobenzylpyridin; water In 1,4-dioxane Stage #2: With triethylamine In 1,4-dioxane

(4-(5-(hydroxymethyl)-5-methyl-1,3,2-dioxaborinan-2-yl)phenyl)methanol → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + (4-hydroxyphenyl)methanol (623-05-2)

Conditions	Yield
With water; dihydrogen peroxide In aq. phosphate buffer at 37℃; pH=7.4; Kinetics; Concentration; Reagent/catalyst; pH-value;

C5H9O3(3-)*Sb(3+) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0)

Conditions	Yield
With water-d2 In dimethylsulfoxide-d6 Glovebox;

C10H18MnMo6O24(3-)*3Li(1+) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + molybdenum(VI) ion

Conditions	Yield
With methanol Reagent/catalyst;

C10H18MnMo6O24(3-)*3Na(1+) → 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + molybdenum(VI) ion

Conditions	Yield
With water Kinetics;

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + p-toluenesulfonyl chloride (98-59-9) → 2-methyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate) (2387-43-1)

Conditions	Yield
With pyridine at 20℃; for 16h; Inert atmosphere;	100%
With pyridine at 0 - 20℃;	90%
With pyridine In chloroform	81%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + [2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]-acetyl chloride (170996-99-3) → 1,1,1-tris(hydroxymethyl)ethane tris{2'-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]acetate}

Conditions	Yield
In toluene for 72h; Heating;	100%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + phenyl isocyanate (103-71-9) → 1,1,1-tris[(N-phenylcarbamoyloxy)methyl]ethane (292157-64-3)

Conditions	Yield
With MoCl2O2(dmf)2 In dichloromethane for 1h; Inert atmosphere; Reflux;	100%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + (2-chloro-4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenyl)boronic acid (1423007-27-5) → 1-(2-chloro-4-(N-(5-cycloroyl-2-(4-fluorohenyl)-3-(methylcarbamoyl)benzofuran-6-yl)methylsulfonamido)henyl)-4-methyl-2,6,7-trioxa-1-borabicyclo[2.2.2]octan-1-uide potassium salt

Conditions	Yield
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol; (2-chloro-4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenyl)boronic acid In tetrahydrofuran for 4h; Molecular sieve; Reflux; Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 20℃;	100%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + (2-chloro-4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenyl)boronic acid (1423007-27-5) → 1-(4-{N-[3-carbamoyl-5-cyclopropyl-2-(4-fluorophenyl)-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)-4-methyl-2,6,7-trioxa-1-borabicyclo[2.2.2]octan-1-uide potassium salt

Conditions	Yield
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol; (2-chloro-4-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenyl)boronic acid In tetrahydrofuran for 4h; Reflux; Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 20℃;	100%

Trimethyl orthoacetate (1445-45-0) + 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) → C7H16O3

Conditions	Yield
With trifluoroacetic acid In dimethylsulfoxide-d6 at 20℃; for 1h;	100%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + acrylonitrile (107-13-1) → 3,3'-((2-((2-cyanoethoxy)methyl)-2-methylpropane-1,3-diyl)bis(oxy))-dipropanenitrile (60758-55-6)

Conditions	Yield
With sodium hydroxide Ambient temperature;	99%
With potassium hydroxide In 1,4-dioxane at 25℃; for 20h;	83%
With sodium hydroxide In water at 0 - 20℃; Michael Addition;	75%

2-thienyl lithium (2786-07-4) + 2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) → LiCH3C(CH2O)3B(2-thienyl)

Conditions	Yield
Stage #1: 2-thienyl lithium With Triisopropyl borate In tetrahydrofuran; hexane at -78℃; Stage #2: 2-(hydroxymethyl)-2-methylpropane-1,3-diol In tetrahydrofuran; hexane Further stages.;	99%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 4-fluoroboronic acid (1765-93-1) → 4-FC6H4B(OCH2)2C(CH3)CH2OH (1014716-67-6)

Conditions	Yield
In toluene	99%
byproducts: H2O;	99%
In toluene for 3h;
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol; 4-fluoroboronic acid In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With magnesium sulfate In dichloromethane at 20℃; for 0.25h; Inert atmosphere;

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 4-CF3C6H4B(OCH2)2C(CH3)CH2OH (1014716-70-1)

Conditions	Yield
In toluene	99%
byproducts: H2O;	99%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) → 3,4-O2CH2C6H3B(OCH2)2C(CH3)CH2OH (1014716-56-3)

Conditions	Yield
In toluene	99%
byproducts: H2O;	99%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-thiopheneboronic acid pinacol ester (193978-23-3) → C4H3SB(OCH2)3CCH3(1-)*Na(1+)=NaC4H3SB(OCH2)3CCH3

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 60℃; for 16h; Inert atmosphere;	99%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-thiopheneboronic acid pinacol ester (193978-23-3) + sodium hydroxide (1310-73-2) → C4H3SB(OCH2)3CCH3(1-)*Na(1+)=NaC4H3SB(OCH2)3CCH3

Conditions	Yield
In 1,4-dioxane 1.0 equiv. NaOH, 3 equiv. H2O, 60°C; stirred for 16 h; chromy.;	99%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + acetone (67-64-1) → 5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane (3663-46-5)

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 48h; Inert atmosphere;	98%
With toluene-4-sulfonic acid for 48h; Ambient temperature;	96%
With toluene-4-sulfonic acid at 20℃; for 24h;	92%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + hexadecanyl bromide (112-82-3) → 2,2-Bis(hexadecyloxymethyl)propan-1-ol (166384-15-2)

Conditions	Yield
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Metallation; Stage #2: hexadecanyl bromide In N,N-dimethyl-formamide at 50℃; for 44h; Etherification; Further stages.;	98%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) → 5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane (3663-46-5)

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 48h; Inert atmosphere;	98%
With potassium carbonate; toluene-4-sulfonic acid In acetone
With p-toluenesulfonic acid monohydrate; sodium acetate In acetone; Petroleum ether

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + octadecyldimethyl[3-(trimethoxysilyl)propyl]ammonium chloride (27668-52-6) → C38H82NO9Si(1+)*Cl(1-)

Conditions	Yield
In N,N-dimethyl-formamide at 145℃;	98%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2,2-dimethoxy-propane (77-76-9) → 5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane (3663-46-5)

Conditions	Yield
With toluene-4-sulfonic acid In tetrahydrofuran for 1h;	97%
With 4 A molecular sieve; toluene-4-sulfonic acid In chloroform for 17h; Heating;	96%
With toluene-4-sulfonic acid In chloroform for 17h; Heating;	96%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (408492-29-5) → Na(3-Cl-5-(MeO2C)-C6H3B(OCH2)3CCH3)

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 30℃; for 16h; Inert atmosphere;	97%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + sodium hydroxide (1310-73-2) + methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (408492-29-5) → Na(3-Cl-5-(MeO2C)-C6H3B(OCH2)3CCH3)

Conditions	Yield
In 1,4-dioxane 1.0 equiv. NaOH, 3 equiv. H2O, 30°C; stirred for 16 h; chromy.;	97%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + methyllithium (917-54-4) → lithium methyltriolborate

Conditions	Yield
Stage #1: methyllithium With Triisopropyl borate In diethyl ether at -78 - 20℃; for 8.5h; Inert atmosphere; Stage #2: 2-(hydroxymethyl)-2-methylpropane-1,3-diol In diethyl ether at 60℃; for 1h; Inert atmosphere;	97%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-bromodecanoic acid (2623-95-2) → C35H66O9

Conditions	Yield
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol With sodium hydride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 2-bromodecanoic acid In tetrahydrofuran at 65℃; for 24.5h; Cooling with ice; Inert atmosphere;	97%
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1h; Stage #2: 2-bromodecanoic acid In tetrahydrofuran; mineral oil at 0 - 65℃;

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + triethyl phosphate (78-40-0) + Dipentaerythritol (126-58-9) + triethyl phosphite (122-52-1) → C16H34O15P4

Conditions	Yield
Stage #1: 2-(hydroxymethyl)-2-methylpropane-1,3-diol; Dipentaerythritol; triethyl phosphite at 85℃; for 5h; Inert atmosphere; Stage #2: triethyl phosphate With Isobutyl bromide at 185℃; for 16h;	96.1%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + acetic anhydride (108-24-7) → 1,1,1-Tris(acetoxymethyl)ethane (13431-59-9)

Conditions	Yield
With In(OSO2CF3)3 In acetonitrile at 20℃; Acetylation;	96%
With sodium acetate
With dmap; triethylamine

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-chloro-5,5-dimethyl-[1,3,2]dioxaphosphinane (2428-06-0) → C20H39O9P3

Conditions	Yield
With triethylamine In tetrahydrofuran for 15h; Ambient temperature;	96%
With triethylamine at 20℃; for 1.5h;	1.23 g

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + Octanoic acid (124-07-2) → 2-(hydroxymethyl)-2-methyl-1,3-propanediol trioctanoate (67874-06-0)

Conditions	Yield
With pyridine; <(chlorosulfinyloxy)methylene>dimethylammonium chloride In dichloromethane at 20℃; for 6h;	96%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + hexanoic acid (142-62-1) → Trimethylolpropane tricaproate (74634-68-7)

Conditions	Yield
With pyridine; <(chlorosulfinyloxy)methylene>dimethylammonium chloride In dichloromethane at 20℃; for 6h;	96%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 4-methylphenylboronic acid (5720-05-8) → 4-MeC6H4B(OCH2)2C(CH3)CH2OH (1014716-63-2)

Conditions	Yield
In toluene	96%
byproducts: H2O;	96%
In toluene for 4h; Reflux;

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + 2-(3,4-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (401797-02-2) → Na(3,4-(Cl2)-C6H3B(OCH2)3CCH3)

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 30℃; for 16h; Inert atmosphere;	96%

Upstream product

• 18516-18-2 3-hydroxy-2-(hydroxymethyl)-2-methylpropanal 
• 50-00-0 formaldehyd 
• 123-38-6 propionaldehyde 
• 127-09-3 sodium acetate 
• 56-81-5 glycerol 
• 85963-60-6 1,3-Diiod-2-(iodmethyl)-2-methylpropan 
• 7803-57-8 hydrazine hydrate 
• 3143-02-0 3-hydroxymethyl-3-methyloxethane 
• 1163693-67-1 2-methyl-3-(4-methylbenzoyloxy)-2-((4-(trifluoromethyl)benzoyloxy)methyl)propyl 3,5-bis(trifluoromethyl)benzoate 
• 126-58-9 Dipentaerythritol 
• 3663-46-5 5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane 
• 84051-79-6 1,1,1-Trimethylolethane dinitrate 
• 3032-55-1 trimethylolethane trinitrate 
• 89364-52-3 1-bromo-3-chloro-2-chloromethyl-2-methyl-propane 

Downstream Products

• 10535-50-9 2-(hydroxymethyl)-2-methyl-1,3-propanediol trinonanoate 
• 67874-05-9 2-(hydroxymethyl)-2-methyl-1,3-propanediol tridecanoate 
• 3143-02-0 3-hydroxymethyl-3-methyloxethane 
• 3032-55-1 trimethylolethane trinitrate 
• 2210-03-9 2-(bromomethyl)-2-methylpropane-1,3-diol 
• 1067-09-0 1,3-dichloro-2-(chloromethyl)-2-methylpropane 
• 13431-59-9 1,1,1-Tris(acetoxymethyl)ethane 
• 4196-87-6 3-(benzoyloxy)-2-[(benzoyloxy)methyl]-2-methylpropyl benzoate 
• 766-32-5 4-Methyl-2,6,7-trioxabicyclo<2.2.2>octane 
• 2387-43-1 2-methyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate) 
• 56823-85-9 (5-tert-Butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetic acid 3-[2-(5-tert-butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetoxy]-2-[2-(5-tert-butyl-4-hydroxy-2,3-dimethyl-phenyl)-acetoxymethyl]-2-methyl-propyl ester 
• 52205-01-3 (5-methyl-2-phenyl-[1,3,2]dioxaborinan-5-yl)-methanol 
• 22223-55-8 1-Methyl-4-arsa-3,5,8-trioxa-bicyclo<2,2,2>-octan 
• 31044-85-6 ethylidynetris(methyl) tris(benzenesulfonate) 

Relevant articles and documents

A gold(I) complex based on 1,8-naphthyridine functionalized N-heterocyclic carbene (NHC) and its catalytic activity

A gold complex containing 2,7-bis(mesitylimidazolylidenyl)naphthyridine (NHC-NP) has been synthesized. Thus, reaction of [{Ag3(NHC-NP) 2}(PF6)3] with [Au(Me2S)Cl] provided an unusual digold complex bridged by two NHC-NP, forming a 20-membered dinuclear metallacycle [{Au2 (NHC-NP) 2Cl2}-(PF 6)2] (2) in high yield. This complex was characterized by spectroscopic and elemental analysis. This gold complex is active for the hydrolysis of 2,2,5-trimethyl-1,3-dioxane-5-methanol and can be recycled without losing the activity.

Method for preparing trimethylolethane through continuous condensation hydrogenation method

The invention relates to a method for preparing trimethylolethane through a continuous condensation hydrogenation method. According to the method, a condensation reaction still for achieving a continuous hydroxy aldehyde addition reaction of an impinging stream reactor, a gas-liquid-solid three-phase drip bed hydrogenation reactor and a bubbling type fluidized bed hydrogenation reactor are involved, and the two hydrogenation reactors are operated in series and contain a novel nickel hydrogenation catalyst and a main ingredient copper-chrome-aluminum-zinc catalyst respectively. It is guaranteed that formaldehyde and propionaldehyde stably generate a 2,2-dihydroxy methyl propyl aldehyde intermediate under organic weak alkali through the continuous impact steam aldol condensation reactor, generated byproducts are reduced, two hydrogenation reactions of different structures have the advantages of being high in conversion rate, simple in process, high in product purity, good in high temperature stability and the like, and the final yield of trimethylolethane can reach 95% or above.

NOVEL HYDROGEN PEROXIDE-ACTIVABLE, ANTI-OXIDANT COMPOUNDS AND METHODS USING SAME

The present invention includes 4-(hydroxymethyl)phenylboronic esters, which react with hydrogen peroxide to form 4-hydroxybenzyl alcohol, which is an anti-inflammatory and/or anti-oxidant compound. In certain embodiments, the compositions of the invention may be used to treat or prevent oxidative stress and/or inflammation, including ischemic disease.