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77-99-6 Usage

General Description

Trimethylolpropane (TMP) is an organic compound primarily used in the production of various industrial materials. It is colorless, odorless, and appears as crystalline flakes or powder. Often utilized as a building block in synthetic lubricants' combat oxidation or in alkyd resins for coating materials, TMP is known for its exceptional stability properties and resistance to temperature extremes. Its chemical formula is C6H14O3, and other names for it include 2-Ethyl-2-(hydroxymethyl)-1,3-propanediol or 2,2-Bis(hydroxymethyl)butanol. It's also noteworthy that the production of TMP commercially is generally derived from the reaction of butanal with formaldehyde.

Check Digit Verification of cas no

The CAS Registry Mumber 77-99-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 7 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 77-99:
(4*7)+(3*7)+(2*9)+(1*9)=76
76 % 10 = 6
So 77-99-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H14O3/c1-2-6(3-7,4-8)5-9/h7-9H,2-5H2,1H3

77-99-6 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A13084)  2-Ethyl-2-(hydroxymethyl)-1,3-propanediol, 98%   

  • 77-99-6

  • 500g

  • 256.0CNY

  • Detail
  • Alfa Aesar

  • (A13084)  2-Ethyl-2-(hydroxymethyl)-1,3-propanediol, 98%   

  • 77-99-6

  • 2500g

  • 816.0CNY

  • Detail
  • Alfa Aesar

  • (A13084)  2-Ethyl-2-(hydroxymethyl)-1,3-propanediol, 98%   

  • 77-99-6

  • 10000g

  • 3232.0CNY

  • Detail
  • Aldrich

  • (93370)  1,1,1-Tris(hydroxymethyl)propane  dist., ≥98.0% (GC)

  • 77-99-6

  • 93370-250G

  • 311.22CNY

  • Detail
  • Aldrich

  • (93370)  1,1,1-Tris(hydroxymethyl)propane  dist., ≥98.0% (GC)

  • 77-99-6

  • 93370-1KG

  • 569.79CNY

  • Detail
  • Aldrich

  • (148083)  1,1,1-Tris(hydroxymethyl)propane  97%

  • 77-99-6

  • 148083-500G

  • 279.63CNY

  • Detail
  • Aldrich

  • (148083)  1,1,1-Tris(hydroxymethyl)propane  97%

  • 77-99-6

  • 148083-3KG

  • 1,267.11CNY

  • Detail

77-99-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Ethyl-2-(Hydroxymethyl)-1,3-Propanediol

1.2 Other means of identification

Product number -
Other names TMP

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Intermediates,Paint additives and coating additives not described by other categories,Pigments,Solids separation agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:77-99-6 SDS

77-99-6Synthetic route

formaldehyd
50-00-0

formaldehyd

butyraldehyde
123-72-8

butyraldehyde

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 55℃; for 0.0833333h; Temperature;90%
With calcium hydroxide
With sodium hydroxide In water at 40 - 60℃; for 0.75h;
butyraldehyde
123-72-8

butyraldehyde

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With sodium hydroxide; formaldehyd; triethylamine; Ni-Cr-Al88.5%
With formaldehyd; triethylamine In water82.77%
With formaldehyd; triethylamine In water81.59%
2,2-dimethylolbutanal
41966-25-0

2,2-dimethylolbutanal

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With hydrogen at 115℃; under 22502.3 Torr; for 8h;84.8%
With hydrogen; Cu/TiO2 catalyst B of PCT/WO 02/85825; activated at 110℃; under 67506.8 Torr; for 2112h; Conversion of starting material;
With hydrogen; citric acid; activated Cu/TiO2 catalyst J PCT/WO 99/44974 In water at 120℃; under 60006 Torr; Conversion of starting material;
With hydrogen at 120℃; under 22502.3 Torr;
copper-II acetate

copper-II acetate

tris-methylamino-borane
7397-44-6

tris-methylamino-borane

butyraldehyde
123-72-8

butyraldehyde

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With triethylamine In methanol; formaldehyd74.6%
ethylacrolein
922-63-4

ethylacrolein

formaldehyd
50-00-0

formaldehyd

A

bis-TMP

bis-TMP

B

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

C

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane
23235-61-2

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane

Conditions
ConditionsYield
In water at 96 - 100℃; for 3.3h;A 2%
B 67.5%
C 15%
nickel(II) oxide
1313-99-1

nickel(II) oxide

Al2 O3

Al2 O3

butyraldehyde
123-72-8

butyraldehyde

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With formaldehyd; triethylamine14%
2-hydroxymethyl-2-vinyl-propane-1,3-diol
103205-80-7

2-hydroxymethyl-2-vinyl-propane-1,3-diol

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
2,2-bis(hydroxymethyl)-1,4-butanediol
95461-66-8

2,2-bis(hydroxymethyl)-1,4-butanediol

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium acetate
2: 500 °C
3: barium methylate; methanol
4: palladium/charcoal; ethanol / Hydrogenation
View Scheme
4-acetoxy-3,3-bis-acetoxymethyl-but-1-ene
105790-11-2

4-acetoxy-3,3-bis-acetoxymethyl-but-1-ene

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: barium methylate; methanol
2: palladium/charcoal; ethanol / Hydrogenation
View Scheme
1,4-diacetoxy-2,2-bis-acetoxymethyl-butane

1,4-diacetoxy-2,2-bis-acetoxymethyl-butane

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 500 °C
2: barium methylate; methanol
3: palladium/charcoal; ethanol / Hydrogenation
View Scheme
formaldehyd
50-00-0

formaldehyd

butyraldehyde
123-72-8

butyraldehyde

A

bis-TMP

bis-TMP

B

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

C

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane
23235-61-2

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane

Reaxys ID: 11464418

Reaxys ID: 11464418

A

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

B

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane
23235-61-2

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane

C

5-ethyl-1,3-dioxane-5-methanol
5187-23-5

5-ethyl-1,3-dioxane-5-methanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 90℃; for 6h;A n/a
B 5.9 g
C n/a
With toluene-4-sulfonic acid In water at 90℃; for 6h;A n/a
B 15.2 g
C n/a
crude TMP

crude TMP

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
Stage #1: crude TMP With phosphoric acid at 150℃; under 50 Torr; for 1h;
Stage #2: With phosphoric acid at 180℃; for 1h;
2,2-dimethylolbutanal
41966-25-0

2,2-dimethylolbutanal

A

methanol
67-56-1

methanol

B

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

C

trimethylamine-formic acid complex
58828-90-3

trimethylamine-formic acid complex

Conditions
ConditionsYield
With hydrogen In water at 115℃; under 67506.8 Torr;
piperidine
110-89-4

piperidine

N-Formylpiperidine
2591-86-8

N-Formylpiperidine

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

succinic acid anhydride
108-30-5

succinic acid anhydride

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With pyridine In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane
formaldehyd
50-00-0

formaldehyd

2,2-dimethylolbutanal
41966-25-0

2,2-dimethylolbutanal

A

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

B

sodium formate
141-53-7

sodium formate

Conditions
ConditionsYield
With sodium hydroxide In water at 45 - 50℃; for 3.75 - 4.25h; Product distribution / selectivity; Cannizzaro Reaction;
formaldehyd
50-00-0

formaldehyd

butyraldehyde
123-72-8

butyraldehyde

A

ethylacrolein
922-63-4

ethylacrolein

B

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With water; sodium carbonate at 73 - 84℃; Product distribution / selectivity;
With sodium carbonate In water Reagent/catalyst; Temperature; Concentration; Reflux;A 58 g
B 15 g
ethylacrolein
922-63-4

ethylacrolein

formaldehyd
50-00-0

formaldehyd

A

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

B

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane
23235-61-2

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane

Conditions
ConditionsYield
Stage #1: ethylacrolein; formaldehyd In water at 100℃;
Stage #2: With sodium hydroxide In water at 100℃; Reagent/catalyst; Time; Concentration;
A 253 g
B 66 g
C6H11O3(3-)*Sb(3+)

C6H11O3(3-)*Sb(3+)

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With water-d2 In dimethylsulfoxide-d6 Glovebox;
formaldehyd
50-00-0

formaldehyd

butyraldehyde
123-72-8

butyraldehyde

A

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

B

2,2-dimethylolbutanal
41966-25-0

2,2-dimethylolbutanal

Conditions
ConditionsYield
With triethylamine at 35℃; for 3h; Cannizzaro Reaction;
formaldehyd
50-00-0

formaldehyd

butyraldehyde
123-72-8

butyraldehyde

A

methanol
67-56-1

methanol

B

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Conditions
ConditionsYield
With potassium hydroxide In water at 60℃; for 1h; Temperature; Cannizzaro Reaction;A 11.71 %Chromat.
B 76.63 %Chromat.
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

trimethylolpropane triallyl ether
682-08-6

trimethylolpropane triallyl ether

Conditions
ConditionsYield
With sodium hydroxide; sodium chloride; tetrabutylammomium bromide In toluene100%
With sodium hydroxide; tetrabutylammomium bromide 1.) water, 80 deg C, 0.5 h, 2.) 80 deg C, 7 h; Yield given. Multistep reaction;
With sodium hydroxide; tetrabutylammomium bromide In water at 45℃; for 22h; Allylation;
With tetrabutylammomium bromide; sodium hydroxide at 45℃; for 22h;
2-bromophenylacetic acid
4870-65-9

2-bromophenylacetic acid

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Bromo-phenyl-acetic acid 2,2-bis-(2-bromo-2-phenyl-acetoxymethyl)-butyl ester

Bromo-phenyl-acetic acid 2,2-bis-(2-bromo-2-phenyl-acetoxymethyl)-butyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 110℃;100%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

2-oxiranylmethylisoindole-1,3-dione
5455-98-1

2-oxiranylmethylisoindole-1,3-dione

oxiranyl-methanol
556-52-5

oxiranyl-methanol

C72H107N3O34

C72H107N3O34

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane With potassium tert-butylate In tetrahydrofuran at 120℃; for 18h; Inert atmosphere;
Stage #2: oxiranyl-methanol In tetrahydrofuran at 120℃; for 0.5h; Inert atmosphere;
Stage #3: 2-oxiranylmethylisoindole-1,3-dione In tetrahydrofuran at 120℃; Inert atmosphere;
100%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

vinyl glycolic acid
600-17-9

vinyl glycolic acid

C18H26O9

C18H26O9

Conditions
ConditionsYield
With salicylaldehyde In toluene at 100℃; for 14h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;100%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

salicylaldehyde
90-02-8

salicylaldehyde

2-[(5-ethyl-5-hydroxymethyl)-1,3-dioxan-2-yl]phenol
22251-64-5

2-[(5-ethyl-5-hydroxymethyl)-1,3-dioxan-2-yl]phenol

Conditions
ConditionsYield
With sulfuric acid at 80℃;100%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Diethyl carbonate
105-58-8

Diethyl carbonate

A

trimethylolpropane cyclic monocarbonate

trimethylolpropane cyclic monocarbonate

B

C9H18O5
1286272-49-8

C9H18O5

Conditions
ConditionsYield
With Novozym435 at 60℃; for 48h; Molecular sieve; Enzymatic reaction; neat (no solvent);A 6%
B 99.4%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

acetone
67-64-1

acetone

1,3-dioxa-5-ethyl-2,2-dimethyl-5-cyclohexylmethanol
20761-68-6

1,3-dioxa-5-ethyl-2,2-dimethyl-5-cyclohexylmethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water; Petroleum ether for 10h; Reflux;99%
With toluene-4-sulfonic acid at 20℃; for 16h;78%
With toluene-4-sulfonic acid In Petroleum ether Heating;76%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

1,1,1-tri(4-phenylbutyroxymethyl)propane

1,1,1-tri(4-phenylbutyroxymethyl)propane

Conditions
ConditionsYield
tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene for 24h; Heating;99%
With molecualar sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene at 120℃; for 24h;99%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

tributyltin methoxide
1067-52-3

tributyltin methoxide

1,1,1-tris(tributyltinoxymethyl) propane
79428-57-2

1,1,1-tris(tributyltinoxymethyl) propane

Conditions
ConditionsYield
In neat (no solvent) 1,1,1-trymethylolpropane to methoxytributyltin ratio 1:3; mixed, heatedat 100-150°C for 1 h at P=50 mm; evacuated to P=1 mm for 0.5 h, heated at 190-220°C; distd., IR, elem. anal.;99%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

C27H43N3O13

C27H43N3O13

C87H137N9O39

C87H137N9O39

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; acetonitrile at 20℃;99%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

acryloyl chloride
814-68-6

acryloyl chloride

2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
15625-89-5

2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate

Conditions
ConditionsYield
With 4-methoxy-phenol; triethylamine; hydroquinone at 60℃; for 2h; Temperature;98.38%
In pyridine; benzene at 50℃; for 30h;81%
With pyridine In benzene at 50℃; for 30h;81%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

C18H32O6

C18H32O6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 90 - 112℃; for 10h; Reagent/catalyst; Solvent; Dean-Stark;98%
formaldehyd
50-00-0

formaldehyd

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

5-ethyl-1,3-dioxane-5-methanol
5187-23-5

5-ethyl-1,3-dioxane-5-methanol

Conditions
ConditionsYield
With cationite KU-2 In benzene Reflux; Dean-Stark;97%
With toluene-4-sulfonic acid In toluene for 4h; Heating;95%
With toluene-4-sulfonic acid In toluene for 4h; Heating;95%
With toluene-4-sulfonic acid In tetrahydrofuran for 3h; Reflux;93%
With toluene-4-sulfonic acid
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

isooctanoic acid
929-10-2

isooctanoic acid

C30H56O6

C30H56O6

Conditions
ConditionsYield
With chlorosulfonic acid; 3,5-dichloro-2-hydroxybenzenesulfonyl chloride; 3-methylimidazoletrifluoromethanesulfonate; toluene-4-sulfonic acid In tetrahydrofuran; propan-1-ol at 200℃; for 10h; Temperature; Large scale;97%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

C20H26O7S2

C20H26O7S2

B

2-ethyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate)
6962-93-2

2-ethyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate)

Conditions
ConditionsYield
With pyridine at -5 - 20℃; for 48h;A n/a
B 96.5%
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

hydrogenated castor oil

hydrogenated castor oil

polymer, product of polycondensation of 2-ethyl-2-(hydroxymethyl)-1,3-propanediol, sebacic acid, and hydrogenated castor oil

polymer, product of polycondensation of 2-ethyl-2-(hydroxymethyl)-1,3-propanediol, sebacic acid, and hydrogenated castor oil

Conditions
ConditionsYield
With dibutyltin(II) dilaurate at 180 - 200℃;96.4%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

tris((trimethylsiloxy)methyl)propane
17940-81-7

tris((trimethylsiloxy)methyl)propane

Conditions
ConditionsYield
With activated clay at 60 - 70℃; for 3h;96.4%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

4-(1,3-diacetoxypropan-2-yloxy)-4-oxobutanoic acid

4-(1,3-diacetoxypropan-2-yloxy)-4-oxobutanoic acid

C39H56O24

C39H56O24

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 25℃; for 24.5h;96%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

ethyl chlorocarbonylacetate
36239-09-5

ethyl chlorocarbonylacetate

O,O'-(2-(((3-ethoxy-3-oxopropanoyl)oxy)methyl)-2-ethylpropane-1,3-diyl) diethyl dimalonate

O,O'-(2-(((3-ethoxy-3-oxopropanoyl)oxy)methyl)-2-ethylpropane-1,3-diyl) diethyl dimalonate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; dichloromethane at 20℃; for 12h;96%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane; phosphorous acid trimethyl ester at 80 - 120℃; for 4h;
Stage #2: With methyl p-toluene sulfonate at 170 - 180℃; for 2h; Reagent/catalyst; Temperature;
96%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Dipentaerythritol
126-58-9

Dipentaerythritol

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

methyl-(5-ethyl-2-methyl-1,3,2-dioxaphosphorinan-5-yl)methyl methyl ester (P-oxide phosphonate)

methyl-(5-ethyl-2-methyl-1,3,2-dioxaphosphorinan-5-yl)methyl methyl ester (P-oxide phosphonate)

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane; Dipentaerythritol; phosphorous acid trimethyl ester With phosphoric acid at 85℃; for 5h; Inert atmosphere;
Stage #2: dimethyl methane phosphonate With 1-bromo-butane at 185℃; for 16h;
95.8%
trimethyl phosphite
512-56-1

trimethyl phosphite

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Dipentaerythritol
126-58-9

Dipentaerythritol

C13H25O10P3

C13H25O10P3

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane; tri-n-butyl phosphite; Dipentaerythritol With sulfuric acid at 85℃; for 5h; Inert atmosphere;
Stage #2: trimethyl phosphite With 1-Bromopentane at 185℃; for 16h;
95.6%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

bromoacetic acid
79-08-3

bromoacetic acid

C12H17Br3O6
343846-05-9

C12H17Br3O6

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol; toluene-4-sulfonic acid In toluene for 7h; Reflux;95.1%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

C32H50O15S4

C32H50O15S4

TMP-(S-S)3-G1-(acet)3

TMP-(S-S)3-G1-(acet)3

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0℃;95.1%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

perfluoroisobutylene
382-21-8

perfluoroisobutylene

A

1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane
382-24-1

1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

B

2-hexafluoroisopropylidene-5-ethyl-5--1,3-dioxane
97651-62-2

2-hexafluoroisopropylidene-5-ethyl-5--1,3-dioxane

Conditions
ConditionsYield
With potassium fluoride In acetonitrile 1) 0 deg C, 1 hour 2) 20 deg C, 11-12 h;A n/a
B 95%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

acrylic acid
79-10-7

acrylic acid

2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
15625-89-5

2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate

Conditions
ConditionsYield
With methanesulfonic acid; hypophosphorous acid; hydroquinone In cyclohexane at 70 - 91℃; under 3750.38 Torr;95%
Stage #1: With hypophosphorous acid; 4-methoxy-phenol; copper dichloride In cyclohexane; water at 70 - 75℃;
Stage #2: 1,1,1-tri(hydroxymethyl)propane; acrylic acid With toluene-4-sulfonic acid In cyclohexane; water at 95 - 130℃; for 6 - 10h;
With methanesulfonic acid; hydroquinone In toluene at 120℃; for 5h;

77-99-6Relevant articles and documents

METHOD FOR PREPARING TRIMETHYLOLPROPANE

-

Paragraph 0064-0066, (2020/07/07)

A method for preparing trimethylolpropane, the method including: subjecting dimethylolbutanal (DMB) to a hydrogenation reaction in the presence of a metal catalyst and an alcohol solvent. During the hydrogenation reaction, a weight ratio of the alcohol solvent based to dimethylolbutanal is 2 to 10.

Method For The Combined Production of Polyols In The Presence Of An Inorganic Base

-

Paragraph 0049; 0050, (2019/08/20)

The present invention relates to a process for simultaneously consecutive preparation of polyols by base-catalysed reaction of at least two different mid-chain aldehydes with formaldehyde. The simultaneous consecutive mode of operation makes it possible to achieve high conversions and high selectivities for both aldehydes, with additional achievement of a distinct reduction in the amount of unreacted formaldehyde remaining. This leads to improved process economics, since the energy costs for workup of the formaldehyde stream are distinctly reduced.

Precise Steric Control over 2D versus 3D Self-Assembly of Antimony(III) Alkoxide Cages through Strong Secondary Bonding Interactions

Moaven, Shiva,Yu, Jingze,Yasin, Jason,Unruh, Daniel K.,Cozzolino, Anthony F.

supporting information, p. 8372 - 8380 (2017/07/22)

Antimony(III) alkoxide cages were designed as building blocks for predictable supramolecular self-assembly. Supramolecular synthons featuring two Sb···O secondary bonding interactions (SBIs), each SBI stronger than 30 kJ/mol, were used to drive the formation of the supramolecular architectures. Judicious choice of pendant groups provided predictable control over the formation of self-assembled 3D columnar helices, which crystallized with hollow morphologies, or a self-assembled 2D bilayer. The Sb-O stretching frequency provides a spectroscopic signature of Sb···O SBI formation.

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