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62147-49-3

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62147-49-3 Usage

Description

2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol, also known as Glycerol, is a colorless, viscous liquid with a sweet taste. It is a simple polyol compound and a derivative of propane, with two hydroxyl groups attached to the first and third carbon atoms. Glycerol is a versatile and widely used organic compound due to its unique chemical properties and diverse applications across various industries.

Uses

Used in Pharmaceutical Industry:
2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol is used as a pharmaceutical agent for its humectant properties, which help retain moisture in the body. It is also used as a solvent in the manufacturing of various drugs and serves as a base for liquid oral and topical medications.
Used in Cosmetics and Personal Care Industry:
In the cosmetics and personal care industry, 2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol is used as a humectant to help maintain moisture in skincare products, hair care products, and toothpaste. It also acts as a thickening agent and helps improve the texture and consistency of these products.
Used in Food and Beverage Industry:
2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol is used as a humectant in the food and beverage industry to retain moisture and improve texture in products like baked goods, confectionery, and beverages. It is also used as a sweetening agent and a solvent for flavorings and additives.
Used in Petrochemical Industry:
In the petrochemical industry, 2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol is used as a building block in organic synthesis and serves as a reagent in various reactions, particularly as a three-carbon nucleophilic or electrophilic component.
Used in Industrial Applications:
2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol is used as a solvent in various industrial applications, such as in the production of inks, dyes, resins, and other chemicals. It is also used as a component in the manufacturing of explosives, antifreeze, and lubricants.
Chemical Properties:
2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol is an off-white powder with a sweet taste and a high boiling point. It is soluble in water and many organic solvents, making it a versatile compound for various applications. Its chemical properties include its ability to form hydrogen bonds and its reactivity as a nucleophile or electrophile in chemical reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 62147-49-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,2,1,4 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 62147-49:
(7*6)+(6*2)+(5*1)+(4*4)+(3*7)+(2*4)+(1*9)=113
113 % 10 = 3
So 62147-49-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O6/c7-1-5(9)3-12-6(10,2-8)4-11-5/h7-10H,1-4H2

62147-49-3 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (A14189)  1,3-Dihydroxyacetone dimer, 97%   

  • 62147-49-3

  • 50g

  • 197.0CNY

  • Detail
  • Alfa Aesar

  • (A14189)  1,3-Dihydroxyacetone dimer, 97%   

  • 62147-49-3

  • 250g

  • 716.0CNY

  • Detail
  • Alfa Aesar

  • (A14189)  1,3-Dihydroxyacetone dimer, 97%   

  • 62147-49-3

  • 1000g

  • 2712.0CNY

  • Detail

62147-49-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-Dihydroxyacetone Dimer

1.2 Other means of identification

Product number -
Other names 2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:62147-49-3 SDS

62147-49-3Synthetic route

glycerol
56-81-5

glycerol

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

Conditions
ConditionsYield
With C32H30N4O4Pd2(2+); p-benzoquinone In water; acetonitrile at 23℃; for 4h;58%
Conditions
ConditionsYield
With triethylamine; thiazolium salt In N,N-dimethyl-formamide at 100℃; Mechanism; Product distribution; influence of amount of paraformaldehyde, paraformaldehyde:catalyst ratio, reaction temperature and time, other amine bases;
D-glucose
50-99-7

D-glucose

A

furfural
98-01-1

furfural

B

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

C

Glyceraldehyde
56-82-6

Glyceraldehyde

Conditions
ConditionsYield
With niobium(V) oxide at 20℃; for 2h; Reagent/catalyst;
D-xylose
58-86-6

D-xylose

A

furfural
98-01-1

furfural

B

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

C

Glyceraldehyde
56-82-6

Glyceraldehyde

Conditions
ConditionsYield
With erbium(III) oxide at 20℃; for 2h;
D-Fructose
57-48-7

D-Fructose

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

C

formic acid
64-18-6

formic acid

D

D-Lactic acid
10326-41-7

D-Lactic acid

Conditions
ConditionsYield
With dibutyltin dilaurate In water at 150℃; for 2h;A 5.4 %Chromat.
B 9.1 %Chromat.
C 6 %Chromat.
D 7.8 %Chromat.
D-Fructose
57-48-7

D-Fructose

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

C

formic acid
64-18-6

formic acid

D

acetic acid
64-19-7

acetic acid

E

2-oxopropanal
78-98-8

2-oxopropanal

Conditions
ConditionsYield
With n-butylstannoic acid In water at 150℃; for 2h;A 5.4 %Chromat.
B 10.2 %Chromat.
C 6.8 %Chromat.
D 7.4 %Chromat.
E 5.2 %Chromat.
D-Fructose
57-48-7

D-Fructose

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

Conditions
ConditionsYield
With dibutyltin dilaurate In water at 150℃; for 2h;A 5.2 %Chromat.
B 6.7 %Chromat.
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1,3-bis-O-(tert-butyldimethylsilyl)-1,3-dihydroxy-2-propanone
127382-65-4

1,3-bis-O-(tert-butyldimethylsilyl)-1,3-dihydroxy-2-propanone

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 18h;100%
With triethylamine In dichloromethane at 20℃; for 12h;99%
With 1H-imidazole In N,N-dimethyl-formamide for 3h; Ambient temperature;98%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

hex-5-ynoic acid
53293-00-8

hex-5-ynoic acid

2-oxopropane-1,3-diyl bis(hex-5-ynoate)

2-oxopropane-1,3-diyl bis(hex-5-ynoate)

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;100%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

acetic anhydride
108-24-7

acetic anhydride

1,3-diacetoxyacetone
6946-10-7

1,3-diacetoxyacetone

Conditions
ConditionsYield
In pyridine for 14h; Ambient temperature;98%
With pyridine85%
With pyridine at 20℃;80%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

3-Butyl-acrolein
2463-63-0

3-Butyl-acrolein

(1R,3aS,6R,6aR)-6-butylhexahydrofuro[3,4-c]furan-1,3a-diol
1186656-01-8

(1R,3aS,6R,6aR)-6-butylhexahydrofuro[3,4-c]furan-1,3a-diol

Conditions
ConditionsYield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 20℃; optical yield given as %ee; enantioselective reaction;98%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

2,5-diethoxy-2,5-bis(hydroxymethyl)-1,4-dioxane
18294-29-6

2,5-diethoxy-2,5-bis(hydroxymethyl)-1,4-dioxane

Conditions
ConditionsYield
sulfuric acid In ethanol 1.) reflux, 30 min, 2.) 4 days;97%
Stage #1: orthoformic acid triethyl ester With sulfuric acid In ethanol for 0.5h; Reflux; Inert atmosphere;
Stage #2: 1,3-dihydroxyacetone dimer In ethanol at 0 - 4℃;
97%
With toluene-4-sulfonic acid In ethanol for 24h;74%
sulfuric acid 1) ethanol, 30 min., reflux, 2) 4 deg C, 24 h; Yield given. Multistep reaction;
With sulfuric acid In ethanol
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium sulphocyanide

potassium sulphocyanide

benzylamine
100-46-9

benzylamine

1-benzyl-2-mercapto-5-hydroxymethyl-imidazole
98412-23-8

1-benzyl-2-mercapto-5-hydroxymethyl-imidazole

Conditions
ConditionsYield
With acetic acid In butan-1-ol for 50h; Ambient temperature;97%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

benzylamine hydrochloride
3287-99-8, 39110-74-2

benzylamine hydrochloride

potassium thioacyanate
333-20-0

potassium thioacyanate

A

1-benzyl-2-mercapto-5-hydroxymethyl-imidazole
98412-23-8

1-benzyl-2-mercapto-5-hydroxymethyl-imidazole

4-benzyl-3a-methyl-3a,4,6,6a-tetrahydro-2H-imidazo[4,5-d][1,3]oxazole-2(3H),5-dithione

4-benzyl-3a-methyl-3a,4,6,6a-tetrahydro-2H-imidazo[4,5-d][1,3]oxazole-2(3H),5-dithione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 55℃; for 18h; Product distribution; Further Variations:; Solvents; Marckwald imidazole synthesis;A 97%
B 2.8%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

4-methoxybenzylamine hydrochloride
17061-61-9

4-methoxybenzylamine hydrochloride

[2-mercapto-1-(4-methoxybenzyl)-1H-imidazol-5-yl]methanol
470690-99-4

[2-mercapto-1-(4-methoxybenzyl)-1H-imidazol-5-yl]methanol

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 55℃; for 18h; Product distribution; Further Variations:; Solvents; Marckwald imidazole synthesis;97%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

(E)-2-Hexenal
6728-26-3

(E)-2-Hexenal

(1R,3aS,6R,6aR)-6-propylhexahydrofuro[3,4-c]furan-1,3a-diol
1186655-96-8

(1R,3aS,6R,6aR)-6-propylhexahydrofuro[3,4-c]furan-1,3a-diol

Conditions
ConditionsYield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 20℃; for 16h; optical yield given as %ee; enantioselective reaction;96%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

(1R,3aS,6R,6aR)-6-octylhexahydrofuro[3,4-c]furan-1,3a-diol
1186656-05-2

(1R,3aS,6R,6aR)-6-octylhexahydrofuro[3,4-c]furan-1,3a-diol

Conditions
ConditionsYield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 20℃; optical yield given as %ee; enantioselective reaction;96%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

benzylamine hydrochloride
3287-99-8, 39110-74-2

benzylamine hydrochloride

potassium thioacyanate
333-20-0

potassium thioacyanate

5-hydroxymethyl-1-phenylmethylimidazoline-2(3H)-thione
98412-23-8

5-hydroxymethyl-1-phenylmethylimidazoline-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;96%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

3,4-methylenedioxybenzylamine hydrochloride
2620-49-7

3,4-methylenedioxybenzylamine hydrochloride

1-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

1-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;95%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

4,6-bis((Z)-4-chlorobenzylidene)-2-ethoxy-2-methyl-1,3-dioxan-5-one

4,6-bis((Z)-4-chlorobenzylidene)-2-ethoxy-2-methyl-1,3-dioxan-5-one

Conditions
ConditionsYield
Stage #1: 1,3-dihydroxyacetone dimer With acetic acid In 1,4-dioxane at 60℃; for 0.166667h; Inert atmosphere;
Stage #2: Triethyl orthoacetate In 1,4-dioxane at 60℃; for 8h;
Stage #3: 4-chlorobenzaldehyde With pyrrolidine In 1,4-dioxane at 20℃; Claisen-Schmidt Condensation;
95%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium sulphocyanide

potassium sulphocyanide

methylamine
74-89-5

methylamine

5-hydroxymethyl-2-mercapto-1-methyl-1H-imidazole
143122-18-3

5-hydroxymethyl-2-mercapto-1-methyl-1H-imidazole

Conditions
ConditionsYield
With acetic acid In butan-1-ol for 50h; Ambient temperature;93%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

p-nitrobenzylamine
7409-30-5

p-nitrobenzylamine

potassium thioacyanate
333-20-0

potassium thioacyanate

1-(4-Nitrobenzyl)-2-Mercapto-5-Hydroxymethylimidazole
114772-19-9

1-(4-Nitrobenzyl)-2-Mercapto-5-Hydroxymethylimidazole

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 55℃; for 18h; Product distribution; Further Variations:; Solvents; Marckwald imidazole synthesis;92%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

(1R,3aS,6R,6aR)-6-pentylhexahydrofuro[3,4-c]furan-1,3a-diol
1186656-02-9

(1R,3aS,6R,6aR)-6-pentylhexahydrofuro[3,4-c]furan-1,3a-diol

Conditions
ConditionsYield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 20℃; optical yield given as %ee; enantioselective reaction;92%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

(2,4-dichlorophenyl)methanamine hydrochloride
73728-66-2

(2,4-dichlorophenyl)methanamine hydrochloride

1-(2,4-dichlorobenzyl)-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

1-(2,4-dichlorobenzyl)-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;92%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

n-butylamine hydrochloride
3858-78-4

n-butylamine hydrochloride

1-butyl-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

1-butyl-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;92%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

(E)-2-methylbut-2-enoyl chloride
35660-94-7

(E)-2-methylbut-2-enoyl chloride

1,3-ditigloyloxyacetone

1,3-ditigloyloxyacetone

Conditions
ConditionsYield
With pyridine In benzene at 0 - 20℃; for 2h;91%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

4-aminobenzyl cyanide
10406-25-4

4-aminobenzyl cyanide

potassium thioacyanate
333-20-0

potassium thioacyanate

1-(4-cyanobenzyl)-2-mercapto-5-hydroxymethylimidazole
252882-62-5

1-(4-cyanobenzyl)-2-mercapto-5-hydroxymethylimidazole

Conditions
ConditionsYield
In water; acetonitrile at 55℃; for 18h; Product distribution; Further Variations:; Solvents; Marckwald imidazole synthesis;90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

4-bromobenzylamine hydrochloride
26177-44-6

4-bromobenzylamine hydrochloride

1-(4-Bromobenzyl)-2-Mercapto-5-Hydroxymethylimidazole
312936-77-9

1-(4-Bromobenzyl)-2-Mercapto-5-Hydroxymethylimidazole

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 55℃; for 18h; Product distribution; Further Variations:; Solvents; Marckwald imidazole synthesis;90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

benzylamine hydrochloride
3287-99-8, 39110-74-2

benzylamine hydrochloride

potassium thioacyanate
333-20-0

potassium thioacyanate

1-benzyl-2-mercapto-5-hydroxymethyl-imidazole
98412-23-8

1-benzyl-2-mercapto-5-hydroxymethyl-imidazole

Conditions
ConditionsYield
In butan-1-ol at 7℃; for 0.5h; Sonication;90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

4-methoxybenzylamine hydrochloride
17061-61-9

4-methoxybenzylamine hydrochloride

5-(hydroxymethyl)-1-(4-methoxybenzyl)-1H-imidazole-2(3H)-thione

5-(hydroxymethyl)-1-(4-methoxybenzyl)-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

2,6-difluorobenzylamine hydrochloride

2,6-difluorobenzylamine hydrochloride

1-(2,6-difluorobenzyl)-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

1-(2,6-difluorobenzyl)-5-(hydroxymethyl)-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

potassium thioacyanate
333-20-0

potassium thioacyanate

2-(thien-2-yl)-ethylamine hydrochloride
86188-24-1

2-(thien-2-yl)-ethylamine hydrochloride

5-(hydroxymethyl)-1-(2-(thiophen-2-yl)ethyl)-1H-imidazole-2(3H)-thione

5-(hydroxymethyl)-1-(2-(thiophen-2-yl)ethyl)-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

methylamine hydrochloride
593-51-1

methylamine hydrochloride

potassium thioacyanate
333-20-0

potassium thioacyanate

5-(hydroxymethyl)-1-methyl-1H-imidazole-2(3H)-thione

5-(hydroxymethyl)-1-methyl-1H-imidazole-2(3H)-thione

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at 60℃; for 16h;90%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4,6-bis((Z)-4-bromobenzylidene)-2-methoxy-2-methyl-1,3-dioxan-5-one

4,6-bis((Z)-4-bromobenzylidene)-2-methoxy-2-methyl-1,3-dioxan-5-one

Conditions
ConditionsYield
Stage #1: 1,3-dihydroxyacetone dimer With acetic acid In 1,4-dioxane at 60℃; for 0.166667h; Inert atmosphere;
Stage #2: Trimethyl orthoacetate In 1,4-dioxane at 60℃; for 8h;
Stage #3: 4-bromo-benzaldehyde With pyrrolidine In 1,4-dioxane at 20℃; Claisen-Schmidt Condensation;
90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

4,6-bis((Z)-4-(dimethylamino)benzylidene)-2-ethoxy-2-methyl-1,3-dioxan-5-one

4,6-bis((Z)-4-(dimethylamino)benzylidene)-2-ethoxy-2-methyl-1,3-dioxan-5-one

Conditions
ConditionsYield
Stage #1: 1,3-dihydroxyacetone dimer With acetic acid In 1,4-dioxane at 60℃; for 0.166667h; Inert atmosphere;
Stage #2: Triethyl orthoacetate In 1,4-dioxane at 60℃; for 8h;
Stage #3: 4-dimethylamino-benzaldehyde With pyrrolidine In 1,4-dioxane at 20℃; Claisen-Schmidt Condensation;
90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

phenyllithium
591-51-5

phenyllithium

(S)- 5,6-dihydro-6-(2-phenylethyl)-2H-pyran-2-one

(S)- 5,6-dihydro-6-(2-phenylethyl)-2H-pyran-2-one

(2aS,2a1R,4aS,6S,7aS)-6-phenethyl-4a-phenyltetrahydro-2H,6H-1,4,5-trioxacyclopenta[cd]inden-2a(3H)-ol

(2aS,2a1R,4aS,6S,7aS)-6-phenethyl-4a-phenyltetrahydro-2H,6H-1,4,5-trioxacyclopenta[cd]inden-2a(3H)-ol

Conditions
ConditionsYield
Stage #1: phenyllithium; (S)- 5,6-dihydro-6-(2-phenylethyl)-2H-pyran-2-one In tetrahydrofuran; dibutyl ether at -78℃; for 0.25h;
Stage #2: 1,3-dihydroxyacetone dimer With camphor-10-sulfonic acid In tetrahydrofuran; dibutyl ether; N,N-dimethyl-formamide at -78 - 0℃; for 2h;
90%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

crotonaldehyde
123-73-9

crotonaldehyde

(1R,3aS,6R,6aR)-6-methylhexahydrofuro[3,4-c]furan-1,3a-diol
1186655-98-0

(1R,3aS,6R,6aR)-6-methylhexahydrofuro[3,4-c]furan-1,3a-diol

Conditions
ConditionsYield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 20℃; optical yield given as %ee; enantioselective reaction;89%

62147-49-3Relevant articles and documents

Fructose conversion in the presence of Sn(iv) catalysts exhibiting high selectivity to lactic acid

Dos Santos, Jailma Barros,De Albuquerque, Nilson José Araújo,De Paiva E Silva Zanta, Carmen Lúcia,Meneghetti, Mario Roberto,Meneghetti, Simoni Margareti Plentz

, p. 90952 - 90959 (2015/11/11)

The catalytic performance of a series of Sn(iv)-based organometallic complexes in fructose conversion was studied under several reaction conditions, and the conversion, yields, and selectivity measurements of this transformation have been evaluated. The results were compared to those obtained from non-catalysed reactions and those in the presence of a conventional catalyst (H2SO4). These organometallic Sn(iv)-based catalysts demonstrated the ability to fully convert fructose into valuable chemicals. Under particular reaction conditions, lactic acid is obtained in good yields and selectivity.

Selective catalytic oxidation of glycerol to dihydroxyacetone

Painter, Ron M.,Pearson, David M.,Waymouth, Robert M.

supporting information; experimental part, p. 9456 - 9459 (2011/03/19)

High selectivity and high yield characterize the oxidation of glycerol into dihydroxyacetone using catalyst 1, with benzoquinone or air as the oxidant. The mechanism proposed involves reversible palladium-alkoxide formation with the turnover-limiting reoxidation of the palladium complex. Copyright

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