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3969-84-4

Basic Information
CAS No.: 3969-84-4
Name: 3,4-O-ISOPROPYLIDENE-D-MANNITOL
Article Data: 35
Molecular Structure:
Molecular Structure of 3969-84-4 (3,4-O-ISOPROPYLIDENE-D-MANNITOL)
Formula: C9H18O6
Molecular Weight: 222.238
Synonyms: Mannitol,3,4-O-isopropylidene- (6CI,7CI);Mannitol, 3,4-O-isopropylidene-, D- (8CI);3,4-Isopropylidene-D-mannitol;D-Mannitol3,4-acetonide;NSC 121512;
Density: 1.304 g/cm3
Melting Point: 85-88 °C(lit.)
Boiling Point: 438.8 °C at 760 mmHg
Flash Point: 219.2 °C
Appearance: White crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 22-24/25-36-26
PSA: 99.38000
LogP: -1.78710
Synthetic route

3969-59-3, 4239-88-7, 81704-51-0

(+)-1,2,3,4,5,6-tris-O-isopropylidene-D-mannitol

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

3969-59-3

mannitol triacetonide

A

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

B

38145-93-6

1,2:3,4-di-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
With H-Beta zeolite; water In methanol at 20℃; for 6h; Product distribution; Further Variations:; Reagents; reaction time; molar ratio;A 36%
B 48%
With hydrogenchloride In ethanol at 45℃; for 1h;A 36 % Chromat.
B 42 % Chromat.
With hydrogenchloride In ethanol at 45℃; for 1h; Product distribution; time;A 36 % Chromat.
B 42 % Chromat.
69-65-8

mannitol

67-64-1

acetone

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
Stage #1: mannitol; acetone With sulfuric acid at 20℃; for 48h;
Stage #2: With acetic acid In water for 2h; Further stages.;
38%
With sulfuric acid; acetic acid 1.) HOAc, 25 deg C, 20 h, 2.) 40 deg C, 1.75 h; Yield given. Multistep reaction;
With sulfuric acid; acetic acid 1.) 23 deg C, 24 h, 2.) 40 deg C, 2 h; Multistep reaction;
Stage #1: mannitol; acetone With sulfuric acid cyclocondensation;
Stage #2: In water; acetic acid Hydrolysis; Further stages.;
Stage #1: mannitol; acetone With sulfuric acid cyclocondensation;
Stage #2: With acetic acid at 40℃; for 2.5h; Hydrolysis; Further stages.;
64-19-7

acetic acid

3969-59-3

mannitol triacetonide

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

3.4-isopropylidene-1.6-dibenzoyl-d-mannitol

3.4-isopropylidene-1.6-dibenzoyl-d-mannitol

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
With ammonia at 20℃;
63700-05-0

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

69-65-8

mannitol

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
With sodium carbonate; sulfuric acid In acetone
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / acetone / 24 h / Reflux
2: hydrogenchloride / water; methanol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: indium(III) triflate / 3 h / 65 °C
2: methanol / 2 h / 40 °C / Acidic conditions
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / acetone
2: acetic acid / water / 1 h / 40 °C
View Scheme
18162-48-6

tert-butyldimethylsilyl chloride

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

172995-87-8

1,6-bis(tert-butyldimethylsilyloxy)-3,4-di-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0℃; for 2h;100%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;100%
With dmap; triethylamine In dichloromethane at 20℃; for 8h;94%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1.25h;
589-15-1

1-bromomethyl-4-bromobenzene

3969-84-4

3,4-di-O-isopropylidene-D-mannitol

1,2,5,6-tetra-O-(4-bromobenzyl)-3,4-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
Stage #1: 3,4-di-O-isopropylidene-D-mannitol With 1H-imidazole; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1-bromomethyl-4-bromobenzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 24h; Inert atmosphere;
100%
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Chemistry

IUPAC Name: (1S)-1-[(4R,5S)-5-[(1S)-1,2-Dihydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol
Product Name: 3,4-O-Isopropylidene-d-mannitol
The MF of (1S)-1-[(4R,5S)-5-[(1S)-1,2-Dihydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol (CAS NO.3969-84-4) is C9H18O6.

                                             
The MW of (1S)-1-[(4R,5S)-5-[(1S)-1,2-Dihydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol (CAS NO.3969-84-4) is 222.24.
Synonyms of (1S)-1-[(4R,5S)-5-[(1S)-1,2-Dihydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol (CAS NO.3969-84-4): 3,4-Isopropylidene-D-mannitol ; 3,4-O-Isopropylidene-D-mannitol ; 3,4-Isopropylidene-D-mannitol , 98%
Product Categories: Biochemistry;Dioxanes & Dioxolanes;Dioxolanes;O-Substituted Sugars;Sugar Alcohols;Sugars;Naphthyridine,Quinoline;Carbohydrate Synthesis
Apperance: White crystalline powder
Index of Refraction: 1.509 
Density: 1.303 g/ml
Flash Point: 219.2 °C
Boiling Point: 438.8 °C
Melting Point: 85-88 °C
Storage temp: Store at 0 °C

Uses

  (1S)-1-[(4R,5S)-5-[(1S)-1,2-Dihydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol (CAS NO.3969-84-4) is used as Chemical reagents, organic intermediates, fine chemicals, pharmaceutical research and development.

Safety Profile

Safety information of (1S)-1-[(4R,5S)-5-[(1S)-1,2-Dihydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol (CAS NO.3969-84-4):
Hazard Codes  HarmfulXn
Risk Statements 
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
36/37/38 Irritating to eyes, respiratory system and skin
Safety Statements 
22 Do not breathe dust
24/25 Avoid contact with skin and eyes
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36 Wear suitable protective clothing
WGK Germany  3