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Name	3,4-O-Isopropylidene-d-mannitol	EINECS	N/A
CAS No.	3969-84-4	Density	1.304 g/cm³
PSA	99.38000	LogP	-1.78710
Solubility	N/A	Melting Point	85-88 °C(lit.)
Formula	C₉H₁₈O₆	Boiling Point	438.8 °C at 760 mmHg
Molecular Weight	222.238	Flash Point	219.2 °C
Transport Information	N/A	Appearance	White crystalline powder
Safety	22-24/25-36-26	Risk Codes	20/21/22-36/37/38
Molecular Structure		Hazard Symbols	Xn
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;	Article Data	35

3,4-O-Isopropylidene-d-mannitol 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With ammonia at 20℃;

: 7732-18-5
water

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

3,4-O-Isopropylidene-d-mannitol Chemical Properties

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

3,4-O-Isopropylidene-d-mannitol 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.

3,4-O-Isopropylidene-d-mannitol 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 Harmful Xn
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

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