Product Name

  • Name

    Dulcitol

  • EINECS 210-165-2
  • CAS No. 608-66-2
  • Article Data99
  • CAS DataBase
  • Density 1.596 g/cm3
  • Solubility Soluble in hot water
  • Melting Point 98-100 °C(lit.)
  • Formula C6H14O6
  • Boiling Point 494.9 °C at 760 mmHg
  • Molecular Weight 182.174
  • Flash Point 292.5 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 8-24/25-36/37-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 608-66-2 (Dulcitol)
  • Hazard Symbols IrritantXi
  • Synonyms Dulcite;Galactitol;Dulcose;Euonymit;Melampyrin;Melampyrit;NSC 1944;
  • PSA 121.38000
  • LogP -3.58540

Synthetic route

D-tagatose
87-81-0

D-tagatose

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; dichloro(benzene)ruthenium(II) dimer; hydrogen In methanol at 100℃; for 17h; Autoclave; diastereoselective reaction;88%
D-Galactose
59-23-4

D-Galactose

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With hydrogen In water; isopropyl alcohol at 109.84℃; under 2400.24 Torr; for 3h; Autoclave;87%
With sodium borate; water Hydrogenation;
With platinum(IV) oxide; water at 25℃; under 1471.02 - 2206.5 Torr; Hydrogenation;
Conditions
ConditionsYield
Stage #1: per-O-trimethylsilyl-D-galactopyranoside With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In 1,4-dioxane at 25℃; for 240h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox; chemoselective reaction;
84%
1,2-3,4-5,6-tri-O-isopropylidene-D-mannitol
81704-51-0

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

A

D-galactitol
608-66-2

D-galactitol

B

3,4-O-isopropylidene-D-mannitol
908575-58-6

3,4-O-isopropylidene-D-mannitol

Conditions
ConditionsYield
With acetic acid at 40℃; for 1.5h;A n/a
B 82%
6-bromo-6-deoxy-D-galactitol
161168-85-0

6-bromo-6-deoxy-D-galactitol

A

D-galactitol
608-66-2

D-galactitol

B

1,4-anhydro-DL-galactitol
51196-40-8

1,4-anhydro-DL-galactitol

Conditions
ConditionsYield
In water for 3h; Heating;A 9%
B 82%
3-Keto-glucose, D-ribo-Hexulose-(3)

3-Keto-glucose, D-ribo-Hexulose-(3)

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With sodium tetrahydroborate In water; dimethyl sulfoxide at 0℃; for 18h;62%
1,2-5,6-dianhydrogalactitol
23261-20-3

1,2-5,6-dianhydrogalactitol

A

D-galactitol
608-66-2

D-galactitol

B

1,5-anhydro-DL-galactitol
51607-75-1

1,5-anhydro-DL-galactitol

Conditions
ConditionsYield
In water for 6h; Heating;A 11%
B 31%
D-raffinose
512-69-6

D-raffinose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

C

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With hydrogen In water; isopropyl alcohol at 109.84℃; under 2400.24 Torr; for 3h; Reagent/catalyst; Solvent; Autoclave;A 15%
B n/a
C n/a

A

allitol
488-44-8

allitol

B

D-galactitol
608-66-2

D-galactitol

ethanol
64-17-5

ethanol

1.6-di-O-trityl-galactitol; compound with pyridine hydrochloride

1.6-di-O-trityl-galactitol; compound with pyridine hydrochloride

A

D-galactitol
608-66-2

D-galactitol

B

Triphenylmethylethylether
968-39-8

Triphenylmethylethylether

Conditions
ConditionsYield
With sodium hydroxide; platinum unter Ausschluss von Luft;
With sodium hydroxide; nickel
With sodium hydroxide; nickel
With sodium hydroxide; platinum unter Ausschluss von Luft;
aldehydo-L-Galactose
15572-79-9

aldehydo-L-Galactose

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With sodium amalgam
D-galactono-1,4-lactone
2782-07-2

D-galactono-1,4-lactone

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With sodium borate; water; boric acid unter Zusatz eines sauren Kationen-Austauschers und anschliessendes Behandeln mit wss.Natronlauge;
D-(+)-lactose
63-42-3

D-(+)-lactose

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With sodium amalgam
With nickel(II) oxide; ethanol; nickel Hydrogenation;
With nickel(II) oxide; ethanol; nickel at 130 - 135℃; under 56240 Torr;
2-amino-2-deoxy-D-galacticol
20706-37-0

2-amino-2-deoxy-D-galacticol

A

2-Deoxy-D-lyxo-hexitol
35910-10-2

2-Deoxy-D-lyxo-hexitol

B

D-galactitol
608-66-2

D-galactitol

C

2-deoxy-2-hydroxymethyl-3,4-threo-pentitol
141564-25-2, 141783-02-0

2-deoxy-2-hydroxymethyl-3,4-threo-pentitol

D

2-deoxy-D-xylo-hexitol
35910-09-9

2-deoxy-D-xylo-hexitol

Conditions
ConditionsYield
With sodium cyanoborohydride; sodium nitrite Product distribution; 1.) H2O, glacial CH3CO2H, 1 h; 2.) r.t., 1 h;
((4S,5R,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methanol

((4S,5R,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methanol

D-galactitol
608-66-2

D-galactitol

(2R,3R)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,3-dihydroxy-propionic acid methyl ester
81028-17-3

(2R,3R)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,3-dihydroxy-propionic acid methyl ester

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
Multistep reaction;
silver chlorate

silver chlorate

osmium tetroxide

osmium tetroxide

A

allitol
488-44-8

allitol

B

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With formic acid; dihydrogen peroxide Erwaermen des Reaktionsprodukts mit wss.Salzsaeure enthaltendem Aethanol;
D-galactonic acid lactone

D-galactonic acid lactone

A

D-galactitol
608-66-2

D-galactitol

B

D-Galactose
59-23-4

D-Galactose

Conditions
ConditionsYield
With sodium amalgam
Dulcit-hexa-O-acetat
951331-14-9

Dulcit-hexa-O-acetat

water
7732-18-5

water

A

D-galactitol
608-66-2

D-galactitol

B

dulcitolane

dulcitolane

Conditions
ConditionsYield
Verseifung;
Dulcit-hexa-O-acetat
951331-14-9

Dulcit-hexa-O-acetat

alkali

alkali

A

D-galactitol
608-66-2

D-galactitol

B

dulcitolane

dulcitolane

Conditions
ConditionsYield
Verseifung;
(R)-4-[(S)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxan-5-ol

(R)-4-[(S)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxan-5-ol

A

D-talitol
643-03-8

D-talitol

B

D-galactitol
608-66-2

D-galactitol

Conditions
ConditionsYield
With hydrogenchloride In methanol for 1h; Hydrolysis; Heating;
D-galactitol
608-66-2

D-galactitol

LACTIC ACID
849585-22-4

LACTIC ACID

Conditions
ConditionsYield
With barium hydroxide octahydrate In methanol at 140℃; for 12h; Inert atmosphere; Sealed tube;99%
With H2O*Ba8H16O16 In methanol at 140℃; for 12h; Sealed tube;99 %Chromat.
D-galactitol
608-66-2

D-galactitol

trityl chloride
76-83-5

trityl chloride

1,6-di-O-trityl-galactitol
161754-54-7

1,6-di-O-trityl-galactitol

Conditions
ConditionsYield
With pyridine for 1.5h; Reflux;91%
With pyridine at 20℃; for 168h;89%
In pyridine at 100℃; for 12h;78%
With pyridine; dmap for 48h; Ambient temperature;69%
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Etherification; tritylation;
D-galactitol
608-66-2

D-galactitol

phenylcarbonochloridothioate
1005-56-7

phenylcarbonochloridothioate

galactitol-1,2:5,6-bis-thionocarbonate
404869-53-0

galactitol-1,2:5,6-bis-thionocarbonate

Conditions
ConditionsYield
Stage #1: D-galactitol With di(n-butyl)tin oxide In toluene
Stage #2: phenylcarbonochloridothioate In chloroform at 20℃; for 4h;
90%
Stage #1: D-galactitol With di(n-butyl)tin oxide In 1,4-dioxane Heating;
Stage #2: phenylcarbonochloridothioate In chloroform at 20℃; for 4h;
90%
D-galactitol
608-66-2

D-galactitol

1,4-monoanhydro-D,L-galacticol

1,4-monoanhydro-D,L-galacticol

Conditions
ConditionsYield
With pyridine hydrochloride at 150℃; for 18h;80%
D-galactitol
608-66-2

D-galactitol

L-tagatose
17598-82-2

L-tagatose

Conditions
ConditionsYield
With galactitol dehydrogenase; sodium pyruvate; NAD; tris hydrochloride; magnesium chloride; lactate dehydrogenase at 30℃; pH 8.5;78%
D-galactitol
608-66-2

D-galactitol

acetone
67-64-1

acetone

1,2-3,4-5,6-tri-O-isopropylidene-D-mannitol
81704-51-0

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

Conditions
ConditionsYield
With sulfonated polystyrene cation exchange resin CAT600 at 40℃; for 3h; Green chemistry;76%
D-galactitol
608-66-2

D-galactitol

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

1,6-bis[(p-methoxyphenyl)(diphenyl)methyl]-galactitol
277744-71-5

1,6-bis[(p-methoxyphenyl)(diphenyl)methyl]-galactitol

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 48h; Substitution;74%
D-galactitol
608-66-2

D-galactitol

acetic anhydride
108-24-7

acetic anhydride

Dulcit-hexa-O-acetat
951331-14-9

Dulcit-hexa-O-acetat

Conditions
ConditionsYield
With triethylammonium acetate at 20℃; for 3h;72%
With pyridine at 22℃; for 16h; Yield given;
With pyridine for 2h; Heating;
With pyridine
D-galactitol
608-66-2

D-galactitol

diethyl 3,3-diethoxypropylphosphonate
15110-17-5

diethyl 3,3-diethoxypropylphosphonate

1,3:4,6-di-O-(3-diethoxyphosphinylpropylidene)galactitol
75084-05-8

1,3:4,6-di-O-(3-diethoxyphosphinylpropylidene)galactitol

Conditions
ConditionsYield
With hydrogenchloride for 168h; Ambient temperature;72%
D-galactitol
608-66-2

D-galactitol

[ReCl3(η(1)-NNC5H4NH)(η(2)-HNNC5H4N)]
184965-45-5

[ReCl3(η(1)-NNC5H4NH)(η(2)-HNNC5H4N)]

[Re(C6H12O6)(η(1)-NNC5H4N)(η(2)-HNNC5H4N)]

[Re(C6H12O6)(η(1)-NNC5H4N)(η(2)-HNNC5H4N)]

Conditions
ConditionsYield
With Et3N In ethanol stirring and refluxing overnight (pptn.); evapn., washing (Et2O, CH2Cl2, water), collection (filtration), drying in air; elem. anal.;72%
D-galactitol
608-66-2

D-galactitol

[Me3Pt(acetone)3][BF4]
213213-60-6, 201987-77-1

[Me3Pt(acetone)3][BF4]

acetone
67-64-1

acetone

A

[(PtMe3)2(D-mannitol)](BF4)2

[(PtMe3)2(D-mannitol)](BF4)2

B

[(PtMe3)2(3,4-O-isopropylidene-D-mannitol)](BF4)2

[(PtMe3)2(3,4-O-isopropylidene-D-mannitol)](BF4)2

Conditions
ConditionsYield
In acetone under ar atm. to soln. (PtMe3(Me2CO)3)BF4 in acetone was added D-mannitol in acetone and stirred for 12 h; react. mixt. was cooled to -50°C and filtered, hexane was added, ppt. was filtered, washed with Et2O, and dried in vacuo; elem. anal.;A 67%
B 29%
D-galactitol
608-66-2

D-galactitol

A

2,5-anhydro-D-altritol
76945-35-2

2,5-anhydro-D-altritol

B

1,4-anhydro-D-galactitol
32742-35-1

1,4-anhydro-D-galactitol

Conditions
ConditionsYield
In water at 276.84℃; for 10h; Kinetics; Temperature;A n/a
B 62.4%
D-galactitol
608-66-2

D-galactitol

dibromodulcitol
10318-26-0, 897960-09-7

dibromodulcitol

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In water at 20 - 50℃; under 750.075 Torr; for 26h; Reagent/catalyst; Temperature; Pressure; Inert atmosphere; Large scale;61%
With hydrogen bromide; acetic acid In water at 40℃; for 15h; pH=2.5; Temperature; pH-value; Reagent/catalyst;55%
With hydrogen bromide; acetic acid In propionic acid at 30℃; for 15h; pH=2; Temperature; pH-value; Solvent; Large scale;55%
D-galactitol
608-66-2

D-galactitol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

2,3;4,5-diisopropylidene-1,6-dihydroxy-D,L-galactiol
20581-93-5

2,3;4,5-diisopropylidene-1,6-dihydroxy-D,L-galactiol

Conditions
ConditionsYield
With camphor-10-sulfonic acid In benzene for 17.5h; Heating;57%
D-galactitol
608-66-2

D-galactitol

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

1,3:4,6-di-O-(2-bromoethylidene)-D-galactitol
85254-33-7

1,3:4,6-di-O-(2-bromoethylidene)-D-galactitol

Conditions
ConditionsYield
With hydrogenchloride for 14h; Ambient temperature;54%
D-galactitol
608-66-2

D-galactitol

acetic anhydride
108-24-7

acetic anhydride

benzyl bromide
100-39-0

benzyl bromide

A

Dulcit-hexa-O-acetat
951331-14-9

Dulcit-hexa-O-acetat

2,3,4,5,6-penta-O-acetyl-1-O-benzyl-D,L-galactitol

2,3,4,5,6-penta-O-acetyl-1-O-benzyl-D,L-galactitol

C

2,3,4,5-tetra-O-acetyl-1,6-di-O-benzylgalactitol

2,3,4,5-tetra-O-acetyl-1,6-di-O-benzylgalactitol

Conditions
ConditionsYield
Stage #1: D-galactitol With bis(tri-n-butyltin)oxide In toluene for 5h; Heating;
Stage #2: benzyl bromide at 70℃; for 30h;
Stage #3: acetic anhydride With pyridine at 20℃;
A 25%
B 47%
C 21%
D-galactitol
608-66-2

D-galactitol

acetone
67-64-1

acetone

A

2,3;4,5-diisopropylidene-1,6-dihydroxy-D,L-galactiol
20581-93-5

2,3;4,5-diisopropylidene-1,6-dihydroxy-D,L-galactiol

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 24h;A 36%
B 41%
With sulfuric acid; copper(II) sulfate for 65h; Ambient temperature; Yield given; Yields of byproduct given;
D-galactitol
608-66-2

D-galactitol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

1,3:5,6-di-O-isopropylidene-D,L-galactitol

1,3:5,6-di-O-isopropylidene-D,L-galactitol

B

1,2:5,6-di-O-isopropylidenegalactitol
120442-07-1

1,2:5,6-di-O-isopropylidenegalactitol

C

2,3;4,5-diisopropylidene-1,6-dihydroxy-D,L-galactiol
20581-93-5

2,3;4,5-diisopropylidene-1,6-dihydroxy-D,L-galactiol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dimethyl sulfoxide at 90 - 95℃; for 1h; Further byproducts given;A 4%
B 35%
C n/a
D n/a
D-galactitol
608-66-2

D-galactitol

A

dulcitol 1,2,4;3,5,6-bis-O-(phosphite)

dulcitol 1,2,4;3,5,6-bis-O-(phosphite)

B

dulcitol 1,6-bis-O-(dichlorophosphite)-2,3;4,5-bis-O-(chlorophosphite)

dulcitol 1,6-bis-O-(dichlorophosphite)-2,3;4,5-bis-O-(chlorophosphite)

Conditions
ConditionsYield
With phosphorus trichloride In 1,4-dioxane at 55 - 60℃; for 25h;A 30%
B n/a
D-galactitol
608-66-2

D-galactitol

1,4-anhydro-DL-galactitol
51196-40-8

1,4-anhydro-DL-galactitol

Conditions
ConditionsYield
With sulfuric acid In water at 140℃; under 15 Torr; for 0.5h;23%

Dulcitol Specification

The Galactitol, with CAS registry number 608-66-2, belongs to the following product categories: (1)Miscellaneous Natural Products; (2)Biochemistry; (3)Galactose; (4)Sugar Alcohols; (5)Sugars; (6)Dextrins、Sugar & Carbohydrates. It has the systematic name of D-galactitol. The main use of this chemical is for medical treatment and bacteriology research. And this chemical is produced from galactose in a reaction catalyzed by aldose reductase. What's more, its EINECS is 200-061-5.

Physical properties of Galactitol: (1)ACD/LogP: -4.67; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.67; (4)ACD/LogD (pH 7.4): -4.67; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 55.38 Å2; (13)Index of Refraction: 1.597; (14)Molar Refractivity: 38.89 cm3; (15)Molar Volume: 114.1 cm3; (16)Polarizability: 15.41×10-24cm3; (17)Surface Tension: 99.8 dyne/cm; (18)Density: 1.596 g/cm3; (19)Flash Point: 292.5 °C; (20)Enthalpy of Vaporization: 87.81 kJ/mol; (21)Boiling Point: 494.9 °C at 760 mmHg; (22)Vapour Pressure: 7.22E-12 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Galactitol irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. You should keep its container dry and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)CO
(2)InChI: InChI=1/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-
(3)InChIKey: FBPFZTCFMRRESA-GUCUJZIJBM
(4)Std. InChI: InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-
(5)Std. InChIKey: FBPFZTCFMRRESA-GUCUJZIJSA-N

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