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2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide
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Name

2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide

 EINECS 221-324-0
CAS No. 3068-32-4 Density 1.49 g/cm3
PSA 114.43000 LogP 0.46440
Solubility Sparingly soluble in water Melting Point 83-85 °C
Formula C14H19BrO9 Boiling Point 412 °C at 760 mmHg
Molecular Weight 411.203 Flash Point 203 °C
Transport Information N/A Appearance White crystalline solid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3068-32-4 (2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide) Hazard Symbols IrritantXi
Synonyms

Galactopyranosylbromide, tetraacetate, a-D- (6CI,7CI,8CI);a-D-Galactopyranosyl bromide, tetraacetate (9CI);1-a-Bromo-2,3,4,6-tetraacetyl-D-galactopyranose;2,3,4,6-Tetra-O-acetyl-a-D-galactopyranosyl bromide;2,3,4,6-Tetra-O-acetyl-a-D-galactosyl bromide;2,3,4,6-Tetraacetyl-a-D-galactopyranosyl bromide;2,3,4,6-Tetraacetyl-a-D-galactosyl bromide;Acetobromo-a-D-galactose;Acetylbromogalactose;Tetra-O-acetyl-a-D-galactopyranosyl bromide;a-Acetobromogalactose;a-Bromotetraacetylgalactose;a-D-Acetobromogalactose;2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide;

Article Data 325

2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide Synthetic route

4163-60-4

β-D-galactose peracetate

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 0 - 20℃;100%
With hydrogen bromide In dichloromethane100%
With bismuth(III) bromide; triethyl-bromo-silane In dichloromethane at 20℃; for 3h;100%
83-87-4, 604-68-2, 604-69-3, 2152-77-4, 4026-35-1, 4163-59-1, 4163-60-4, 4163-61-5, 4163-65-9, 4257-94-7, 4257-96-9, 16299-15-3, 19186-39-1, 19189-55-0, 25878-60-8, 25941-03-1, 32445-48-0, 32445-49-1, 32445-53-7, 32445-54-8, 34685-58-0, 34685-59-1, 43168-42-9, 43168-44-1, 43169-22-8, 43169-25-1, 66966-07-2, 70749-17-6, 80184-01-6, 93221-01-3, 93221-02-4, 99630-88-3, 109215-53-4, 115792-70-6, 115792-73-9, 139894-92-1, 139973-25-4, 144071-49-8, 147648-81-5

penta-O-acetyl-α-D-galactopyranose

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In dichloromethane100%
With hydrogen bromide; acetic acid at 20℃; for 1.5h;99%
With hydrogen bromide; acetic acid at 20℃; for 18h; Inert atmosphere;95%
25878-60-8

D-galactose pentaacetate

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 0 - 10℃;100%
With bismuth(III) bromide; trimethylsilyl bromide In dichloromethane Ambient temperature;99%
With bismuth(III) bromide; trimethylsilyl bromide In dichloromethane at 20℃;99%
59-23-4

D-Galactose

64-19-7

acetic acid

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With Acetyl bromide at 20℃;100%
2872-65-3, 14581-81-8, 17042-40-9, 84380-06-3, 105260-62-6

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With Acetyl bromide; zinc dibromide In dichloromethane at 22℃; for 24h;98%
10257-28-0

D-Galactose

108-24-7

acetic anhydride

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: D-Galactose With Acetyl bromide In methanol
Stage #2: acetic anhydride With acetic acid		95%
With Acetyl bromide In methanol; acetic acid at 20℃; Darkness;90%
With phosphorus; perchloric acid; bromine81.2%
197158-78-4

1,2,3,4,6-penta-O-acetyl-D-galactopyranose

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With hydrogen bromide In dichloromethane; acetic acid at 0 - 20℃;95%

C20H28O9S

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With iodine(I) bromide In dichloromethane; toluene at 20℃; for 1h; Molecular sieve; Inert atmosphere;95%
3646-73-9

α-D-galactopyranose

108-24-7

acetic anhydride

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
Stage #1: α-D-galactopyranose; acetic anhydride With perchloric acid at 5 - 45℃; Inert atmosphere;
Stage #2: With phosphorus; bromine at 20 - 30℃; Inert atmosphere;		94%
3947-62-4, 6207-76-7, 10343-06-3, 19235-21-3, 22554-70-7, 22860-22-6, 57884-82-9, 62057-79-8, 70191-05-8, 109525-54-4, 140147-37-1, 47339-09-3

2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose

3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Conditions
ConditionsYield
With pyridine; (PhO)3P*Br2 In dichloromethane for 0.166667h;90%
With tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide; tetrabutylammomium bromide In N,N-dimethyl-formamide Schlenk technique; Sealed tube; Inert atmosphere; Irradiation;86%
With hydrogen bromide; acetic anhydride In dichloromethane at 20℃; for 4h;85%

2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide Chemical Properties

Product Name: Tetra-O-acetyl-alpha-D-galactopyranosyl bromide (CAS NO.3068-32-4)


Molecular Formula: C14H19BrO9
Molecular Weight: 411.2g/mol
Mol File: 3068-32-4.mol
Melting Point: 83-85 °C
Boiling point: 412 °C at 760 mmHg
Storage Temperature: -20°C
Flash Point: 203 °C
Density: 1.49 g/cm3
Water Solubility: Sparingly soluble
Surface Tension: 47.9 dyne/cm
Enthalpy of Vaporization: 66.46 kJ/mol
Vapour Pressure: 5.35E-07 mmHg at 25°C
XLogP3-AA: 1.5
H-Bond Donor: 0
H-Bond Acceptor: 9
Structure Descriptors of Tetra-O-acetyl-alpha-D-galactopyranosyl bromide (CAS NO.3068-32-4):
  IUPAC Name: [4,5-diacetyloxy-2-(acetyloxymethyl)-6-bromooxan-3-yl] acetate
  Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)Br)OC(=O)C)OC(=O)C)OC(=O)C
  InChI: InChI=1S/C14H19BrO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3 
  InChIKey: CYAYKKUWALRRPA-UHFFFAOYSA-N
Product Categories: Sugars, Carbohydrates & Glucosides; 13C & 2H Sugars; Carbohydrates & Derivatives 

2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide Safety Profile

Safety Information of Tetra-O-acetyl-alpha-D-galactopyranosyl bromide (CAS NO.3068-32-4):
Hazard Codes: XiIrritant
Risk Statements: 36/37/38 
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 26-36-37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing  
37:  Wear suitable gloves  
39:  Wear eye/face protection 
WGK Germany: 3
F: 8-10-21  

2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide Specification

 Tetra-O-acetyl-alpha-D-galactopyranosyl bromide , its CAS NO. is 3068-32-4, the synonyms are EINECS 221-324-0 ; alpha-D-Galactopyranosyl bromide, tetraacetate . 

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