| Identification | More | [Name]
2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide | [CAS]
3068-32-4 | [Synonyms]
2,3,4,6-O-TETRAACETYL-1-BROMOGALACTOSE
2,3,4,6-TETRA-O-ACETYL-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL BROMIDE
2,3,4,6-TETRA-O-ACETYL-A-D-GALACTOPYRANOSYL BROMIDE
2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSYL BROMIDE
ACETOBROMO-ALPHA-D-GALACTOSE
ACETOBROMOGALACTOSE
ALPHA-ACETOBROMO-D-GALACTOSE
ALPHA-D-ACETOBROMOGALACTOSE
BROMO-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE
BROMO 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSIDE
acetobromo-ó-d-galactose
alpha-d-galactopyranosylbromide,tetraacetate
tetra-O-acetyl-alpha-D-galactopyranosyl bromide
2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide
Acetobromo-alpha-D-galactose
acetobromo-D-galactose
ACETOBROMO-A-D-GALACTOSE
ACETOBROMO-ALPHA-D-GALACTOSE, STAB.
ACETIC ACID 4,5-DIACETOXY-6-ACETOXYMETHYL-2-BROMO-TETRAHYDRO-PYRAN-3-YL ESTER
A-D-GALACTOPYRANOSYL BROMIDE
ALPHA-D-ACETOBROMOGALACTOPYRANOSIDE | [EINECS(EC#)]
221-324-0 | [Molecular Formula]
C14H19BrO9 | [MDL Number]
MFCD00063686 | [Molecular Weight]
411.2 | [MOL File]
3068-32-4.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
83-85 °C | [alpha ]
210 º (c=3, CHCl3) | [Boiling point ]
412.0±45.0 °C(Predicted) | [density ]
1.7028 (rough estimate) | [refractive index ]
1.4490 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Solid | [color ]
White to Pale Yellow | [biological source]
synthetic (organic) | [Optical Rotation]
[α]25/D 200 to 225 °, c =0.5% (w/v) in chloroform | [Water Solubility ]
Sparingly soluble | [Usage]
Temperature and moisture sensitive; Store in freezer; Stabilized with 2% CaCO | [BRN ]
96671 | [Stability:]
Temperature Sensitive; Store in freezer; Stabilized with 2% CaCO3 | [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/t10-,11+,12+,13-,14+/m1/s1 | [InChIKey]
CYAYKKUWALRRPA-HTOAHKCRSA-N | [SMILES]
CC(=O)OC[C@H]1O[C@H](Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O | [CAS DataBase Reference]
3068-32-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
8-10-21 | [HS Code ]
29329990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
Temperature and moisture sensitive; Store in freezer; Stabilized with 2% CaCO3 | [Synthesis]
2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide can be synthesized by that: Methanolysis of the adduct prepared from the reaction of tetra‐O‐acetyl‐α‐d‐glucopyranosyl bromide with N,N‐dimethylthioformamide afforded the corresponding tetra‐O‐acetyl‐1‐thio‐d‐glucopyranose with an anomer ratio α/β of 52:48 in 98% yield. | [Purification Methods]
Purify acetobromo-D-galactose as for the glucose analogue (next entry). If the compound melts lower than 87o or is highly coloured, then dissolve it in CHCl3 (ca 3 volumes) and extract with H2O (2 volumes), 5% aqueous NaHCO3, and again with H2O and dry it over Na2SO4. Filter and evaporate it in a vacuum. The partially crystalline solid or syrup is dissolved in dry Et2O (must be very dry) and recrystallised by adding pet ether (b 40-60o) to give a white product. [McKellan & Horecker Biochemical Preparations 11 111 1960, Beilstein 17/6 V 369.] | [References]
[1] TAKAYOSHI FUJIHIRA. Synthesis of Tetra-O-acetyl-1-thio-α-D-glucopyranose by Reaction of Tetra-O-acetyl-α-D-glucopyranosyl Bromide with N,N-Dimethylthioformamide.[J]. ChemInform, 2003, 34 33. DOI:10.1002/chin.200333198. |
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