alpha-D-Glucopyranosyl bromide, tetraacetate
Basic information
- CAS
572-09-8- Standard 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- InChIKey
CYAYKKUWALRRPA-RGDJUOJXSA-N- Molecular formula
- C14H19BrO9
- Average molar mass
- 411.2 g/mol
- Monoisotopic mass
- 410.02124
Names & identifiers
- Preferred name
- alpha-D-Glucopyranosyl bromide, tetraacetate
- IUPAC
- [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxan-2-yl]methyl acetate
- English name
- 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide
- Molecular formula
- C14H19BrO9
- Molecular weight
- 411.2
Names & synonyms
alpha-D-Glucopyranosyl bromide, tetraacetate.alpha.-D-Glucopyranosyl bromide, tetraacetateRefChem:555624572-09-82,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromideAcetobromglucoseacetobromoglucoseAcetobromo-alpha-D-glucosea-acetobromglucoseC14H19BrO92,3,4,6-Tetra-O-acetyl-|A-D-glucopyranosyl bromideMFCD00063254
Show more names
2,3,4,6-tetra-o-acetyl-α-d-glucopyranosyl bromide2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Bromideacetobromo-a-d-glucoseAcetobromo-α-D-glucoseA-D-GLUCOPYRANOSYL BROMIDEALPHA-ACETOBROMO-D-GLUCOSETETRA-O-ACETYL-A-D-GLUCOPYRANOSYL BROMIDE
[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxan-2-yl]methyl acetateAcetobromo-|A-D-glucoseAcetobromo glucosed-acetobromoglucose[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetateETH4010665(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl triacetateBromo 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranoside
Database identifiers
- CAS
572-09-8- PubChem CID
- 101776
- DTXSID
DTXSID001031860- UNII
- ETH4010665
- EC Number
- 209-339-0
- Nikkaji
- J6.538B
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 114 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 9
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 506
Experimental & physicochemical properties
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Physicochemical properties
- Melting point
- 86 · 86-89 °C
- alpha
- 194.5 · 194.5 º (c=2,chloroform)
- Boiling point
- 0.125 · 0.125-30 °C(Press: 0.0005 Torr)
- Density
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Acetontrile (Very Slightly), Chloroform (Slightly), Methanol (Slightly)
- form
- Powder
- color
- White to beige
- biological source
- synthetic (organic)
- optical activity
- 25 · [α]25/D 188 to 202 °, c =1 in chloroform
- Water Solubility
- decomposes
- Sensitive
- Moisture Sensitive
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 86.4% (19 of 22) of all reports.
Warning
H315 (13.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 22 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information.alpha.-D-Glucopyranosyl bromide, tetraacetate: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (13.6%)
Safety data
- F
- 8-10-21
- wgk
- -
- hs_code
- 29329985
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-36-26
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
Chemistry & industry
Applications
UsesAn Intermediate in synthesis of ∫-glucosides
UsesAcetobromo-α-D-glucose acts as an intermediate in the preparation of beta-glucosides. It is also used as a possible poly(ethylene terephthalate) surface modification reagent to enhance its blood compatibility.
Upstream & downstream products
Downstream products
Related reactions
100 records
Compound notes
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