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alpha-D-cellobiose octaacetate
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Name

alpha-D-cellobiose octaacetate

 EINECS 226-304-5
CAS No. 5346-90-7 Density 1.37 g/cm3
PSA 238.09000 LogP -0.83080
Solubility chloroform: 0.1 g/mL, clear, colorless to faintly brownish-yellow Melting Point 225-232 °C
Formula C28H38O19 Boiling Point 683.055 °C at 760 mmHg
Molecular Weight 678.598 Flash Point 281.178 °C
Transport Information N/A Appearance white powder
Safety 24/25-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 5346-90-7 (alpha-D-Cellobiose octaacetate) Hazard Symbols HarmfulXn
Synonyms

Cellobiose,octaacetate, a-D-(8CI);a-D-Glucopyranose, 4-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-, tetraacetate(9CI);NSC 1221;NSC 1696;Octa-O-acetyl-a-D-cellobiose;Octaacetyl-a-cellobiose;a-Cellobiopyranose octaacetate;a-Cellobiose octaacetate;a-D-Cellobiose octaacetate;

 

alpha-D-cellobiose octaacetate Synthetic route

Cellobiose

Cellobiose

108-24-7

acetic anhydride

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
With perchloric acid at 0 - 20℃;95%
iron(III) chloride at 28 - 32℃; for 0.5h;78%
With iodine In dichloromethane at 20℃; for 1h;
133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2, 528-50-7

Cellobiose

108-24-7

acetic anhydride

A

20764-63-0

β-cellobioseoctaacetate

B

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
With pyridine at 20℃; diastereoselective reaction;A n/a
B 95%
With H-Beta zeolite for 48h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
Stage #1: Cellobiose With ammonium chloride; ammonia In methanol at 0℃; for 0.5h;
Stage #2: acetic anhydride In pyridine at 20℃; for 12h; Title compound not separated from byproducts;
133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2

α-cellobiose

108-24-7

acetic anhydride

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
With vanadyl triflate at 20℃; for 60h;85%
With pyridine at 100℃; for 3h; Acetylation;
66073-13-0, 71623-44-4, 101981-29-7, 109922-72-7, 109922-73-8, 132287-75-3, 132287-76-4, 132287-78-6, 132303-63-0, 134311-82-3, 134333-39-4, 18464-08-9

α-D-glucopyranose-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-triacetate

108-24-7

acetic anhydride

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
In pyridine Ambient temperature; Yield given;
71692-91-6

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

108-24-7

acetic anhydride

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
With sulfuric acid; hydrogen; palladium on activated charcoal 1.) acetic acid, RT, 40 psi, 2.) 4 h; Yield given. Multistep reaction;
108-24-7

acetic anhydride

cellulose

cellulose

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid; acetic acid
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

sodium-compound of/the/ O1,O2,O3,O4-tetraacetyl-β-D-glucopyranose

sodium-compound of/the/ O1,O2,O3,O4-tetraacetyl-β-D-glucopyranose

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
Verschmelzen der 2 Edukte, anschl. mit Acetanhydrid und Natriumacetat;
14227-66-8

acetobromocellobiose

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) mercuric cyanide; 2.) sodium acetate / 1.) 1,2-dichloroethane, 4 d, 40 deg C; 2.) reflux, 20 min
2: pyridine / Ambient temperature
View Scheme
19488-48-3

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) 40percent hydrogen bromide, 2.) silver triflate, molecular sieve 4A / 1.) acetic acid, RT, 2 h, 2.) 1,2-dichloroethane, 0 deg C, 1 h
2: 1.) H2, 2.) 4percent sulfuric acid / 1.) 10percent Pd/C / 1.) acetic acid, RT, 40 psi, 2.) 4 h
View Scheme
604-69-3

β-D-glucose pentaacetate

5346-90-7

α-D-cellobiose octaacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) 40percent hydrogen bromide, 2.) silver triflate, molecular sieve 4A / 1.) acetic acid, RT, 2 h, 2.) 1,2-dichloroethane, 0 deg C, 1 h
2: 1.) H2, 2.) 4percent sulfuric acid / 1.) 10percent Pd/C / 1.) acetic acid, RT, 40 psi, 2.) 4 h
View Scheme

alpha-D-cellobiose octaacetate Chemical Properties

The molecular formula of alpha-D-cellobiose octaacetate(5346-90-7) is C28H38O19 and its formula weight is 678.59.
alpha-D-cellobiose octaacetate(5346-90-7) has a melting point of  225-232 °C.
The chemical synonyms of alpha-D-cellobiose octaacetate(5346-90-7) are CELLOBIOSE OCTAACETATE;D-(+)-CELLOBIOSE OCTAACETATE;D-CELLOBIOSE OCTAACETATE;4-O-BETA-D-GLUCOPYRANOSYL-D-GLUCOSE OCTAACETATE;4-O-(2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL)-1,2,3,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE;A-D-CELLOBIOSE OCTAACETATE;ALPHA-CELLOBIOSE OCTAACETATE;ALPHA-D-(+)-CELLOBIOSE OCTAACETATE
The molecular structure of alpha-D-cellobiose octaacetate(5346-90-7):

alpha-D-cellobiose octaacetate Toxicity Data With Reference

RTECS#: CAS# 5346-90-7: None listed
LD50/LC50: RTECS: Not available. 
Carcinogenicity: alpha-D-Cellobiose octaacetate - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. 

alpha-D-cellobiose octaacetate Safety Profile

Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  24/25-36-26
WGK Germany  3
F  10-21

alpha-D-cellobiose octaacetate Specification

Chemical Stability: Stable under normal temperatures and pressures. 
Conditions to Avoid: Incompatible materials. 
Incompatibilities with Other Materials Strong oxidizing agents. 
Hazardous Decomposition Products Carbon monoxide, carbon dioxide. 
Hazardous Polymerization May occur. 
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