Cellobiose

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Cellobiose
Cellobiose
Identifiers
CAS number 528-50-7 N
PubChem 439178
ChemSpider 388323 N
DrugBank DB02061
KEGG C00185 N
Jmol-3D images Image 1
Properties
Molecular formula C12H22O11
Molar mass 342.30 g mol−1
Appearance white, hard powder
Odor odorless
Density 1.768 g/mL
Melting point 203.5 °C (398.3 °F; 476.6 K) (decomposes)
Solubility in water 12 g/100mL
Solubility very slightly soluble in alcohol
insoluble in ether, chloroform
log P -5.03
Acidity (pKa) 12.39
Hazards
MSDS Sigma-Aldrich
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Cellobiose is a disaccharide with the formula [HOCH2CHO(CHOH)3]2O. Cellobiose consists of two glucose molecules linked by a β(1→4) bond. It can be hydrolyzed to glucose enzymatically or with acid.[1] Cellobiose has eight free alcohol (OH) groups, one acetal linkage and one hemiacetal linkage, which give rise to strong inter- and intra-molecular hydrogen bonds. It can be obtained by enzymatic or acidic hydrolysis of cellulose and cellulose rich materials such as cotton, jute, or paper.

Treatment of cellulose with acetic anhydride and sulfuric acid, gives cellobiose octoacetate, which cannot engage in hydrogen bonding and is soluble in nonpolar organic solvents.[2]

References[edit]

  1. ^ Cancerweb.ncl.ac.uk
  2. ^ Braun, G. (1943). "α-Cellobiose Octaacetate". Organic Syntheses. Collected Volume 2: 124.  and Braun, G. (1937). "α-Cellobiose Octaacetate". Organic Syntheses 17: 36.