D-Fucose
Title: D-Fucose
CAS Registry Number: 3615-37-0
CAS Name: 6-Deoxy-D-galactose
Additional Names: D-galactomethylose; rhodeose
Molecular Formula: C6H12O5
Molecular Weight: 164.16
Percent Composition: C 43.90%, H 7.37%, O 48.73%
Literature References: Obtained from glucosides found in various species of Convolvulaceae, e.g., convolvulin, jalapin, b-turpethein. Isoln: Votocek, Z. Zuckerind. Böhmen 24, 249; Chem. Zentralbl. 1901, I, 1042; 1902, II, 1361; 1905, II, 1528. Isoln from jalap resin: Votocek, Bulir, ibid. 1906, I, 1818. Prepn by acid hydrolysis of chartreusin: Sternbach et al., J. Am. Chem. Soc. 80, 1639 (1958).
Properties: a-Form, needles from alc. Sweet taste. mp 144°. Shows mutarotation, [a]D19 +127.0° (7 min) ® +89.4° (31 min) ® +77.2° (71 min) ® +76.0° (final value 146 min, c = 10). Soluble in water; moderately sol in alcohol.
Melting point: mp 144°
Optical Rotation: [a]D19 +127.0° (7 min) ® +89.4° (31 min) ® +77.2° (71 min) ® +76.0° (final value 146 min, c = 10)
 
Derivative Type: Pentaacetate
Molecular Formula: C16H22O10
Molecular Weight: 374.34
Percent Composition: C 51.34%, H 5.92%, O 42.74%
Properties: mp 115.5°.
Melting point: mp 115.5°
 
Derivative Type: Oxime
Molecular Formula: C6H13NO5
Molecular Weight: 179.17
Percent Composition: C 40.22%, H 7.31%, N 7.82%, O 44.65%
Properties: mp 188.5°.
Melting point: mp 188.5°
 
Derivative Type: Phenylhydrazone
Molecular Formula: C12H18N2O4
Molecular Weight: 254.28
Percent Composition: C 56.68%, H 7.14%, N 11.02%, O 25.17%
Properties: mp 172°.
Melting point: mp 172°
 
Derivative Type: Phenylosazone
Molecular Formula: C18H22N4O3
Molecular Weight: 342.39
Percent Composition: C 63.14%, H 6.48%, N 16.36%, O 14.02%
Properties: mp 176.5°.
Melting point: mp 176.5°

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