Home > Name List By other > (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

CAS No 499-20-7 , (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,
5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

  • Name: (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,
    5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
  • Synonyms: |A-(|A-d-glucopyranosyloxy)-4-hydroxy-,(alphas)-; benzeneacetonitrile; (S)-(beta-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile;499-20-7;(2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,
    5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile;
  • CAS Registry Number:
  • Melting Point: 200°C (dec.)
  • Flash Point: 308.6°C
  • Boiling Point: 586.7°C at 760 mmHg
  • Density: 1.56g/cm3
  • Refractive index: 1.65
  • Safety Statements: 22-45
  • Flash Point: 308.6°C
  • EINECS: 207-878-6
  • Molecular Weight: 311.28728
  • InchiKey: NVLTYOJHPBMILU-YOVYLDAJSA-N
  • InChI: InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10
    (6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1
  • Risk Statements: 22
  • Molecular Formula: C14H17NO7
  • Molecular Structure:CAS No:499-20-7 (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,<br />5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

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499-20-7 DHURRIN(RG)

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References of (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,
5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
Title: Dhurrin
CAS Registry Number: 499-20-7
CAS Name: (aS)-a-(b-D-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile
Synonyms: p-hydroxymandelonitrile-b-D-glucoside; b-D-glucopyranosyloxy-L-p-hydroxymandelonitrile
Molecular Formula: C14H17NO7
Molecular Weight: 311.29
Percent Composition: C 54.02%, H 5.50%, N 4.50%, O 35.98%
Literature References: From the fruit of young Egyptian plants of Sorghum vulgare Pers., Gramineae: Dunstan, Henry, Chem. News 85, 301 (1902). Biosynthesis: Koukol et al., J. Biol. Chem. 237, 3223 (1962). Absolute configuration: Towers et al., Tetrahedron 20, 71 (1964). Allied to amygdalin, q.v. and the mandelonitrile glucosides.
Properties: Leaflets from water, prisms from alcohol, dec 200°. [a]D20 -65° (alc). uv max: 228 nm (e 13000). Sol in water, alcohol. Alkali labile.
Optical Rotation: [a]D20 -65° (alc)
Absorption maximum: uv max: 228 nm (e 13000)
 
Derivative Type: Pentaacetate
Molecular Formula: C24H27NO12
Molecular Weight: 521.47
Percent Composition: C 55.28%, H 5.22%, N 2.69%, O 36.82%
Properties: Needles from ethyl acetate + petr ether, mp 132-132.5°. [a]D20 -50.5° (c = 0.24 in alc).
Melting point: mp 132-132.5°
Optical Rotation: [a]D20 -50.5° (c = 0.24 in alc)
 
CAUTION: Yields HCN on hydrolysis.