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Basic Information
CAS No.: 488-81-3
Name: ADONITOL
Article Data: 56
Molecular Structure:
Molecular Structure of 488-81-3 (ADONITOL)
Formula: C5H12O5
Molecular Weight: 152.147
Synonyms: Adonitol(7CI);Adonit;Adonite;NSC 16868;ribo-Pentitol;Ribitol;
EINECS: 207-685-7
Density: 1.526 g/cm3
Melting Point: 102-105 °C
Boiling Point: 494.527 °C at 760 mmHg
Flash Point: 261.85 °C
Solubility: Soluble in water (100 mg/ml).
Appearance: White powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
PSA: 101.15000
LogP: -2.94630
Synthetic route

C17H42O5Si4

488-81-3

Adonitol

Conditions
ConditionsYield
Stage #1: C17H42O5Si4 With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In 1,4-dioxane at 25℃; for 24h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox; chemoselective reaction;
92%
18524-23-7, 876594-33-1

DL-erythro-pentene-(1)-triol-(3.4.5)-triacetate

A

488-81-3

Adonitol

Conditions
ConditionsYield
With osmium(VIII) oxide; silver(I) chlorate und Acetylierung des erhaltenen Gemisches von Ribit-1.2.3-triacetat und D-Arabit-3.4.5-triacetat Verseifen des Pentaacetats mit methylalkoh.HCl;
50-69-1

D-ribose

488-81-3

Adonitol

Conditions
ConditionsYield
With sodium metaborate; water
With nickel; magnesium at 100℃; under 22065.2 Torr; Hydrogenation;
Yield given. Multistep reaction;
24259-59-4

L-ribose

488-81-3

Adonitol

Conditions
ConditionsYield
With sodium amalgam

1-bromo-DL-1-deoxy-ribitol-3.4.5-triacetate

488-81-3

Adonitol

Conditions
ConditionsYield
With potassium acetate; acetic anhydride; acetic acid und Verseifen des entstandenen Pentaacetats mit siedender methylalkoh.HCl;
57-48-7

D-Fructose

A

488-81-3

Adonitol

B

81893-52-9

(S)-3,4-dihydroxy-butyraldehyde

C

81539-41-5

2,3-dideoxy-3-C-hydroxymethyltetrose

D

81539-40-4, 132215-58-8

2-deoxy-2-C-hydroxymethyltetrose

E

107-21-1

ethylene glycol

F

583-50-6

D-erythrose

Conditions
ConditionsYield
In water Quantum yield; Irradiation; 254-nm photolysis in deoxigenated and oxygenated solutions;
58-86-6

D-xylose

488-81-3

Adonitol

Conditions
ConditionsYield
With sodium tetrahydroborate
3445-24-7

D-erythro-pentos-2-ulose

A

488-82-4

D-Arabitol

B

488-81-3

Adonitol

C

488-84-6

D-ribulose

D

50-69-1

D-ribose

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water at 80℃; for 0.5h;A n/a
B n/a
C 70 % Chromat.
D n/a
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  • Casno:

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Chemistry

Molecular Formula: C5H12O5
Molar mass: 152.15 g/mol
EINECS: 207-685-7
Density: 1.525 g/cm3
Flash Point: 261.9 °C
Index of Refraction: 1.57
Boiling Point: 494.5 °C at 760 mmHg
Vapour Pressure: 7.47E-12 mmHg at 25°C
Melting point: 102-105 °C
Storage temp: Store at RT.
Sensitive: Hygroscopic
Appearance: White powder
Product categories: Sugars, Carbohydrates & Glucosides;Biochemistry;Sugar Alcohols
Structure of Ribitol (488-81-3):
          
XLogP3-AA: -2.5
H-Bond Donor: 5
H-Bond Acceptor: 5
Systematic Name: Pentane-1,2,3,4,5-pentol 
SMILES: OC(CO)C(O)C(O)CO 
InChI: InChI=1/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2 
InChIKey: HEBKCHPVOIAQTA-UHFFFAOYAB 
Std. InChI: InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2 
Std. InChIKey: HEBKCHPVOIAQTA-UHFFFAOYSA-N

Production

 Ribitol (488-81-3) is formed by the reduction of Ribose . It occurs naturally in the plant Adonis vernalis, as well as in the cell walls of Gram positive bacteria.

Toxicity Data With Reference

1.    

ipr-mus LDLo:10 g/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 35 (1936),98.

Carcinogenicity of Ribitol (488-81-3) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65.You can see actual entry in RTECS for complete information.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Mildly toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating fumes.
 

Hazard Codes: Xi
Risk Statements:
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
24:  Avoid contact with skin
25:  Avoid contact with eyes
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing

Specification

 Ribitol (488-81-3) is a crystalline pentose alcohol, and also can be called adonitol  ; pentitol ; Pentane-1,2,3,4,5-pentaol ; 1,2,3,4,5-Pentanepentol ; 1,2,3,4,5-Pentahydroxypentane .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing.Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Then you have the ingesting of the product : Do not induce vomiting.If victim is conscious and alert, give 2-4 cupfuls of milk or water.
In addition, Ribitol (488-81-3) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with strong oxidants and incompatible materials.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases, carbon dioxide, carbon monoxide.