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D-arabitol

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Identification
Molecular formula
C5H12O5
CAS number
488-82-4
IUPAC name
(2S,4R)-pentane-1,2,3,4,5-pentol
State
State

At room temperature, D-arabitol is in a solid state, existing typically as a crystalline powder. It is very stable under normal conditions and readily soluble in water due to its polyol nature.

Melting point (Celsius)
103.00
Melting point (Kelvin)
376.15
Boiling point (Celsius)
238.00
Boiling point (Kelvin)
511.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1450g/mol
Density
1.4850g/cm3
Appearence

D-arabitol typically appears as a white crystalline solid that is hygroscopic in nature. It is often found in a powder or granular form and is known for having a sweet taste akin to that of xylitol, another sugar alcohol.

Comment on solubility

Solubility of (2S,4R)-pentane-1,2,3,4,5-pentol

(2S,4R)-pentane-1,2,3,4,5-pentol, a symmetrical polyol compound, demonstrates interesting solubility characteristics largely due to its multiple hydroxyl (–OH) groups. The presence of five hydroxyl groups greatly enhances the molecule's ability to interact with water, leading to the following solubility traits:

  • High Hydrophilicity: The numerous hydroxyl groups make (2S,4R)-pentane-1,2,3,4,5-pentol highly hydrophilic, allowing it to dissolve readily in aqueous solutions.
  • Effective Hydrogen Bonding: Hydroxyl groups can form strong hydrogen bonds with water molecules, facilitating its solvation process.
  • Solubility in Organic Solvents: While it has excellent solubility in water, its interaction with organic solvents may vary. It might show limited solubility in non-polar organic solvents due to its polar nature.
  • Temperature Dependency: Like many polyols, solubility may increase with rising temperatures, as higher energy levels aid in breaking intermolecular attractions.

In conclusion, the unique structure of (2S,4R)-pentane-1,2,3,4,5-pentol leads to remarkable solubility in polar solvents, showcasing the impact of functional groups on the solvation behavior of compounds.

Interesting facts

Interesting Facts About (2S,4R)-pentane-1,2,3,4,5-pentol

(2S,4R)-pentane-1,2,3,4,5-pentol, commonly known as ribitol, is a fascinating compound with several intriguing attributes:

  • Sugar Alcohol: Ribitol is classified as a sugar alcohol, which means it is derived from sugars but possesses alcohol functional groups. This unique structure contributes to its properties, such as lower caloric content when compared to its sugar counterparts.
  • Biological Importance: Ribitol plays a crucial role in various biological processes. It serves as a component of riboflavin (vitamin B2), which is essential for energy metabolism and the maintenance of healthy skin, eyes, and nervous system.
  • Role in Microbiology: This compound is a vital element in the biochemistry of certain microbes. For instance, it is important for the synthesis of certain riboflavin derivatives which can enhance microbial growth and metabolism.
  • Applications in Biotechnology: Due to its structural similarity to ribose, ribitol is often used in research and biotechnology. It is involved in nucleoside synthesis and can influence the behavior of nucleic acids.

In findings from research studies, it has been noted that ribitol can enhance cell viability and metabolic processes in specific organisms, making it a compound of interest in the fields of microbiology and nutrition.

As chemists continue to explore the potential applications of (2S,4R)-pentane-1,2,3,4,5-pentol, its contributions to health and industry may pave the way for innovative developments in biochemistry and pharmacology.

Synonyms
xylitol
ribitol
adonitol
488-81-3
87-99-0
Xylite
D-Xylitol
Adonit
Adonite
D-ribitol
Xyliton
Eutrit
Klinit
Xylite (sugar)
Kannit
Xylit
Newtol
1,2,3,4,5-pentanepentol
meso-ribitol
L-ribitol
Pentitol
(2R,3s,4S)-pentane-1,2,3,4,5-pentol
Fluorette
Xylisorb
Kylit
xylo-Pentitol
D-Adonitol
Xylitab 300
(2R,3R,4S)-Pentane-1,2,3,4,5-pentaol
meso-xylitol
CHEBI:15963
L-xylitol
Xylitol, d-
Xylitol cm 90
Ribitol (Adonitol)
RIBO-PENTITOL
CHEBI:17151
(2S,4R)-pentane-1,2,3,4,5-pentol
D-ribitol (incorrect)
L-ribitol (incorrect)
2,3-DihydroAcrivastine
(2R,3r,4S)-pentane-1,2,3,4,5-pentol
ADONITOL [MI]
xylo-Pentane-1,2,3,4,5-pentol
(2R,3S,4S)-Pentane-1,2,3,4,5-pentaol
2,3-Dihydro Acrivastine
C-xylidex cr 16055
EINECS 207-685-7
MFCD00064291
MFCD00064292
NSC 16868
87849-01-2
BRN 1720524
353ZQ9TVDA
VCQ006KQ1E
(2R,4S)-pentane-1,2,3,4,5-pentol
INS NO.967
Xylooligosaccharide
INS-967
DTXSID601032335
Ribitol (USAN)
NSC-16868
NSC-25283
pentane-1,2,3,4,5-pentol
16277-71-7
RIBITOL [USAN]
E-967
4-01-00-02832 (Beilstein Handbook Reference)
Adonitol;Adonite
1,2,3,4,5-Pentahydroxypentane
EINECS 201-788-0
NSC 25283
UNII-353ZQ9TVDA
UNII-VCQ006KQ1E
DTXSID7042514
BRN 1720523
pentitols
Adonito
meso-Pentitol
Xylitol [INN:BAN:JAN:NF]
DL-Arabinit
Xylitol C
HSDB 7967
Xylitab DC
Wood sugar alcohol
ribitol [INN]
RB0
Xylitol, Meso-xylitol, C-Xylidex CR 16055, DL-Xylitol, Eutrit, Fluorette, Klinit, Kylit, NSC 25283, Wood sugar alcohol, X 0018, Xylisorb, Xylisorb 300, Xylisorb 700, Xylit, Xylit XC, Xylitab 100, Xylitab 300, Xylitab DC, Xylite, Xylite (sugar), Xylitol C, Xylitol CM 90, Xylitol P, Xyliton, meso-Xylitol, xylo-Pentitol
Xylitol (Standard)
Adonitol (7CI)
Xylisorb 300
Xylisorb 700
Xylitab 100
Xylitol - BP/EP
Adonitol, >=99%
E967
XYLITOL [VANDF]
Xylitol, >=99%
XYLITOL [FCC]
XYLITOL [JAN]
XYLITOL [II]
XYLITOL [MI]
XYLITOL [MART.]
XYLITOL [USP-RS]
XYLITOL [WHO-DD]
bmse000062
bmse000129
bmse000886
Epitope ID:114702
Epitope ID:114703
EC 201-788-0
SCHEMBL4250
Xylitol, analytical standard
1,2,3,4,5Pentanepentol
SCHEMBL15318
MLS002695898
CHEMBL96783
Ribitol (6CI,8CI,9CI)
XYLITOL [EP IMPURITY]
XYLITOL [EP MONOGRAPH]
QSPL 191
SCHEMBL1924966
CHEMBL1865120
CHEMBL3137744
DTXCID5022514
CHEBI:25899
HY-N0538R
BBP-418
DTXSID30859149
HEBKCHPVOIAQTA-SCDXWVJYSA-N
DTXCID801517339
6917-36-8
HY-N0538
Tox21_201056
s2612
s4546
AKOS015903403
AKOS015915193
CCG-214167
CCG-266218
CS-6043
DB01904
DB11195
DB14704
MR01271
MX01244
MX01771
CAS-87-99-0
NCGC00165982-01
NCGC00165982-02
NCGC00258609-01
NCGC00390798-01
Adonitol, BioXtra, >=99.0% (HPLC)
AS-55964
DS-11416
SMR001562099
(2R,4S)-pentane-1,2,3,4,5-pentaol
HY-100582
Xylitol, Vetec(TM) reagent grade, >=99%
A0171
NS00074292
NS00098970
SW220290-1
X0018
Adonitol, BioReagent, suitable for cell culture
C00379
C00474
D12847
EN300-7377714
EN300-7424092
Q212093
Q416534
BRD-K49313711-001-05-4
Xylitol, European Pharmacopoeia (EP) Reference Standard
Z1255486336
5DCF4F57-E023-469A-B4F3-91E8349A6705
Xylitol, United States Pharmacopeia (USP) Reference Standard
6684F574-C267-40CB-8828-12F2550E58D0
Xylitol, Pharmaceutical Secondary Standard; Certified Reference Material