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263559

Sigma-Aldrich

DL-Threitol

97%

Synonym(s):

DL-1,2,3,4-Butanetetrol

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About This Item

Linear Formula:
HOCH2[CH(OH)]2CH2OH
CAS Number:
7493-90-5
Molecular Weight:
122.12
MDL number:
MFCD00064293
UNSPSC Code:
12352100
PubChem Substance ID:
24855982
NACRES:
NA.22

Assay

97%

form

solid

solubility

water: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

OC[C@@H](O)[C@H](O)CO

InChI

1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1

InChI key

UNXHWFMMPAWVPI-QWWZWVQMSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The manifestation of hydrogen bonding in the IR spectra of dl-threitol and erythritol (300-20 K).
Rozenberg M, et al.
Carbohydrate Research, 315(1), 89-97 (1999)
Hassina Massudi et al.
PloS one, 7(7), e42357-e42357 (2012-08-01)
Nicotinamide adenine dinucleotide (NAD(+)) is an essential electron transporter in mitochondrial respiration and oxidative phosphorylation. In genomic DNA, NAD(+) also represents the sole substrate for the nuclear repair enzyme, poly(ADP-ribose) polymerase (PARP) and the sirtuin family of NAD-dependent histone deacetylases.
Deoxygenation of biomass-derived feedstocks: oxorhenium-catalyzed deoxydehydration of sugars and sugar alcohols.
Mika Shiramizu et al.
Angewandte Chemie (International ed. in English), 51(32), 8082-8086 (2012-07-06)
N Tbeur et al.
Carbohydrate research, 329(2), 409-422 (2000-12-16)
A supported liquid membrane (SLM) containing a resorcinarene carrier has been used for the selective transport of erythritol, threitol, ribitol and xylitol from concentrated (1.0-0.01 M) aqueous solutions. The membrane is made of a microporous polytetrafluoroethylene film impregnated with a
F Bravo et al.
Carbohydrate research, 336(2), 83-97 (2001-11-02)
Differently protected erythro and threo furanoid glycals were synthesized by selenoxide elimination when phenyl 1-selenoglycosides were treated in oxidizing conditions (tBuOOH, Ti(O(i)Pr)(4), Et(2)(i)PrN). The phenyl 1-selenoglycosides were obtained from methyl 2-deoxy-D-erythro-pentofuranoside by protection of the primary hydroxyl or both hydroxyls
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