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Glycolaldehyde dimer - crystalline, mixture of stereoisomers. Melts between 80 and 90°C depending on stereoisomeric composition, high purity , CAS No.23147-58-2

    Grade & Purity:
  • crystalline,mixture of stereoisomers. Melts between 80 and 90°C depending on stereoisomeric composition
In stock
Item Number
G477469
Grouped product items
SKU Size
Availability
Price Qty
G477469-1g
1g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$159.90
G477469-5g
5g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$622.90
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Metabolite (5307)

Basic Description

Synonyms [1,4]-dioxan-2,5-diol | EINECS 204-590-2 | DTXSID60945822 | JNG39F464R | Glycoaldehyde dimer | 1,4-Dioxane-2,5-diol # | 14-Dioxane-25-diol | D92592 | SCHEMBL52731 | 2,5-DIHYDROXY-P-DIOXANE | FT-0602682 | s3334 | 1,4-Dioxane-2,5-diol | AM20090246 | EN300-8
Specifications & Purity crystalline,mixture of stereoisomers. Melts between 80 and 90°C depending on stereoisomeric composition
Storage Temp Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Description

Glycolaldehyde dimer may be used in the synthesis of 3,4-diaza-2-hexene-1,6-diol, which can undergo hydrogenation to form 1,2-bis(2-hydroxyethyl)hydrazine. It undergoes cycloaddition with 2,3-dihydrofuran in the presence of a chiral catalyst to form fused bicyclic tetrahydrofuran (bis-THF) alcohol, a key moiety of HIV protease inhibitors.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Dioxanes
Subclass 1,4-dioxanes
Intermediate Tree Nodes Not available
Direct Parent 1,4-dioxanes
Alternative Parents Hemiacetals  Oxacyclic compounds  Hydrocarbon derivatives  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents Para-dioxane - Hemiacetal - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4.
External Descriptors Not available

Names and Identifiers

IUPAC Name 1,4-dioxane-2,5-diol
INCHI InChI=1S/C4H8O4/c5-3-1-7-4(6)2-8-3/h3-6H,1-2H2
InChIKey ATFVTAOSZBVGHC-UHFFFAOYSA-N
Smiles C1C(OCC(O1)O)O
Isomeric SMILES C1C(OCC(O1)O)O
WGK Germany 3
Molecular Weight 120.1
Beilstein 506029
Reaxy-Rn 104399
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=104399&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Molecular Weight 120.100 g/mol
XLogP3 -1.300
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 0
Exact Mass 120.042 Da
Monoisotopic Mass 120.042 Da
Topological Polar Surface Area 58.900 Ų
Heavy Atom Count 8
Formal Charge 0
Complexity 64.400
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 2
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Qiying Liu, Haiyong Wang, Haosheng Xin, Chenguang Wang, Long Yan, Yingxiong Wang, Qi Zhang, Xinghua Zhang, Ying Xu, George W. Huber, Longlong Ma.  (2019)  Selective Cellulose Hydrogenolysis to Ethanol Using Ni@C Combined with Phosphoric Acid Catalysts.  ChemSusChem,  12  (17): (3977-3987). 
2. Muge Niu, Yucui Hou, Weize Wu, Shuhang Ren, Ru Yang.  (2018)  Successive C1–C2 bond cleavage: the mechanism of vanadium(V)-catalyzed aerobic oxidation of D-glucose to formic acid in aqueous solution.  PHYSICAL CHEMISTRY CHEMICAL PHYSICS,  20  (26): (17942-17951). 
3. Likun Luan, Yingfang Zhang, Xiuling Ji, Boxia Guo, Shaoyu Song, Yuhong Huang, Suojiang Zhang.  (2024)  Electro-Driven Multi-Enzymatic Cascade Conversion of CO2 to Ethylene Glycol in Nano-Reactor.  Advanced Science,    (2407204). 

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