Glycolaldehyde

HCID 756
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Basic information

CAS
141-46-8
Standard SMILES
O=CCO
InChIKey
WGCNASOHLSPBMP-UHFFFAOYSA-N
Molecular formula
C2H4O2
Average molar mass
60.05 g/mol
Monoisotopic mass
60.02112937

Overview

Glycolaldehyde is the glycolaldehyde derived from ethylene glycol. The parent of the class of glycolaldehydes. It has a role as a human metabolite and a fundamental metabolite. It is a tautomer of a (Z)-1,2-ethenediol.

Names & identifiers

Preferred name
Glycolaldehyde
IUPAC
2-hydroxyacetaldehyde
English name
GLYCOLALDEHYDE
Molecular formula
C2H4O2
Molecular weight
60.05

Names & synonyms

glycolaldehyde2-Hydroxyacetaldehydehydroxyacetaldehyde141-46-8DioseGlycolic aldehydeAcetaldehyde, hydroxy-GLYCOALDEHYDEMethylol formaldehydeMonomethylolformaldehyde2-hydroxyethanalMethylolformaldehyde
Show more names
glycollaldehydehydroxyethanalGLYCOLICALDEHYDEAcetaldehyde, hydroxy-(9CI)HOCH2CHO
W0A0XPU08UDTXSID4074693CHEBI:17071GLYCOLLIC ALDEHYDENSC-67935RefChem:143912DTXCID4034570205-484-9

Database identifiers

CAS
141-46-8
PubChem CID
756
DTXSID
DTXSID4074693
ChEMBL
CHEMBL3884509
ChEBI
CHEBI:17071
UNII
W0A0XPU08U
EC Number
205-484-9
Nikkaji
J2.537B

Properties

Computed structural properties

XLogP
-0.9
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
4

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Monosaccharides and Derivatives
SpringerMaterials PropertiesCoriolis coupling
Melting Point97 °C
Vapor Pressure4.97 [mmHg]
Physical Description · 2 items

Transparent colorless solid; [Merck Index]

Solid

Physicochemical properties

Melting point
97 °C · 97°C
Boiling point
35.05 °C · 35.05°C (rough estimate)
Density
1.366 · 1.3660
refractive index
1.4772 · 1.4772
pka
13.34 · 13.34±0.10(Predicted)
Henry's Law Constant
3.9 · 3.9×102 mol/(m3Pa) at 25℃, Burkholder et al. (2019)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H317 (50%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationChemical: Acetaldehyde, hydroxy-
Hazards SummaryCauses other changes of the kidney, ureter, and bladder in oral lethal-dose studies of rats; [RTECS] May cause irritation; [Riedel-de Haen MSDS]

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H317
Precautionary statements
P261-P272-P280-P302+P352-P333+P313-P321-P363-P501

Chemistry & industry

Pharmacology

Tissue LocationsNeuron
Cellular LocationsMitochondria
Metabolite PathwaysHypophosphatasia

Uses & manufacturing

UsesThe simplest possible monosaccharide; Used as a starting material and reagent in organic synthesis; [Merck Index]
Applications · 1 item

UsesGlycolaldehyde is derived from 2,2-Diethoxyethanol (D441940), which is used in the synthesis of neooxazolomycin, part of the oxazolomycin family of antibiotics. Also used in the synthesis of pyrimidine based inhibitors of phosphodiesterase 7 (PDE7).

Upstream & downstream products

Suppliers19 total

杭州品高化工有限公司0571-87658025 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
Moxin Chemicals+86-17320513646 +86-17320513646 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]

Additional notes

DefinitionChEBI: The glycolaldehyde derived from ethylene glycol. The parent of the class of glycolaldehydes.

Related reactions

48 records
New reaction record

Compound notes

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