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Hydroxymethyl group

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Hydroxymethyl group

Hydroxymethyl group covalently bonded to an R group
Names
IUPAC name Hydroxymethyl group
Other names Methanol radical
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/CH3O/c1-2/h2H,1H2Key: CBOIHMRHGLHBPB-UHFFFAOYSA-N
SMILES
  • O
Properties
Chemical formula −CH2OH
Molar mass 31.034 g·mol
Thermochemistry
Std enthalpy of
formation
fH298)
−9 kJ/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

The hydroxymethyl group is a substituent with the structural formula −CH2−OH. It consists of a methylene bridge (−CH2− unit) bonded to a hydroxyl group (−OH). This makes the hydroxymethyl group an alcohol. It has the identical chemical formula with the methoxy group (−O−CH3) that differs only in the attachment site and orientation to the rest of the molecule. However, their chemical properties are different.

Hydroxymethyl is the side chain of encoded amino acid serine.

References

  1. NAMING ORGANIC COMPOUNDS (PDF). p. 37. Archived from the original (PDF) on 2022-07-21. Retrieved 2022-08-08.
  2. Dong, Hao; Zheng, Erjin; Niu, Zhiyin; Zhang, Xiaoyu; Lin, Yi-Yu; Jain, Priyesh; Yu, Qiuming (2020-04-15). "Hydroxymethyl-Functionalized PEDOT-MeOH:PSS for Perovskite Solar Cells". ACS Applied Materials & Interfaces. 12 (15): 17571–17582. doi:10.1021/acsami.0c01756. ISSN 1944-8252. PMID 32204591. S2CID 214630308. Archived from the original on 2022-08-08. Retrieved 2022-08-08.
  3. Perczel, András; Farkas, Ödön; Csizmadia, Imre G. (1996-01-01). "Peptide Models. 18. Hydroxymethyl Side-Chain Induced Backbone Conformational Shifts of l -Serine Amide. All ab Initio Conformers of For- l -Ser-NH 2". Journal of the American Chemical Society. 118 (33): 7809–7817. doi:10.1021/ja960464q. ISSN 0002-7863. Archived from the original on 2022-08-08. Retrieved 2022-08-08.

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