Hydroxymethyl group

Hydroxymethyl group covalently bonded to an R group
Names
IUPAC name
Hydroxymethyl group
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/CH3O/c1-2/h2H,1H2 ☒N
    Key: CBOIHMRHGLHBPB-UHFFFAOYSA-N ☒N
  • [CH2]O
Properties
−CH2OH
Molar mass 31.034 g·mol−1
Thermochemistry
−9 kJ/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

The hydroxymethyl group is the name for 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.[1][2]

Hydroxymethyl is the side chain of encoded amino acid serine.[3]

References

  1. ↑ "NAMING ORGANIC COMPOUNDS" (PDF). 37 (1): 10. Archived (PDF) from the original on 2022-07-21. Retrieved 2022-08-08. {{cite journal}}: Cite journal requires |journal= (help)
  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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