Cumyl alcohol

Last updated
Cumyl alcohol
Cuminol.svg
Names
IUPAC name
(4-Propan-2-ylphenyl)methanol
Other names
  • Cuminyl alcohol
  • Cuminol
  • 4-Isopropylbenzyl alcohol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.857 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 208-640-4
PubChem CID
UNII
  • InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3
    Key: OIGWAXDAPKFNCQ-UHFFFAOYSA-N
  • CC(C)C1=CC=C(C=C1)CO
Properties
C10H14O
Molar mass 150.221 g·mol−1
Odor Caraway
Density 0.974-0.982
Melting point 28 °C (82 °F; 301 K)
log P 2.370
1.518-1.525
Hazards
GHS labelling: [1]
GHS-pictogram-exclam.svg
Warning
H302
P264, P270, P301+P317, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cumyl alcohol, also called 4-isopropylbenzyl alcohol, is a liquid, hydroxy functional, aromatic organic chemical with formula C10H14O. It has the CAS Registry Number of 536-60-7 and the IUPAC name of (4-propan-2-ylphenyl)methanol. [2] [3] It is REACH registered with the EC number of 208-640-4. [4]

Contents

Uses

The most common use is as a food additive to add flavor. [5] [6] The material also has insect repellent properties. [7]

Manufacture

Hydrogenation of cuminal can produce cumyl alcohol. [8]

Other

Cumyl alcohol is an undesired side reaction product when LDPE is crosslinked. [9] LDPE is used as a plastic electric insulator for electrical power cables. [10] The cumyl alcohol reduces the insulating properties. [11] [12]

Alternative names

Main sources of information. [13] [14]

Toxicology

The toxicity of the material has been studied and is reasonably well understood. [17] [18] [19]

References

  1. ↑ "4-Isopropylbenzyl alcohol". pubchem.ncbi.nlm.nih.gov. Retrieved 29 March 2023.
  2. ↑ PubChem. "4-Isopropylbenzyl alcohol". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-03-28.
  3. ↑ "4-isopropylbenzyl alcohol". www.wikidata.org. Retrieved 2023-03-28.
  4. ↑ "Substance Information - ECHA". echa.europa.eu. Retrieved 2023-03-29.
  5. ↑ "P-ISOPROPYLBENZYL ALCOHOL | FEMA". www.femaflavor.org. Retrieved 2023-03-29.
  6. ↑ "Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 20 (FGE.20): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical group 23 | EFSA". www.efsa.europa.eu. 9 January 2006. Retrieved 2023-03-29.
  7. ↑ "4-Isopropylbenzyl alcohol | CAS 536-60-7 | SCBT - Santa Cruz Biotechnology". www.scbt.com. Retrieved 2023-03-29.
  8. ↑ Cooke, R. G.; Gillespie, D. T.; Macbeth, A. Killen (1938-01-01). "338. Cumyl alcohol" . Journal of the Chemical Society (Resumed): 1825–1826. doi:10.1039/JR9380001825. ISSN   0368-1769.
  9. ↑ Hirai, N.; Maeno, Y.; Tanaka, T.; Ohki, Y.; Okashita, M.; Maeno, T. (October 2003). "Roles of cumyl alcohol and crosslinked structure in homo-charge trapping in crosslinked polyethylene". 2003 Annual Report Conference on Electrical Insulation and Dielectric Phenomena. pp. 213–216. doi:10.1109/CEIDP.2003.1254831. ISBN   0-7803-7910-1. S2CID   137379755.
  10. ↑ Gulmine, J. V.; Akcelrud, L. (2006-10-01). "FTIR characterization of aged XLPE" . Polymer Testing. 25 (7): 932–942. doi:10.1016/j.polymertesting.2006.05.014. ISSN   0142-9418.
  11. ↑ Chen, Meng; Zhang, Hongliang; Wang, Yalin; Wu, Jiandong; Yin, Yi (February 2020). "Space charge dynamics of acetophenone and cumyl alcohol and their synergistic effect in LDPE". IEEE Transactions on Dielectrics and Electrical Insulation . 27 (1): 67–75. Bibcode:2020ITDEI..27...67C. doi:10.1109/TDEI.2019.008320. ISSN   1070-9878. S2CID   211119082.
  12. ↑ Hussin, N.; Chen, G. (February 2012). "Analysis of space charge formation in LDPE in the presence of crosslinking byproducts". IEEE Transactions on Dielectrics and Electrical Insulation . 19 (1): 126–133. Bibcode:2012ITDEI..19..126H. doi:10.1109/TDEI.2012.6148510. ISSN   1070-9878. S2CID   31136608.
  13. ↑ "cuminyl alcohol, 536-60-7". www.thegoodscentscompany.com. Retrieved 2023-03-29.
  14. ↑ "p-Cymen-7-ol". webbook.nist.gov. Retrieved 2023-03-29.
  15. ↑ "Cumic alcohol | CAS#536-60-7 | insulinotropic agent | MedKoo". medkoo.com. Retrieved 2023-03-29.
  16. ↑ "cuminyl alcohol, 536-60-7". www.thegoodscentscompany.com. Retrieved 2023-03-29.
  17. ↑ Api, A.M.; Belsito, D.; Biserta, S.; Botelho, D.; Bruze, M.; Burton, G.A.; Buschmann, J.; Cancellieri, M.A.; Dagli, M.L.; Date, M.; Dekant, W.; Deodhar, C.; Fryer, A.D.; Gadhia, S.; Jones, L. (July 2020). "RIFM fragrance ingredient safety assessment, p-isopropylbenzyl alcohol, CAS Registry Number 536-60-7" . Food and Chemical Toxicology. 141 111338. doi:10.1016/j.fct.2020.111338. PMID   32335211. S2CID   216556801.
  18. ↑ Patil, Swapnil B.; Takalikar, Shreehari S.; Joglekar, Madhav M.; Haldavnekar, Vivek S.; Arvindekar, Akalpita U. (October 2013). "Insulinotropic and β-cell protective action of cuminaldehyde, cuminol and an inhibitor isolated from Cuminum cyminum in streptozotocin-induced diabetic rats". British Journal of Nutrition. 110 (8): 1434–1443. doi: 10.1017/S0007114513000627 . ISSN   0007-1145. PMID   23507295.
  19. ↑ Ali, Mohd Sajid; Rehman, Md Tabish; Al-Lohedan, Hamad A.; AlAjmi, Mohamed Fahad (2022-12-12). "Exploration of the binding between cuminol and bovine serum albumin through spectroscopic, molecular docking and molecular dynamics methods" . Journal of Biomolecular Structure and Dynamics. 40 (22): 12404–12412. doi:10.1080/07391102.2021.1971560. ISSN   0739-1102. PMID   34488560. S2CID   237432888.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.