Chemistry:Cumyl alcohol

From HandWiki
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
EC Number
  • 208-640-4
UNII
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 pictograms GHS07: Harmful
GHS Signal word Warning
H302
P264, P270, P301+317Script error: No such module "Preview warning".Category:GHS errors, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

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]

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]

  • p-Cymen-7-ol
  • 4-isopropylbenzyl alcohol
  • Cumic alcohol[15]
  • Cuminol
  • Cuminyl alcohol[16]
  • (4-Isopropylphenyl)methanol
  • Cuminic alcohol

Toxicology

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

References

  1. ↑ "4-Isopropylbenzyl alcohol" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/325#section=Safety-and-Hazards. 
  2. ↑ PubChem. "4-Isopropylbenzyl alcohol" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/325. 
  3. ↑ "4-isopropylbenzyl alcohol" (in en). https://www.wikidata.org/wiki/Q1143803. 
  4. ↑ "Substance Information - ECHA" (in en-GB). https://echa.europa.eu/substance-information/-/substanceinfo/100.007.857. 
  5. ↑ "P-ISOPROPYLBENZYL ALCOHOL | FEMA". https://www.femaflavor.org/flavor-library/p-isopropylbenzyl-alcohol. 
  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" (in en). 9 January 2006. https://www.efsa.europa.eu/en/efsajournal/pub/296. 
  7. ↑ "4-Isopropylbenzyl alcohol | CAS 536-60-7 | SCBT - Santa Cruz Biotechnology". https://www.scbt.com/p/4-isopropylbenzyl-alcohol-536-60-7. 
  8. ↑ Cooke, R. G.; Gillespie, D. T.; Macbeth, A. Killen (1938-01-01). "338. Cumyl alcohol" (in en). Journal of the Chemical Society (Resumed): 1825–1826. doi:10.1039/JR9380001825. ISSN 0368-1769. https://pubs.rsc.org/en/content/articlelanding/1938/jr/jr9380001825. 
  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. https://ieeexplore.ieee.org/document/1254831. 
  10. ↑ Gulmine, J. V.; Akcelrud, L. (2006-10-01). "FTIR characterization of aged XLPE" (in en). Polymer Testing 25 (7): 932–942. doi:10.1016/j.polymertesting.2006.05.014. ISSN 0142-9418. https://www.sciencedirect.com/science/article/pii/S0142941806001061. 
  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. doi:10.1109/TDEI.2019.008320. ISSN 1070-9878. https://ieeexplore.ieee.org/document/8985656. 
  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. doi:10.1109/TDEI.2012.6148510. ISSN 1070-9878. https://ieeexplore.ieee.org/document/6148510. 
  13. ↑ "cuminyl alcohol, 536-60-7" (in en-US). http://www.thegoodscentscompany.com/data/rw1016451.html. 
  14. ↑ "p-Cymen-7-ol" (in en). https://webbook.nist.gov/cgi/cbook.cgi?InChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3. 
  15. ↑ "Cumic alcohol | CAS#536-60-7 | insulinotropic agent | MedKoo". https://medkoo.com/products/23231. 
  16. ↑ "cuminyl alcohol, 536-60-7" (in en-US). http://www.thegoodscentscompany.com/data/rw1016451.html. 
  17. ↑ Api, A.M.; Belsito, D.; Biserta, S.; Botelho, D.; Bruze, M.; Burton, G.A.; Buschmann, J.; Cancellieri, M.A. et al. (July 2020). "RIFM fragrance ingredient safety assessment, p-isopropylbenzyl alcohol, CAS Registry Number 536-60-7" (in en). Food and Chemical Toxicology 141: 111338. doi:10.1016/j.fct.2020.111338. PMID 32335211. https://linkinghub.elsevier.com/retrieve/pii/S027869152030226X. 
  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" (in en). British Journal of Nutrition 110 (8): 1434–1443. doi:10.1017/S0007114513000627. ISSN 0007-1145. PMID 23507295. https://www.cambridge.org/core/journals/british-journal-of-nutrition/article/insulinotropic-and-cell-protective-action-of-cuminaldehyde-cuminol-and-an-inhibitor-isolated-from-cuminum-cyminum-in-streptozotocininduced-diabetic-rats/557CFBF0890CFE2C25DC051914635170. 
  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. https://doi.org/10.1080/07391102.2021.1971560. 



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Cumyl_alcohol&oldid=3334976"