5-Methylfurfuryl alcohol

5-Methylfurfuryl alcohol
Names
IUPAC name
(5-methylfuran-2-yl)methanol
Other names
  • 2-Furanmethanol, 5-methyl-[1]
  • (5-Methylfur-2-yl)-methanol
  • Furfural propyleneglycol acetal[2]
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.197.708 Edit this at Wikidata
EC Number
  • 672-135-9
UNII
  • InChI=1S/C6H8O2/c1-5-2-3-6(4-7)8-5/h2-3,7H,4H2,1H3
    Key: VOZFDEJGHQWZHU-UHFFFAOYSA-N
  • CC1=CC=C(O1)CO
Properties
C6H8O2
Molar mass 112.128 g·mol−1
Density 1.082-1.088 g/mL (20 °C)[2]
Hazards
GHS labelling:
GHS07: Exclamation mark
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).

5-Methylfurfuryl alcohol is an organic compound with the formula C6H8O2. It is one of many volatile compounds present in Nicotiana tabacum,[3] and is formed from the reduction of 5-methylfurfural,[4] a compound formed from the reduction of 5-bromo- or 5-chloromethylfurfural.[5] It is a colorless liquid listed as a food additive with FEMA number 4544 and JECFA number 2099.[2]

  1. ^ "2-Furanmethanol, 5-methyl-". NIST Chemistry WebBook, SRD 69. 2023.
  2. ^ a b c "Online Edition: "Specifications for Flavourings"". Food and Agriculture Organization of the United Nations. 2012. Retrieved June 25, 2024.
  3. ^ Peng, Fumin; Sheng, Liangquan; Liu, Baizhan; Tong, Hongwu; Liu, Shaomin (June 2004). "Comparison of different extraction methods: steam distillation, simultaneous distillation and extraction and headspace co-distillation, used for the analysis of the volatile components in aged flue-cured tobacco leaves". Journal of Chromatography A. 1040 (1): 1–17. doi:10.1016/j.chroma.2004.03.057. PMID 15248421.
  4. ^ Spillman, Philip J.; Pollnitz, Alan P.; Liacopoulos, Dimitra; Pardon, Kevin H.; Sefton, Mark A. (1998-02-01). "Formation and Degradation of Furfuryl Alcohol, 5-Methylfurfuryl Alcohol, Vanillyl Alcohol, and Their Ethyl Ethers in Barrel-Aged Wines". Journal of Agricultural and Food Chemistry. 46 (2): 657–663. doi:10.1021/jf970559r. ISSN 0021-8561. PMID 10554294.
  5. ^ "5-Methylfurfural". Organic Syntheses. 14: 62. 1934. doi:10.15227/orgsyn.014.0062.