Chemical intermediate

106-28-5

  • Product Name：Farnesol
  • Molecular Formula：C15H26O
  • Specifications：99%
  • Molecular Weight：222.371
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Product Details;

CasNo： 106-28-5

Molecular Formula： C15H26O

Farnesol Good Supplier In Bulk Supply High Purity 106-28-5

  • Molecular Formula:C15H26O
  • Molecular Weight:222.371
  • Vapor Pressure:0.00037mmHg at 25°C 
  • Melting Point:61-63 °C 
  • Refractive Index:n20/D 1.490(lit.)  
  • Boiling Point:283.4 °C at 760 mmHg 
  • PKA:14.42±0.10(Predicted) 
  • Flash Point:112.5 °C 
  • PSA：20.23000 
  • Density:0.875 g/cm3 
  • LogP:4.39790 

(E,E)-Farnesol(Cas 106-28-5) Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 3298, 1980 DOI: 10.1021/ja00529a091The Journal of Organic Chemistry, 40, p. 3617, 1975 DOI: 10.1021/jo00912a039

General Description

trans,trans-Farnesol is sesquiterpene alcohol, which is commonly found in many essential oils, citrus fruits, propolis, and plant-derived foods and beverages. It is an effective bioactive agent that can be used in pharmaceuticals and cosmetics.

Purification Methods

The main impurity is the cis-trans isomer. Purify it by gas chromatography using a 4ft x 0.125in 3%OV-1 column at 150o. [Corey et al. J Am Chem Soc 92 6637 1970, Popjak et al. J Biol Chem 237 56 1962.] It has also been fractionated through a 14-in Podbielniak column (p 11) at 11o/0.35mm. Alternatively it has been purified by gas chromatography using SF96 silicone on Fluoropak columns or Carbowax 20M on Fluoropak or base-washed 30:60 firebrick (to avoid decomposition, prepared by treating the firebrick with 5N NaOH in MeOH and washed with MeOH to pH 8) at 210o with Helium carrier gas at 60 mL/min flow rate. The diphenylcarbamoyl derivative has m 61-63o (from MeOH) and has an IR band at 3500 cm-1. [Bates et al. J Org Chem 28 1086 1963, Beilstein 1 IV 2335.]

InChI:InChI=1/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+

106-28-5 Relevant articles

Structural and functional analysis of bacillus subtilis yisp reveals a role of its product in biofilm production

Feng, Xinxin,Hu, Yumei,Zheng, Yingying,Zhu, Wei,Li, Kai,Huang, Chun-Hsiang,Ko, Tzu-Ping,Ren, Feifei,Chan, Hsiu-Chien,Nega, Mulugeta,Bogue, Shannon,Lpez, Daniel,Kolter, Roberto,G?tz, Friedrich,Guo, Rey-Ting,Oldfield, Eric

, p. 1557 - 1563 (2014)

YisP is involved in biofilm formation in...

Synthesis and biological evaluation of farnesylthiosalicylamides as potential anti-tumor agents

Ling, Yong,Wang, Zhiqiang,Zhu, Hongyan,Wang, Xuemin,Zhang, Wei,Wang, Xinyang,Chen, Li,Huang, Zhangjian,Zhang, Yihua

, p. 374 - 380 (2014)

Fourteen hybrids of farnesylthiosalicyli...

Molecular cloning and characterization of drimenol synthase from valerian plant (Valeriana officinalis)

Kwon, Moonhyuk,Cochrane, Stephen A.,Vederas, John C.,Ro, Dae-Kyun

, p. 4597 - 4603 (2014)

Drimenol, a sesquiterpene alcohol, and i...

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Kobayashi,S. et al.

, p. 1169 - 1172 (1977)

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Roles of rat and human aldo-keto reductases in metabolism of farnesol and geranylgeraniol

Endo, Satoshi,Matsunaga, Toshiyuki,Ohta, Chisato,Soda, Midori,Kanamori, Ayano,Kitade, Yukio,Ohno, Satoshi,Tajima, Kazuo,El-Kabbani, Ossama,Hara, Akira

, p. 261 - 268 (2011)

Farnesol (FOH) and geranylgeraniol (GGOH...

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Grigor'eva,N.Ya. et al.

, (1979)

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Two chemotypes of Boletinus cavipes

Wada,Kobata,Hayashi,Shibata

, p. 1036 - 1039 (1995)

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Substrate specificities of E- and Z-farnesyl diphosphate synthases with substrate analogs

Nagaki, Masahiko,Ichijo, Takumi,Kobashi, Rikiya,Yagihashi, Yusuke,Musashi, Tohru,Kawakami, Jun,Ohya, Norimasa,Gotoh, Takeshi,Sagami, Hiroshi

, p. 1 - 6 (2012)

Prenyltransferases catalyzes the basic i...

Biosynthesis of sesterterpenes, head-to-tail triterpenes, and sesquarterpenes in Bacillus clausii: Identification of multifunctional enzymes and analysis of isoprenoid metabolites

Ueda, Daijiro,Yamaga, Hiroaki,Murakami, Mizuki,Totsuka, Yusuke,Shinada, Tetsuro,Sato, Tsutomu

, p. 1371 - 1377 (2015)

We performed functional analysis of reco...

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Corey,E.J.,Kirst,H.A.

, p. 5041 - 5043 (1968)

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Regiospecific Synthesis of Calcium-Independent Daptomycin Antibiotics using a Chemoenzymatic Method

Mupparapu, Nagaraju,Lin, Yu-Hsin Cindy,Kim, Tae Ho,Elshahawi, Sherif I.

supporting information, p. 4176 - 4182 (2021/02/01)

Daptomycin (DAP) is a calcium (Ca2+)-dep...

SYNTHESIS OF E,E-FARNESOL, FARNESYL ACETATE AND SQUALENE FROM FARNESENE VIA FARNESYL CHLORIDE

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, (2019/12/28)

The present disclosure provides methods ...

METHOD FOR PRODUCING CARBOXYLIC ACID PRENYL AND PRENOL

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Paragraph 0086-0099, (2019/12/31)

PROBLEM TO BE SOLVED: To provide a metho...

PRODUCTION OF FARNESOL

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Page/Page column 11, (2017/04/11)

The present invention relates to an impr...

106-28-5 Process route

farnesal
19317-11-4

farnesal

(2Z,6Z)-farnesol
16106-95-9

(2Z,6Z)-farnesol

2E,6Z-farnesol
3879-60-5

2E,6Z-farnesol

(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
3790-71-4

(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

Farnesol
106-28-5

Farnesol

Conditions
Conditions Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; formic acid triethylamine complex; N-tosylethylenediamine; In ethyl acetate; at 20 ℃; for 20h; Reagent/catalyst; Temperature; Solvent; Overall yield = 98 %; Inert atmosphere;
formic acid
64-18-6

formic acid

(+/-)-nerolidol
7212-44-4

(+/-)-nerolidol

(2Z,6Z)-farnesol
16106-95-9

(2Z,6Z)-farnesol

2E,6Z-farnesol
3879-60-5

2E,6Z-farnesol

(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
3790-71-4

(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

Farnesol
106-28-5

Farnesol

bisabolol
515-69-5,23089-26-1,23178-88-3,25428-43-7,72059-10-0,72691-24-8,76738-75-5,78148-59-1,123877-54-3,26560-22-5

bisabolol

Conditions
Conditions Yield
formic acid; (+/-)-nerolidol; In hexane; at 10 - 15 ℃; for 21h;
With water; sodium hydroxide; In methanol; at 20 - 40 ℃; for 2.25h;

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