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Phytol

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Phytol Basic information

Product Name:
Phytol
Synonyms:
  • Phytol, 90.0%(GC)
  • (7R,11R,E)-3,7,11,15-Tetramethylhexadec-2-en-1-ol
  • [R*,R*-(E)]-3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL
  • PHYTOL
  • phytol, mixture of isomers
  • 3,7,11,15-tetramethylhexadec-2-en-1-ol
  • Phytolsynthetic
  • 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)-
CAS:
150-86-7
MF:
C20H40O
MW:
296.53
EINECS:
205-776-6
Product Categories:
  • Biochemistry
  • Terpenes
  • Terpenes (Others)
Mol File:
150-86-7.mol
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Phytol Chemical Properties

Melting point:
<25 °C
Boiling point:
202-204 °C (10 mmHg)
Density 
0.85
refractive index 
1.461-1.469
FEMA 
4196 | PHYTOL
Flash point:
179℃ (Cleveland open test)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Insoluble in water, miscible with alcohol and oils
pka
14.45±0.10(Predicted)
form 
Oil
color 
Light Yellow to Yellow
Odor
at 100.00 %. delicate floral balsam powdery waxy
Odor Type
floral
Merck 
14,7390
JECFA Number
1832
Stability:
Light Sensitive
InChIKey
BOTWFXYSPFMFNR-PFIWFTBQSA-N
LogP
8.23
CAS DataBase Reference
150-86-7(CAS DataBase Reference)
EPA Substance Registry System
Phytol (150-86-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26-36
RTECS 
TJ3490000
HS Code 
29052290
Toxicity
rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 811, 1982.

MSDS

  • Language:English Provider:ACROS
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Phytol Usage And Synthesis

Description

Phytol is a diterpene alcohol obtained from the degradation of chlorophyll and has been used in the synthesis of Vitamins E and K. During the digestion process of ruminants, phytol is liberated from chlorophyll and converted to phytanic acid to be stored in fats. While humans cannot derive phytol from chlorophyll, free phytol, obtained from the consumption of ruminant adipose tissue and dairy products, is readily absorbed in the small intestine and converted to phytanic acid. Phytanic acid accumulates to toxic levels in a number of metabolic disorders, and the conversion of phytol to phytanic acid has been shown to be regulated via the activation of peroxisome proliferator-activated receptor α (PPARα). Phytol and its metabolites have also been reported to activate retinoid X receptors (RXRs; Kis range from 2.3-67.2 μM) and to promote the activity of PPAR/RXR heterodimers. Phytol also demonstrates sedative and anxiolytic effects through interaction with the GABAA receptor, and it has been explored as an antischistosomal agent in a mouse model of schistosomiasis.

Chemical Properties

Colorless to yellow viscous liquid with a faint floral scent, found naturally in jasmine essential oil and tea. It cannot dissolve in water, but is able to dissolve in organic solvents.

Occurrence

Reported found in Herniaria incana lam oil Greece (2.60%) and Witch hazel leaf oil (9.79%).

Uses

trans-Phytol is a reagent that is used in the preparation of α-tocopherol analogs as mitochondrial antioxidants. It is also used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1.

Production Methods

Phytol can be obtained from natural raw materials by a variety of processes. The industrial synthesis of phytol starts from isophytol. The latter is first treated with formic acid to give phytyl formate, from which (Z, E )-phytol (isomer ratio 3 : 7) is obtained by saponification or transesterification.

Definition

ChEBI: Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol.

Aroma threshold values

Low strength odor, floral type.

Safety Profile

Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Phytol Preparation Products And Raw materials

Preparation Products

PhytolSupplier

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