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Basic Information
CAS No.: 150-86-7
Name: PHYTOL
Molecular Structure:
Molecular Structure of 150-86-7 (PHYTOL)
Formula: C20H40O
Molecular Weight: 296.537
Synonyms: 2-Hexadecen-1-ol,3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-;Phytol (6CI,8CI);(7R,11R,2E)-Phytol;(E)-Phytol;(E,R,R)-Phytol;trans-Phytol;
EINECS: 205-776-6
Density: 0.845 g/cm3
Melting Point: <25 °C
Boiling Point: 335.5 °C at 760 mmHg
Flash Point: 157.5 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 37/39-26
PSA: 20.23000
LogP: 6.36410
Synthetic route
7437-61-8

2-methyl-3,4-epoxy-1-butene

130627-55-3

(3R,7R)-3,7,11-Trimethyldodecylmagnesium-bromid

150-86-7

phytol

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -20 - 0℃; for 24h;95%
66432-63-1

(2E,7R,11R)-Phytyl-(2'-tetrahydropyranyl)aether

150-86-7

phytol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In ethanol at 55℃; for 1.5h;94%
92116-50-2

(E)-(7R,11R)-1-(1'-ethoxy)ethoxy-3,7,11,15-tetramethyl-2-hexadecene

150-86-7

phytol

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride In tetrahydrofuran at 0 - 20℃; for 3h;68%
679841-68-0

2',4'-dimethylpent-3'-yl (7R,11R)-3,7,11,15-tetramethyl-5-methanesulfonyloxyhexadec-2-enoate

150-86-7

phytol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether Heating;67%
13853-16-2

(2E,7R,11R)-3,7,11,15-tetramethyl-hexadec-2-enoic acid methyl ester

150-86-7

phytol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In diethyl ether at 0℃;
101541-51-9

(2Z,7R,11R)-3,7,11,15-tetramethyl-hexadec-2-enoic acid ethyl ester

150-86-7

phytol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; aluminium trichloride
chlorophyll

chlorophyll

150-86-7

phytol

Conditions
ConditionsYield
With lithium hydroxide
With tetramethyl ammoniumhydroxide
50-00-0

formaldehyd

75-24-1

trimethylaluminum

179991-80-1

6,10,14-Trimethyl-pentadec-1-yne

A

(2E,7S,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol

B

150-86-7

phytol

Conditions
ConditionsYield
Stage #1: trimethylaluminum; 6,10,14-Trimethyl-pentadec-1-yne With zirconocene dichloride In 1,2-dichloro-ethane
Stage #2: With n-butyllithium In tetrahydrofuran
Stage #3: formaldehyd In tetrahydrofuran Further stages.;
105470-79-9

(3R,7R,5E)-3,7,11-trimethyldodecan-1-al

150-86-7

phytol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 67 percent / TiCl4 / CH2Cl2 / 1 h / -78 °C
2: 74 percent / Et3N / CH2Cl2 / 1 h / 0 °C
3: 67 percent / LiAlH4 / diethyl ether / Heating
View Scheme
541-47-9

3-Methylbutenoic acid

150-86-7

phytol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 81 percent / DMAP; DCC / CH2Cl2 / 3 h / 20 °C
2.1: (i-Pr)2NLi / hexane; tetrahydrofuran / 1 h / -78 °C
2.2: 99 percent / hexane; tetrahydrofuran / 1 h / -78 - 20 °C
3.1: 67 percent / TiCl4 / CH2Cl2 / 1 h / -78 °C
4.1: 74 percent / Et3N / CH2Cl2 / 1 h / 0 °C
5.1: 67 percent / LiAlH4 / diethyl ether / Heating
View Scheme
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Chemistry

Phytol is a precursor for vitamins E and K1. It is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility.It has some synonyms like E)-3,7,11,15-Tetramethyl-2-hexadedcen-1-ol;(E)-phytol;2,6,10,14-Tetramethylhexadec-14-en-16-ol;2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-;3,7,11,15-tetramethyl-,(r-(r*,r*-(e)))-2-hexadecen-1-o;3,7,11,15-tetramethyl-,[R-(R*,R*-(E))]-2-Hexadedcen-1-ol,and so on.

Molecular Formula: C20H40O
Molecular Weight: 296.53
EINECS: 205-776-6
boiling point:  202-204 °C (10 mmHg) 
Density:  0.85 
Refractive index:  1.461-1.469 
Merck:  7390

Uses

Phytol is commonly used as the basic raw materialsFor the production of vitamin K1, vitamin E.

Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MOD

   FCTOD7    Food and Chemical Toxicology. 20 (1982),811.
2.   

orl-rat LD50:>5 g/kg

   FCTOD7    Food and Chemical Toxicology. 20 (1982),811.
3.   

skn-rbt LD50:>5 g/kg

   FCTOD7    Food and Chemical Toxicology. 20 (1982),811.

RTECS:  TJ3490000

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

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

Hazard Codes:  Xi
Risk Statements:  36/37/38
Safety Statements:  37/39-26