59121-99-2

Basic information

• Product Name: (4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol
• Synonyms: (4E,6E)-3,7,11-Trimethyl-1,4,6,10-dodecatetraen-3-ol; (4E,6E)-3,7,11-Trimethyldodeca-1,4,6,10-tetraen-3-ol; 1,4,6,10-dodecatetraen-3-ol, 3,7,11-trimethyl-, (4E,6E)-; 125474-34-2; 423-240-1
• CAS NO: 59121-99-2
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.3505
• EINECS: 423-240-1
• Mol File: 59121-99-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 320.539°C at 760 mmHg
• Flash Point: 115.687°C
• Density: 0.884g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.495
• PKA: 13.51±0.29(Predicted)
• CAS DataBase Reference: (4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol(59121-99-2)
• EPA Substance Registry System: (4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol(59121-99-2)

Safety Data

• Hazardous Substances Data: 59121-99-2(Hazardous Substances Data)

Usage

Description

(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol, also known as phytol, is an unsaturated alcohol with a long hydrocarbon chain and multiple double bonds. It has the molecular formula C15H24O and is commonly found in the chlorophyll pigment of green plants. Phytol is a precursor to the synthesis of vitamin E and has potential antioxidant and anti-inflammatory properties. It has also been studied for its potential use in the treatment of certain types of cancer due to its ability to induce apoptosis in cancer cells.

Uses

Used in Pharmaceutical Industry:
(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol is used as a precursor for the synthesis of vitamin E, which is an essential nutrient with antioxidant properties that helps protect cells from damage.
Used in Antioxidant Applications:
(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol is used as an antioxidant due to its potential antioxidant properties, which can help protect cells from damage caused by free radicals.
Used in Anti-inflammatory Applications:
(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol is used as an anti-inflammatory agent due to its potential anti-inflammatory properties, which can help reduce inflammation and swelling.
Used in Cancer Treatment:
(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol is used in the treatment of certain types of cancer due to its ability to induce apoptosis in cancer cells, which can help inhibit tumor growth and progression.

Upstream product

• 145571-82-0 (all-E)-3,7,11-Trimethyldodeca-4,6,10-trien-1-yn-3-ol 
• 141-10-6 pseudoionone 
• 1826-67-1 vinyl magnesium bromide 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 106-24-1 Geraniol 
• 22842-10-0 2-methylhept-2-en-6-yne 
• 71570-25-7 (E)-1-iodo-2,6-dimethyl-hepta-1,5-diene 
• 20082-23-9 (4E,6E/Z)-3,7,11-Trimethyldodeca-4,6,10-trien-1-yn-3-ol 
• 58689-15-9 pseudoionone 

Downstream Products

• 131801-83-7 [3,7,11-trimethyl-dodecyl-2,4,6,10-tetraenyl]-triphenylphosphonium chloride 
• 131801-85-9 (2E,4E,6Z)-3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-triphenylphosphonium chloride 
• 103956-99-6 (2E,4E,6E,8E,10E,12E,14E)-2,7,11,15,19-pentamethylicosa-2,4,6,8,10,12,14,18-octaenal 
• 502-65-8 (5Z,5'Z)-Lycopene 

Relevant articles and documents

Synthesis of conjugated trienes and related oxidation products of α-farnesene

The synthesis of conjugated trienes and related oxidation products of α-farnesene (1), principally from the epoxides of α-farnesene (1), is reported. Base-promoted ring opening of 6,7-epoxide (4) by KOBut/LiNPri2 affords the conjugated triene (2), whilst the 3,4-epoxide (5) affords trienol (7). In contrast, 10,11-epoxide (6) fails to undergo epoxide ring opening; it rearranges to the conjugated triene epoxide (8). Base-promoted ring opening of bisepoxide (9) afforded trienol epoxide (11) at -30°C, whilst cyclization to tetrahydrofurans (10a,b) occurred at room temperature. Photosensitized oxidation of 10,11-epoxide (6) followed by in situ treatment with acid gave the cyclic peroxide (3) and on reduction triol (12). Bisallylic alcohol (13) was prepared by alkylation of 3-methylsulfolene with geranial. Trienes (2) and (3) have been isolated previously as autoxidation products of α-farnesene (1) and are implicated as the causal agents of superficial scald of stored apples.

Synthesis, Isolation, and NMR-Spectroscopic Characterization of Fourteen (Z)-Isomers of Lycopene and of Some Acetylenic Didehydro- and Tetradehydrolycopenes

Eight (Z)-isomers of lycopene were prepared by stereocontrolled syntheses and fully characterized by 1H-NMR, 13C-NMR, mass, and UV/VIS-spectroscopy: (5Z)-, (7Z)-, (15Z)-, (5Z,5'Z)-, (7Z,7'Z)-, (7Z,9Z)-, (9Z,9'Z)-, and (7Z,9Z,7'Z,9'Z)-lycopene.Six additional (Z)-isomers, namely (9Z)-, (13Z)-, (5Z,9'Z)-, (9Z,13'Z)-, (5Z,9Z,5'Z)-, and (5Z,13Z,5'Z)-lycopene, were isolated in small quantities from isomer mixtures by semiprep.HPLC and were identified by 1H-NMR spectroscopy.

Manufacture of symmetrical carotenoids

Symmetrical carotenoids are prepared from the half-molecules by dimerizing the phosphonium salts of the half-molecules with peroxides, peroxo compounds or peroxy compounds in an alkaline medium.