16033-41-3

Basic information

• Product Name: cis-Vitamin K1
• Synonyms: cis-Vitamin K1;[R-[R*,R*-(Z)]]-2-Methyl-3-(3,7,11,15-tetraMethyl-2-hexadecenyl)-1,4- naphthalenedione;2-Methyl-3-[(2Z,7R,11R)-3,7,11,15-tetraMethyl-2-hexadecen-1-yl]-1,4-naphthalenedione;cis-VitaMin K1-d7/ Cis-Phytonadione-D7;Trans-VitaMin K1-d7/ Trans-Phytonadione-D7
• CAS NO: 16033-41-3
• Molecular Formula: C₃₁H₄₆O₂
• Molecular Weight: 450.69574
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Retinoids
• Mol File: 16033-41-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 546.4±50.0 °C(Predicted)
• Appearance: /
• Density: 0.963±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Stability: Light and Temperature sensitive
• CAS DataBase Reference: cis-Vitamin K1(CAS DataBase Reference)
• NIST Chemistry Reference: cis-Vitamin K1(16033-41-3)
• EPA Substance Registry System: cis-Vitamin K1(16033-41-3)

Safety Data

• Hazardous Substances Data: 16033-41-3(Hazardous Substances Data)

Usage

Uses

The cis-isomer of Vitamin K1.

Upstream product

• 81818-55-5 4-methoxy-3-methyl-2-phytyl-1-naphthalenol 
• 58-27-5 menadione 
• 25486-55-9 vitamin K epoxide 
• 97804-50-7 1,4,4a,9a-tetrahydro-4a-methyl-(1α,4α,4aα,9aα)-1,4-methanoanthracene-9,10-dione 
• 76524-59-9 1-bromo-3,7,11,15-tetramethylhexadec-2-ene 
• 65592-98-5 1-chloro-3,7,11,15-tetramethylhexadec-2-ene 
• 81818-56-6 4-methoxy-2-methyl-3-phytyl-1-naphthalenol 
• 87798-16-1 3-bromo-2-methyl-1,4-bis-(dimethyl-t-butylsilyl)-1,4-dihydroxyphthalene 
• 39055-47-5 2-bromo-3-methylnaphthohydroquinone 
• 943232-38-0 (7R,11R)-3,7,11,15-tetramethyl-2-hexadecenyl bromide 
• 76672-80-5 (E)-6,10,14,18-tetramethyl-5-nonadecene-2-yne 
• 31599-79-8 2-(chloromethyl)-3-methylnaphthalene-1,4-dione 
• 75-24-1 trimethylaluminum 
• 179991-80-1 6,10,14-Trimethyl-pentadec-1-yne 

Downstream Products

• 502-69-2 6,10,14-Trimethyl-2-pentadecanon 
• 25486-55-9 vitamin K₁ epoxide 
• 19274-66-9 vitamin K₁ chromenol 
• 23397-22-0 2-(3-hydroperoxy-3,7,11,15-tetramethyl-hexadec-1-en-t-yl)-3-methyl-[1,4]naphthoquinone 

Relevant articles and documents

Improved synthesis of vitamin K1

With (E/Z)-isomeric phytyl halides as side-chain materials, vitamin K1 is synthesized via a Diels-Alder reaction to activate the free bridgehead hydrogen of 3 for the alkylation and a retro-Diels-Alder reaction to eliminate cyclopentadiene from 2 in a high yield, in which the configuration of the double bond in the phytyl side-chain is retained.

A Convenient One-flask Synthesis of Vitamin K

A facile synthesis of highly pure (E)-form vitamins K1 and K2 by the reaction of 3-substituted isobenzofuranones 2 with vinylic sulfones 1 in one flask is described.

Catalytic Oxidation of Hydroquinones and Naphthalenediols to 1,4-Quinones with H2O2 in the Presence of Chromium (VI) Oxide-Bistributyltin Oxide and an Application to Vitamin K1 Synthesis

The oxidation of hydroquinones and naphthalenediols to 1,4-quinones was carried out in the presence of a chromium (VI) compound formed from chromium (VI) oxide and bistributyltin oxide with 30percent aqueous H2O2 in benzene-isopropyl ether at 50 deg C.The catalyst was fixed on charcoal and used for the oxidation of dihydrovitamin K1 in ethyl alcohol.