25308-82-1

Basic information

• Product Name: 1,1,1-trichloro-4-methylpent-4-en-2-ol
• Synonyms: 1,1,1-trichloro-4-methylpent-4-en-2-ol;4-Methyl-1,1,1-trichloropent-4-en-2-ol;1,1,1-Trichloro-4-methyl-4-penten-2-ol;4-Penten-2-ol, 1,1,1-trichloro-4-methyl-;Einecs 246-808-9
• CAS NO: 25308-82-1
• Molecular Formula: C₆H₉Cl₃O
• Molecular Weight: 203.49406
• EINECS: 246-808-9
• Mol File: 25308-82-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 241.2°Cat760mmHg
• Flash Point: 99.6°C
• Appearance: /
• Density: 1.316g/cm³
• Vapor Pressure: 0.0063mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: 1,1,1-trichloro-4-methylpent-4-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-trichloro-4-methylpent-4-en-2-ol(25308-82-1)
• EPA Substance Registry System: 1,1,1-trichloro-4-methylpent-4-en-2-ol(25308-82-1)

Safety Data

• Hazardous Substances Data: 25308-82-1(Hazardous Substances Data)

Usage

General Description

1,1,1-trichloro-4-methylpent-4-en-2-ol is a chemical compound that belongs to the class of chlorinated alcohols. It is also known as trichloroallyl alcohol. 1,1,1-trichloro-4-methylpent-4-en-2-ol is used as a biocide and preservative in many industrial applications, such as water treatment, wood preservation, and metalworking fluids. It is also used as an intermediate in the production of other chemicals. However, it is important to note that 1,1,1-trichloro-4-methylpent-4-en-2-ol has been classified as a hazardous substance, and exposure to high concentrations of this chemical can be harmful to human health and the environment. Therefore, proper handling and disposal procedures should be followed when using this compound.

InChI:InChI=1/C6H9Cl3O/c1-4(2)3-5(10)6(7,8)9/h5,10H,1,3H2,2H3

Upstream product

• 115-11-7 isobutene 
• 7446-70-0 aluminium trichloride 
• 110-54-3 hexane 
• 75-87-6 chloral 

Downstream Products

• 40539-06-8 4-Methyl-2-phenoxy-pent-4-enoic acid 
• 134835-35-1 4-Methyl-2-p-tolyloxy-pent-4-enoic acid methyl ester 
• 72800-48-7 1,1,1-trichloro-4-methyl-3-penten-2-ol 
• 55667-43-1 1,1-dichloro-4-methyl-penta-1,3-diene 
• 62434-98-4 1,1-dichloro-4-methyl-1,4-pentadiene 
• 62836-20-8 1,1-Dichlor-4-methyl-pent-4-en-2-ol 
• 134835-41-9 4-Methyl-2-m-tolyloxy-pent-4-enoic acid 
• 134835-36-2 4-Methyl-2-m-tolyloxy-pent-4-enoic acid methyl ester 
• 134835-37-3 4-Methyl-2-o-tolyloxy-pent-4-enoic acid methyl ester 
• 134847-04-4 2-(2,4-Dichloro-phenoxy)-4-methyl-pent-4-enoic acid 
• 134835-39-5 2-(2,4-Dichloro-phenoxy)-4-methyl-pent-4-enoic acid methyl ester 
• 25308-83-2 1,1,1-trichloro-4-methyl-2-acetoxy-4-pentene 
• 130307-79-8 cis-2-Dichlormethyl-4-ethoxy-4-methyl-tetrahydrofuran 
• 130307-79-8 trans-2-Dichlormethyl-4-ethoxy-4-methyl-tetrahydrofuran 

Relevant articles and documents

Liebeskind-Srogl cross-coupling on γ-carboxyl-γ-butyrolactone derivatives: Application to the side chain of amphidinolides C and F

The synthetic approach for the C20-C29 and C20-C34 fragments of amphidinolide F and C was based on an original Liebeskind-Srogl cross-coupling reaction with a glutamic acid-derived building-block. Further highly diastereoselective reduction of the ketone was achieved by using an uncommon Ph3SiH/TBAF/HMPA system. The amphidinolide C side chain was built through a reductive elimination of chiral epoxide to install the stereogenic center at C29.

Process for the preparation of trichloromethyl carbinols

The invention is directed to a new process for the preparation of carbinols of the general formula I STR1 by reaction chloral and olefins of the general formula STR2 and by optional acylation of the product comprising dissolving a catalyst of the general formula III in chloral, then adding the olefin of the general formula II in order to produce a complex of the general formula IV STR3 from which a complex of the general formula V STR4 is formed, and from the reaction mixture a compound of the general formula I is obtained whereafter (a) the residual complex of the general formula V dissolved in the product is decomposed with an acidic solution and if desired the obtained product is distilled or (b) the product in the reaction mixture is acylated. The compounds prepared according to the invention can be utilized as intermediates when preparing e.g., permethrin and other pyrethroid insecticides.

Process for the preparation of homoallyl alcohols

An enantioselective process for the preparation of homoallyl alcohol enantiomer of formula II wherein:, X1, X2 and X3 are independently chosen from the group consisting of hydrogen, chlorine, bromine, fluorine, iodine, C1 to C6 alkyl, C1 to C6 haloalkyl, and haloaryl; and, R1, R2, R3 and R4 are independently chosen from the group consisting of hydrogen, halogen, alkyl, alkenyl, alkynyl, benzyl, substituted benzyl, phenyl, substituted phenyl; or R3 and R4 is as hereinbefore defined and R1 and R2 form a carbocyclic or heterocyclic ring; which process comprises; reacting an aldehyde of formula III with an alkene of formula IV in the presence of an optically-active organometallic catalyst. Furthermore, the compound of formula II can be isomerised to the allylic alcohol of formula I with retention of optical purity.