55667-43-1

Basic information

• Product Name: 1,1-Dichloro-4-methylpenta-1,3-diene
• Synonyms: 1,1-dichloro-4-methylpenta-1,3-diene;1,1-Dichloro-4-methylpentadiene-1,3;1,3-Pentadiene, 1,1-dichloro-4-methyl-;Einecs 259-745-7;1,1-Dichloro-4-methy
• CAS NO: 55667-43-1
• Molecular Formula: C₆H₈Cl₂
• Molecular Weight: 151.03
• EINECS: 259-745-7
• Mol File: 55667-43-1.mol

Chemical Properties

• Boiling Point: 168.5 °C at 760 mmHg
• Flash Point: 62.4 °C
• Appearance: colorless or light yellow transparent liquid
• Density: 1.1 g/cm³
• Vapor Pressure: 2.13mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: 1,1-Dichloro-4-methylpenta-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dichloro-4-methylpenta-1,3-diene(55667-43-1)
• EPA Substance Registry System: 1,1-Dichloro-4-methylpenta-1,3-diene(55667-43-1)

Safety Data

• Hazardous Substances Data: 55667-43-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,1-Dichloro-4-methylpenta-1,3-diene is used as a chemical intermediate for the production of other chemicals. Its unique structure and reactivity make it a valuable component in the synthesis of a range of compounds, contributing to the diversity of chemical products available for various applications.
Used in Industrial Processes as a Solvent:
In some industrial processes, 1,1-Dichloro-4-methylpenta-1,3-diene serves as a solvent. Its solvent properties are leveraged to dissolve or suspend other substances, facilitating various chemical reactions and processes within the industry.
Used in the Chemical Industry:
1,1-Dichloro-4-methylpenta-1,3-diene is used as a raw material in the chemical industry for the manufacturing of a variety of products. Its versatility in chemical reactions allows it to be a key component in the creation of new compounds and materials.

InChI:InChI=1/C6H8Cl2/c1-5(2)3-4-6(7)8/h3-4H,1-2H3

Upstream product

• 63170-40-1 1,1,1-trichloro-2-acetoxy-4-methyl-3-pentene 
• 67-56-1 methanol 
• 25308-82-1 1,1,1-trichloro-4-methyl-4-penten-2-ol 
• 72800-48-7 1,1,1-trichloro-4-methyl-3-penten-2-ol 
• 64670-36-6 2-(2,2-Dichlor-cyclopropyl)-propan-2-ol 
• 62434-98-4 1,1-dichloro-4-methyl-1,4-pentadiene 
• 62904-26-1 1,1-dichloro-4-methyl-3-hydroxy-pent-1-ene 
• 64944-19-0 1,1,3,4-tetrachloro-4-methyl-pentene-1 
• 105197-70-4 1-Bromo-1,1,4-trichloro-4-methyl-pentane 
• 105197-69-1 1,4-Dibromo-1,1-dichloro-4-methyl-pentane 
• 84677-02-1 1,1,4-trichloro-4-methyl-pentene-1 
• 86136-80-3 1,1-dichloro-3-ethoxy-4-methyl-1-pentene 
• 60-29-7 diethyl ether 
• 64-19-7 acetic acid 

Downstream Products

• 55667-40-8 trans-permethrin acid 
• 59042-49-8 cis-permethrinic acid 
• 61976-30-5 methyl 2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropane-1-carboxylate 
• 59897-93-7 methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate 
• 59609-49-3 ethyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate 
• 55169-19-2 Dicarbethoxy-3,9-tricyclo<6.1.0.0^2,4>nonen-5 
• 78548-59-1 (+/-) Trans Ethyl 3-(β,β-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate 
• 78548-58-0 (1S,3S)-3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid ethyl ester 
• 60940-88-7 (1R,3R)-3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid ethyl ester 
• 60940-88-7 (1S,3R)-3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid ethyl ester 
• 63142-57-4 ethyl (+/-)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate 
• 63142-56-3 ethyl (+/-)-cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 624-49-7 dimethylfumarate 

Relevant articles and documents

NEW ROUTES TO 1,1-DICHLORO-4-METYL-1,3-PENTADIENE

1,1,1-trichloro-2-hydroxy-4-methyl-pentene-3 (1b) was chlorinated to afford tri- and tetra-chlorinated compounds 2,3,4.Compounds 2 and 3 were transformed by reductive dechlorination into 1,1-dichloro-4-methyl-1,3-pentadiene.Another route starting from the same alcohol or its isomer was also developed.

5,5-dichloro-2-methyl 2,4-pentadiene preparation method

The invention relates to the field of pesticides, particularly to a simple preparation method of a permethric acid intermediate 5,5-dichloro-2-methyl 2,4-pentadiene, wherein 3,3-dichloro-2-propenyl phosphate and acetone are subjected to a condensation reaction under the action of an alkali to the product 5,5-dichloro-2-methyl 2,4-pentadiene, According to the present invention, the process route for preparing the permethric acid intermediate 5,5-dichloro-2-methyl 2,4-pentadiene has advantages of mild condition, simple operation, less side reaction, high yield and simple post-treatment, and is suitable for industrial production, wherein the by-product phosphate can be used for the manufacture of fertilizers; and the content and the yield of the target product are relatively high.

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.

Asymmetric copper complex and cyclopropanation reaction using the same

There are disclosed asymmetric copper complex comprising, as components, (a) an optically active bisoxazoline compound of formula (1): wherein R1 and R2 are different and each represent a hydrogen atom, an alkyl group, a cycloalkyl group, or a phenyl or aralkyl group which may be substituted, R3 and R4 each represent a hydrogen atom, an alkyl group, a cycloalkyl group, or a phenyl or aralkyl group which may be substituted, or R3 and R4 may be bonded to each other to form a C3-5 cyclic alkylene group, R5 represents a hydrogen atom or a C1-6 alkyl group, or the two R5 groups may be bonded to each other to represent a C3-5 cyclic alkylene group, (b) a monovalent or divalent copper compound, and (c) a strong acid or a Lewis acid or a mixture thereof, and a process for producing an optically active cyclopropanecarboxylate using the same.

Electrochemical Synthesis of 1,1-Dichloro-4-methylpenta-1,3-diene

Reaction of 1,1,1-trichloro-4-methylpent-3-en-2-ol (2) with inorganic acid halides yielded several polychloroalkenes (3-5).These compounds were utilized for the electrochemical synthesis of 1,1-dichloro-4-methylpenta-1,3-diene (1).

Simple synthesis of 2-alkenyl- and 2-aryl-substituted 1,1-dichloroethylenes from unsaturated aldehydes

A three-step synthesis has been proposed for the preparation of 2-alkenyl- and 2-aryl-1,1-dichloroethylenes, involving the conversion of an aldehyde to its acylal (or α-trichloromethylcarbinol), α-trichloromethylcarbinol acetate, and 2-substituted 1,1-dichloro-olefin. The best procedure for the dechloroacetoxylation by the action of zinc powder in a mixture of acetic acid and ether.

REGIOSPECIFICITY IN THE NUCLEOPHILIC RING OPENING REACTIONS OF gem-DICHLOROCYCLOPROPYLCARBINYL CATIONS

gem-Dichlorocyclopropylcarbinyl cations, generated under acidific conditions from the corresponding alcohol or alkene, undergo ring opening by nucleophilic attack exclusively at the halogenated carbon when the alternative electrophilic ring carbon is unsubstituted.In one case, a novel trifluoroacetoxydichloromethyl function has been produced and characterized as a masked carboxylic acid chloride.

Process for the preparation of unsaturated geminal dihalogen compounds

The invention relates to a new process for preparing unsaturated geminal dihalogen compounds. More particularly, the invention concerns a process for preparing compounds of the formula (I) STR1 wherein X is halogen, R1 is a straight or branched chained alkenyl group having 2 to 6 carbon atoms, by clearing the corresponding 1-substituted 2,2,2-trihaloethylesters.

Preparation of 1,1-dihalogeno-alkenes

In the preparation of a 1,1-dihalogenoalkene of the formula STR1 in which R1 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, and R2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, or R1 and R2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, and X1 and X2 each independently is a halogen atom, wherein a carbonyl compound of the formula STR2 is reacted with a trihalogenoacetate of the formula STR3 in which X3 is a halogen atom, and M≈ is an alkali metal ion or one equivalent of an alkaline earth metal ion, in the presence of an approximately equimolar amount of a phosphorus-containing compound, the improvement which comprises employing as said phosphorus-containing compound a phosphorous acid trialkyl ester or a phosphorous acid triamide and effecting the reaction at a temperature between about 0° and 200° C. A preferred end product is STR4 and the preferred phosphorus-containing compound is trimethyl phosphite, triethyl phosphite, tripropyl phosphite or phosphorous acid tris-dimethyl-amide.