97-97-2

Basic information

• Product Name: Chloroacetaldehyde dimethyl acetal
• Synonyms: 2-Chlor-1,1-dimethoxyethan;CHLORACETALDEHYDDIMETHYLACETAL;2-Chloro-1,1-dimethoxyethane, Dimethyl chloroacetal;2-Chloro-1,1-dimethoxyethane, CADMA, Dimethyl chloroacetal;2,2-Dimethoxyethyl chloride;Chloroacetaldehyde dimethyl acetal,97%;Chloroacetaldehyde d;Chloroacetaldehyde diMethyl acetal, 97% 250ML
• CAS NO: 97-97-2
• Molecular Formula: C₄H₉ClO₂
• Molecular Weight: 124.57
• EINECS: 202-624-0
• Product Categories: Pyridines ,Halogenated Heterocycles;Pharmaceutical Intermediates
• Mol File: 97-97-2.mol

Chemical Properties

• Melting Point: -73 °C
• Boiling Point: 128-130 °C(lit.)
• Flash Point: 84 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.094 g/mL at 25 °C(lit.)
• Vapor Pressure: 13.494mmHg at 25°C
• Refractive Index: n20/D 1.415(lit.)
• Storage Temp.: Flammables area
• Solubility: 52g/l
• Explosive Limit: 2.3%(V)
• Water Solubility: 52 g/L (20 ºC)
• Sensitive: Moisture Sensitive
• BRN: 1733700
• CAS DataBase Reference: Chloroacetaldehyde dimethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: Chloroacetaldehyde dimethyl acetal(97-97-2)
• EPA Substance Registry System: Chloroacetaldehyde dimethyl acetal(97-97-2)

Safety Data

• Hazard Codes: Xn,F
• Statements: 10-22-52/53-20/21/22-40-36/37/38
• Safety Statements: 28A-26-16-36-23
• RIDADR: UN 1989 3/PG 3
• WGK Germany: 2
• F: 1
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 97-97-2(Hazardous Substances Data)

Usage

Uses

Chloroacetaldehyde dimethyl acetal can be used as a reactant to synthesize:2-(chloromethyl)-4,7-dethyl-1,3-dioxepane2-(chloromethyl)-5,6-benzo-1,3-dioxepane ketene dimethyl acetal

General Description

Chloroacetaldehyde dimethyl acetal is a clear, colorless liquid. It reacts with hydroxythiol to form hydroxy acetal.

Purification Methods

Purify the acetal by fractional distillation. [Melhotra J Indian Chem Soc 36 4405 1959, Beilstein 1 IV 3134.]

InChI:InChI=1/C4H9ClO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 108-05-4 vinyl acetate 
• 41683-62-9 1,2-dichloro-1-methoxy-ethane 
• 107-25-5 methoxyethene 
• 124-41-4 sodium methylate 
• 123-63-7 paracetaldehyde 
• 2280-44-6 D-Glucose 
• 10257-28-0 D-Galactose 
• 95684-29-0 2-chloro-1-hydroxyethyl 2-chloro-1-methoxyethyl peroxide 
• 75-07-0 acetaldehyde 
• 107-20-0 2-chloroethanal 
• 75-01-4 chloroethylene 

Downstream Products

• 22633-57-4 4-(2,2-dimethoxyethyl)morpholine 
• 100388-92-9 2-chloromethyl-4-o-tolyloximethyl-[1,3]dioxolane 
• 775343-47-0 (3-phenyl-propylamino)-acetaldehyde dimethylacetal 
• 86410-02-8 1,1-dimethoxy-2-(p-tolylsulfonyl)ethane 
• 5807-03-4 2-morpholin-4-yl-acrylonitrile 
• 6304-94-5 benzylmercaptoacetaldehyde dimethyl acetal 
• 15890-65-0 bis-(2,2-dimethoxy-ethyl)-disulfane 
• 6443-91-0 ethynyl methyl ether 
• 22483-09-6 2,2-dimethoxyethylamine 
• 99863-45-3 N-(2,2-dimethoxyethyl)cyclohexanamine 
• 53484-82-5 2-methoxy-[1,4]oxathiane 
• 6538-93-8 5,6-dihydro-1,4-oxathiine 
• 2568-30-1 2-chloromethyl-1,3-dioxolane 

Relevant articles and documents

Green method for preparing chloroacetaldehyde dialkyl alcohol from vinyl ether

The invention discloses a green method for preparing chloroacetaldehyde dialkyl alcohol from vinyl ether. The method takes alkyl vinyl ether, chlorine and alcohol as raw materials and takes corresponding sodium alcoholate as a nucleophilic reagent and comprises the steps: carrying out electrophilic addition on alkyl ether and chlorine in low-boiling-point solvents such as ethers, hydrocarbons, halogenated hydrocarbons and the like; and after chlorination is finished, adding into an alcoholic solution of sodium alcoholate for nucleophilic substitution to obtain high-yield chloroacetaldehyde dialkyl alcohol, such as chloroacetaldehyde dimethyl acetal, chloroacetaldehyde diethyl acetal and chloroacetaldehyde methylisobutyl alcohol. The method is easy to operate, single in reaction, high in yield, less in side reaction, green and pollution-free; the recovered solvent and alcohol can be repeatedly used; no waste acid or waste water is generated in the whole process, the only byproduct sodium chloride can be used for other industrial purposes, and environment-friendly circulation and zero emission are achieved.

Green method for preparing chloroacetaldehyde dialkyl alcohol from vinyl acetate

The invention discloses a green process for preparing chloroacetaldehyde dimethyl acetal from vinyl acetate, which comprises the following steps: directly chlorinating vinyl acetate in the presence ofa polymerization inhibitor and a polarity induction reagent to obtain (1,2-dichloroethyl) acetate, adding (1,2-dichloroethyl) acetate into methanol, carrying out methanolysis, neutralizing with ammonia water, and carrying out post-treatment to obtain chloroacetaldehyde dimethyl acetal. A free radical polymerization inhibitor needs to be added before chlorination of vinyl acetate to prevent free radical polymerization in the chlorination process, and quaternary ammonium salt or quaternary phosphonium salt is used as a polarity induction reagent to promote electrophilic addition reaction of chlorine to vinyl acetate. According to the method, expensive raw materials and reagents are not used, operation is easy and convenient, the yield is high, the byproduct ammonium chloride is convenient to recycle, benefits are good, and industrialization is easy to achieve.

Method for preparing aminoacetaldehyde dimethyl acetal

The invention discloses a method for preparing aminoacetaldehyde dimethyl acetal, which comprises the following steps: S1, adding a phase transfer catalyst A and vinyl acetate into a reaction flask, introducing a certain amount of chlorine while stirring, and performing heat-insulation stirring until the color of the reaction solution becomes colorless to obtain a chlorination solution; S2, dropwise adding the chlorination liquid prepared in the step S1 into methanol for reaction to prepare a chloroacetaldehyde dimethyl acetal crude product; S3, transferring the chloroacetaldehyde dimethyl acetal crude product prepared in the step S2 to an autoclave, introducing liquid ammonia, carrying out heating and pressurizing reaction, and after the reaction is finished, adding alkali to adjust the pH value; and S4, decompressing and rectifying the reaction product to obtain the target product, aminoacetaldehyde dimethyl acetal. By adopting the method, high-purity aminoacetaldehyde dimethyl acetal can be prepared, and the industrial production requirement of aminoacetaldehyde dimethyl acetal can be met.

Green process technology for preparing chloroacetaldehyde dimethyl acetal from vinyl chloride

The invention discloses a green process technology for preparing chloroacetaldehyde dimethyl acetal from vinyl chloride. The process comprises the following steps: carrying out electrophilic additionreaction and nucleophilic substitution reaction in a tower-type reactor by using chloroethylene, absolute methanol and chlorine as raw materials; sodium methoxide is used as an acid-binding agent, hydrogen chloride generated in the reaction process is neutralized in time, sodium chloride with low solubility is generated and gradually gathered to the bottom of a tower, the concentration of chlorineanions in a reaction system is greatly reduced, and generation of a byproduct 1, 1, 2-trichloroethane is avoided. The method is convenient to control, high in yield, few in side reaction, single in product, convenient to separate and purify, green and pollution-free; and the solvent methanol can be recovered by directly adopting rectification, and the recovered methanol can be repeatedly used.

PROCESS FOR PREPARING CHLOROACETALDEHYDE ACETALS

The invention relates to a process for preparing chloroacetaldehyde acetals of monohydric, dihydric or higher-functionality aliphatic alcohols, in which the chloroacetaldehyde acetal is obtained from an aqueous chloroacetaldehyde solution in the presence of the alcohol to be acetalized and an acid catalyst by azeotropic removal of water with the aid of a solvent, wherein the solvent is a halogenated solvent.

Herbicidal composition containing dioxolane, dioxane, or dioxepane derivatives as antidote

The invention relates to a herbicidal composition which contains, besides binding, wetting, dispersing, emulsifying agents, solvents and/or surface-active substances, herbicides as active agent of thiocarbamate, carbamate, acid amide or urea type alone or in a combination, furthermore as antidote a compound of the general formula I STR1 wherein R1 and R2, independently of each other, are hydrogen, C1-6 alkyl, C2-6 alkenyl, C1-4 cyanoalkyl, C1-6 haloalkyl, phenyl-C1-4 -haloalkyl, phenyl, halogenphenyl, C1-4 -alkyl-phenyl, C1-4 -alkoxyphenyl, furfuryl; R3 and R4, independently of each other, are hydrogen, C1-18 -alkyl, C2-4 -haloalkyl, C2-4 -cyanoalkyl, C1-4 -alkoxy-C2-4 -alkyl, C5-6 -cycloalkyl, phenyl-C1-4 -alkyl, C3-4 -alkenyl, phenyl-C3-4 -alkenyl, di-C1-4 -alkylamino-C2-4 -alkyl, hydroxy-C2-6 -alkyl, furfuryl, tetrahydrofurfuryl, C1-4 -alkoxy-C2-4 -alkoxy-C2-4 -alkyl; R3 and R4, together, are C2-4 -alkylene, C4 -alkenylene, glucofuranosylene, acetoxy-C3 -alkylene, C1-4 -alkoxy-C3 -alkylene, hydroxy-C3 -alkylene, halogen-C3 -alkylene; wherein the quantity of the antidote lies between 0.01 and 15 parts by weight referred to 1 part by weight of herbicidal agent, furthermore the composition contains altogether 0.1 to 95 percent by weight of the herbicidal agents and the antidote.

Disproval of Claimed Unusually Stable Primary Ozonides of 1,4-Dichloro-2-butenes

Ozonolysen von cis- und trans-1,4-Dichlor-2-buten (1) in Methanol ergaben ca. aequimolare Anteile an 2-Chlor-1-methoxyethanol (6a) und 2-Chlor-1-methoxyethylhydroperoxid (7a) als Hauptprodukte sowie eine geringe Menge 2,2'-Dichlor-1-hydroxy-1'-methoxydiethylperoxid (8a).Ozonolyse von 1 in Methanol ergab die entsprechenden deuterierten Produkte 6c - 8c.Die postulierte Existenz von ungewoehnlich stabilen Primaerozoniden wird widerlegt.

Process for the manufacture of chloroacetaldehyde dimethyl acetal

The invention relates to an improved process for the manufacture of chloroacetaldehyde dimethyl acetal in which low-boiling constituents are distilled off completely or partially from the reaction mixture obtained by the reaction of vinyl acetate and chlorine in stoichiometric amounts in the presence of excess methanol, when the addition of chlorine is complete. The remaining liquid residue is neutralized with solid substances, such as oxides or carbonates of calcium and magnesium, while maintaining a temperature of from 20° to 60° C., until the aqueous extract has a pH of greater than 5. When neutralization is complete, the reaction mixture is in the form of two separate liquid phases. Once the upper organic layer has been separated off, it is fractionally distilled, pure chloroacetaldehyde dimethyl acetal being obtained as the main fraction yields of more than 90%, calculated on the vinyl acetate used.

THE SELECTIVE BOND CLEAVAGE OF D-GLUCOSE AND D-GALACTOSE BY THE TITANIUM(IV) CHLORIDE-CATALYZED PHOTOREACTION

Photoreaction of D-glucose and D-galactose in methanol in the presence of titanium(IV) chloride induced a selective bond cleavage at the C5 - C6 position, and produced pentodialdose derivatives.