GB635789A - A process for the production of di- and trichloracetaldehydes and acetals thereof - Google Patents

A process for the production of di- and trichloracetaldehydes and acetals thereof

Info

Publication number
GB635789A
GB635789A GB2313047A GB2313047A GB635789A GB 635789 A GB635789 A GB 635789A GB 2313047 A GB2313047 A GB 2313047A GB 2313047 A GB2313047 A GB 2313047A GB 635789 A GB635789 A GB 635789A
Authority
GB
United Kingdom
Prior art keywords
alcohol
atomized
chlorine
reaction
passed
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2313047A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB635789A publication Critical patent/GB635789A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Di- or tri-chloracetaldehyde or their acetals are prepared by contacting ethyl alcohol in atomized condition with chlorine. Preferably the alcohol, in which may be dissolved or suspended a chlorination catalyst such as ferric chloride, is atomized with the aid of a fast rotary agitator to bring the alcohol in a finely-divided form into the space above the liquid in the reaction vessel and then chlorine gas is introduced into the atomized alcohol phase. Operating in a continuous fashion, the alcohol is passed in cascade through reaction vessels, preferably three, in series, each provided with a centrifugal agitator and having a higher temperature than the preceding vessel and introducing chlorine counter-current to it; these vessels may be maintained at 20-30 DEG C., 60-70 DEG C. and 90-100 DEG C., respectively. Alternatively, the alcohol may be atomized into the reaction space with the aid of chlorine gas. To minimize formation of ethyl chloride, the liberated hydrogen chloride is removed as rapidly as possible; this is facilitated by working at somewhat reduced pressures. By adjustment of the chlorine supply, di- or trichloracetaldehyde may be obtained but preferably chlorination is only carried to the alcoholate or acetal stage, the pure aldehyde being obtained by distillation of the reaction product with sulphuric acid or an organic acid such as acetic acid. In an example, ethyl alcohol containing ferric chloride as catalyst is atomized in a glass still by means of a centrifugal agitator and chlorine is passed into the atomized alcohol phase at 25-30 DEG C. until the reaction liquid has a specific gravity of 1.0, whereupon the temperature is raised to 90-100 DEG C. and chlorine then passed in rapidly until the specific gravity is 1.47 whilst evaporated alcohol is condensed and returned to the still and gaseous hydrochloric acid is discharged to a scrubber; the yield as compared with the lower yield obtained in a similar experiment using normal stirring. Specifications 629,699 and 644,916 are referred to.
GB2313047A 1946-09-06 1947-08-20 A process for the production of di- and trichloracetaldehydes and acetals thereof Expired GB635789A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL127457 1946-09-06

Publications (1)

Publication Number Publication Date
GB635789A true GB635789A (en) 1950-04-19

Family

ID=19750403

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2313047A Expired GB635789A (en) 1946-09-06 1947-08-20 A process for the production of di- and trichloracetaldehydes and acetals thereof

Country Status (4)

Country Link
CH (1) CH269502A (en)
FR (1) FR952658A (en)
GB (1) GB635789A (en)
NL (1) NL63013C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5008462A (en) * 1988-11-09 1991-04-16 Kureha Chemical Industry Co., Ltd. Method for preparing monochloroacetaldehyde trimer

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5008462A (en) * 1988-11-09 1991-04-16 Kureha Chemical Industry Co., Ltd. Method for preparing monochloroacetaldehyde trimer

Also Published As

Publication number Publication date
NL63013C (en)
FR952658A (en) 1949-11-22
CH269502A (en) 1950-07-15

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