Chlorinated Hydrocarbons

Manfred Rossberg,

Manfred Rossberg

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Wilhelm Lendle,

Wilhelm Lendle

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Gerhard Pfleiderer,

Gerhard Pfleiderer

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Adolf Tögel,

Adolf Tögel

Hoechst Aktiengesellschaft, Frankfurt/Main, Federal Republic of Germany

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Eberhard-Ludwig Dreher,

Eberhard-Ludwig Dreher

Dow Chemical GmbH, Stade, Federal Republic of Germany

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Ernst Langer,

Ernst Langer

BASF Aktiengesellschaft, Ludwigshafen, Federal Republic of Germany

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Heinz Rassaerts,

Heinz Rassaerts

Chemische Werke Hüls AG, Marl, Federal Republic of Germany

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Peter Kleinschmidt,

Peter Kleinschmidt

Bayer AG, Dormagen, Federal Republic of Germany

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Heinz Strack,

Heinz Strack

formerly Dynamit Nobel AG

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Richard Cook,

Richard Cook

ICI Chemicals and Polymers, Runcorn, United Kingdom

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Uwe Beck,

Uwe Beck

Bayer AG, Leverkusen, Federal Republic of Germany

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Karl-August Lipper,

Karl-August Lipper

Bayer AG, Krefeld, Federal Republic of Germany

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Theodore R. Torkelson,

Theodore R. Torkelson

Dow Chemical, Midland, Michigan, United States, 48674

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Eckhard Löser,

Eckhard Löser

Bayer AG, Wuppertal, Federal Republic of Germany

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Klaus K. Beutel,

Klaus K. Beutel

Dow Chemical Europe, Horgen, Switzerland

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Trevor Mann,

Trevor Mann

INEOS Chlor Limited, Runcorn, United Kingdom

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First published: 15 July 2006
Citations: 45

Abstract

The article contains sections titled:

1.

Chloromethanes

1.1.

Physical Properties

1.2.

Chemical Properties

1.3.

Production

1.3.1.

Theoretical Bases

1.3.2.

Production of Monochloromethane

1.3.3.

Production of Dichloromethane and Trichloromethane

1.3.4.

Production of Tetrachloromethane

1.4.

Quality Specifications

1.4.1.

Purity of the Commercial Products and Their Stabilization

1.4.2.

Analysis

1.5.

Storage, Transport, and Handling

1.6.

Behavior of Chloromethanes in the Environment

1.6.1.

Presence in the Atmosphere

1.6.2.

Presence in Water Sources

1.7.

Applications of the Chloromethanes and Economic Data

2.

Chloroethanes

2.1.

Monochloroethane

2.1.1.

Physical Properties

2.1.2.

Chemical Properties

2.1.3.

Production

2.1.4.

Uses and Economic Aspects

2.2.

1,1-Dichloroethane

2.2.1.

Physical Properties

2.2.2.

Chemical Properties

2.2.3.

Production

2.2.4.

Uses and Economic Aspects

2.3.

1,2-Dichloroethane

2.3.1.

Physical Properties

2.3.2.

Chemical Properties

2.3.3.

Production

2.3.4.

Uses and Economic Aspects

2.4.

1,1,1-Trichloroethane

2.4.1.

Physical Properties

2.4.2.

Chemical Properties

2.4.3.

Production

2.4.4.

Uses and Economic Aspects

2.5.

1,1,2-Trichloroethane

2.5.1.

Physical Properties

2.5.2.

Chemical Properties

2.5.3.

Production

2.5.4.

Uses and Economic Aspects

2.6.

1,1,1,2-Tetrachloroethane

2.6.1.

Physical Properties

2.6.2.

Chemical Properties

2.6.3.

Production

2.7.

1,1,2,2-Tetrachloroethane

2.7.1.

Physical Properties

2.7.2.

Chemical Properties

2.7.3.

Production

2.7.4.

Uses and Economic Aspects

2.8.

Pentachloroethane

2.8.1.

Physical Properties

2.8.2.

Chemical Properties

2.8.3.

Production

2.8.4.

Uses and Economic Aspects

2.9.

Hexachloroethane

2.9.1.

Physical Properties

2.9.2.

Chemical Properties

2.9.3.

Production

2.9.4.

Uses and Economic Aspects

3.

Chloroethylenes

3.1.

Vinyl Chloride (VCM)

3.1.1.

Physical Properties

3.1.2.

Chemical Properties

3.1.3.

Production

3.1.3.1.

Vinyl Chloride from Acetylene

3.1.3.2.

Vinyl Chloride from 1,2-Dichloroethane

3.1.3.3.

Vinyl Chloride from Ethylene by Direct Routes

3.1.3.4.

Vinyl Chloride from Ethane

3.1.3.5.

Vinyl Chloride by Other Routes

3.1.4.

Uses and Economic Aspects

3.2.

1,1-Dichloroethylene (Vinylidene Chloride, VDC)

3.2.1.

Physical Properties

3.2.2.

Chemical Properties

3.2.3.

Production

3.2.4.

Uses and Economic Aspects

3.3.

1,2-Dichloroethylene

3.3.1.

Physical Properties

3.3.2.

Chemical Properties

3.3.3.

Production

3.3.4.

Uses and Economic Aspects

3.4.

Trichloroethylene

3.4.1.

Physical Properties

3.4.2.

Chemical Properties

3.4.3.

Production

3.4.4.

Uses and Economic Aspects

3.5.

Tetrachloroethylene

3.5.1.

Physical Properties

3.5.2.

Chemical Properties

3.5.3.

Production

3.5.4.

Uses and Economic Aspects

3.6.

Analysis and Quality Control of Chloroethanes and Chloroethylenes

3.7.

Storage and Transportation of Chloroethanes and Chloroethylenes

3.8.

Environmental Aspects in the Production of Chloroethanes and Chloroethylenes

4.

Chloropropanes

4.1.

2-Chloropropane

4.2.

1,2-Dichloropropane

4.3.

1,2,3-Trichloropropane

5.

Chlorobutanes

5.1.

1-Chlorobutane

5.2.

tert-Butyl Chloride

5.3.

1,4-Dichlorobutane

6.

Chlorobutenes

6.1.

1,4-Dichloro-2-butene

6.2.

3,4-Dichloro-1-butene

6.3.

2,3,4-Trichloro-1-butene

6.4.

2-Chloro-1,3-butadiene

6.4.1.

Physical Properties

6.4.2.

Chemical Properties

6.4.3.

Production

6.4.3.1.

Chloroprene from Butadiene

6.4.3.2.

Chloroprene from Acetylene

6.4.3.3.

Other Processes

6.4.4.

Economic Importance

6.5.

Dichlorobutadiene

6.5.1.

2,3-Dichloro-1,3-butadiene

6.5.2.

Other Dichlorobutadienes

6.6.

3-Chloro-2-methyl-1-propene

6.6.1.

Physical Properties

6.6.2.

Chemical Properties

6.6.3.

Production

6.6.4.

Quality Specifications and Chemical Analysis

6.6.5.

Storage and Shipment

6.6.6.

Uses

6.7.

Hexachlorobutadiene

7.

Chlorinated Paraffins

7.1.

Physical Properties

7.2.

Chemical Properties and Structure

7.3.

Production

7.4.

Analysis and Quality Control

7.5.

Storage and Transportation

7.6.

Toxicology, Environmental Impact and Regulation

7.7.

Uses

7.8.

Summary

8.

Nucleus-Chlorinated Aromatic Hydrocarbons

8.1.

Chlorinated Benzenes

8.1.1.

Physical Properties

8.1.2.

Chemical Properties

8.1.3.

Production

8.1.3.1.

Monochlorobenzene

8.1.3.2.

Dichlorobenzenes

8.1.3.3.

Trichlorobenzenes

8.1.3.4.

Tetrachlorobenzenes

8.1.3.5.

Pentachlorobenzene

8.1.3.6.

Hexachlorobenzene

8.1.4.

Quality and Analysis

8.1.5.

Storage and Transportation

8.1.6.

Uses

8.2.

Chlorinated Toluenes

8.2.1.

Physical Properties

8.2.2.

Chemical Properties

8.2.3.

Production

8.2.3.1.

Monochlorotoluenes

8.2.3.2.

Dichlorotoluenes

8.2.3.3.

Trichlorotoluenes

8.2.3.4.

Tetrachlorotoluenes

8.2.3.5.

Pentachlorotoluene

8.2.4.

Quality and Analysis

8.2.5.

Storage and Transportation

8.2.6.

Uses

8.3.

Chlorinated Biphenyls

8.3.1.

Physical and Chemical Properties

8.3.2.

Disposal

8.3.3.

Analysis

8.3.4.

Storage and Transportation

8.3.5.

Uses

8.4.

Chlorinated Naphthalenes

8.4.1.

Physical Properties

8.4.2.

Chemical Properties

8.4.3.

Production

8.4.4.

Quality and Analysis

8.4.5.

Storage and Transportation

8.4.6.

Use

8.5.

Environmental Protection

8.6.

Economic Facts

9.

Side-Chain Chlorinated Aromatic Hydrocarbons

9.1.

Benzyl Chloride

9.1.1.

Physical Properties

9.1.2.

Chemical Properties

9.1.3.

Production

9.1.4.

Quality Specifications and Analysis

9.1.5.

Storage and Transportation

9.1.6.

Uses

9.2.

Benzal Chloride

9.2.1.

Physical Properties

9.2.2.

Chemical Properties

9.2.3.

Production

9.2.4.

Quality Specifications and Analysis

9.2.5.

Storage and Transportation

9.2.6.

Uses

9.3.

Benzotrichloride

9.3.1.

Physical Properties

9.3.2.

Chemical Properties

9.3.3.

Production

9.3.4.

Quality Specifications and Analysis

9.3.5.

Storage and Transportation

9.3.6.

Uses

9.4.

Side-Chain Chlorinated Xylenes

9.4.1.

Physical and Chemical Properties

9.4.2.

Production

9.4.3.

Storage and Transportation

9.4.4.

Uses

9.5.

Ring-Chlorinated Derivatives

9.6.

Economic Aspects

10.

Toxicology and Occupational Health

10.1.

Aliphatic Chlorinated Hydrocarbons

10.1.1.

Chloromethanes

10.1.2.

Chlorinated C2 Hydrocarbons

10.1.3.

Chloropropanes and Chloropropenes

10.1.4.

Chlorobutadienes

10.1.5.

Ecotoxicology and Environmental Degradation

10.2.

Chlorinated Aromatic Hydrocarbons

10.2.1.

Chlorinated Benzenes

10.2.2.

Chlorotoluenes

10.2.3.

Polychlorinated Biphenyls

10.2.4.

Chlorinated Naphthalenes

10.2.5.

Benzyl Chloride

10.2.6.

Benzoyl Chloride

10.2.7.

Benzotrichloride

10.2.8.

Side-Chain Chlorinated Xylenes

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