3405-32-1

Basic information

• Product Name: 1,2,3,4-TETRACHLOROBUTANE
• Synonyms: 1,2,3,4-tetrachloro-butan;1,2,3,4-TETRACHLOROBUTANE
• CAS NO: 3405-32-1
• Molecular Formula: C₄H₆Cl₄
• Molecular Weight: 195.9
• EINECS: 222-287-3
• Mol File: 3405-32-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 28.17°C (estimate)
• Boiling Point: 191.03°C (estimate)
• Appearance: /
• Density: 1.3920 (estimate)
• Refractive Index: 1.4865 (estimate)
• CAS DataBase Reference: 1,2,3,4-TETRACHLOROBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRACHLOROBUTANE(3405-32-1)
• EPA Substance Registry System: 1,2,3,4-TETRACHLOROBUTANE(3405-32-1)

Safety Data

• RIDADR: 2811
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 3405-32-1(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrachlorobutane is a chlorinated hydrocarbon compound that consists of four chlorine atoms attached to a butane molecule. It is a colorless liquid with a strong, sweet odor, and it is mainly used as a solvent and in chemical synthesis. It is considered a hazardous substance due to its potential to cause respiratory and skin irritation, as well as its environmental impact. The compound is not commonly found in nature and is primarily produced through industrial processes. Due to its potential health and environmental effects, efforts are being made to minimize its use and develop safer alternatives.

InChI:InChI=1/C4H6Cl4/c5-1-3(7)4(8)2-6/h3-4H,1-2H2

Synthetic route

1,4-dichloro-2-butene (764-41-0) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
With chloroform; chlorine meso-1,2,3,4-tetrachloro-butane;
With chloroform; chlorine racem.-1,2,3,4-tetrachloro-butane;
With chlorine Product distribution / selectivity;

meso-erythritol (909878-64-4) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
With phosphorus pentachloride

2,3-dimethylbutene (590-19-2) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
With sulfur dichloride; Petroleum ether unter Kuehlung; racem.-1,2,3,4-tetrachloro-butane;

3,4-dichlorobut-1-ene (310447-99-5, 310448-01-2) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
With chloroform; chlorine racem.-1,2,3,4-tetrachloro-butane;
With chloroform; chlorine meso-1,2,3,4-tetrachloro-butane;
With chlorine at 40℃;

1,2,3,4-tetrafluoro-1,1,2,3,4,4-hexachlorobutane (375-43-9) → 1,2,3,4-tetrachlorobutane (3405-32-1) + 1,1,2,3,4-pentafluoropentachlorobutane (355-19-1)

Conditions	Yield
With antimony dichloride trifluoride at 250℃;

buta-1,3-diene (106-99-0) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
With tetrachloromethane; chlorine
With chlorine in verschiedenen Loesungsmitteln unter Kuehlung mit Eis-Kochsalz-Gemisch; meso-1,2,3,4-tetrachloro-butane;
With chlorine in verschiedenen Loesungsmitteln unter Kuehlung mit Eis-Kochsalz-Gemisch; racem.-1,2,3,4-tetrachloro-butane;

acetylene (74-86-2) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
With hydrogenchloride unter der Einw. dunkler elektrischer Entladungen;

1,2-dichloro-ethane (107-06-2) → 1,2,3,4-tetrachlorobutane (3405-32-1) + chloroethylene (75-01-4) + 1,1,2-trichloroethane (79-00-5) + acetylene (74-86-2)

Conditions	Yield
at 303.9℃; under 150 Torr; Quantum yield; Product distribution; Mechanism; Irradiation; different temperatures, variation of pressure;

tetrachloromethane (56-23-5) + chlorine (7782-50-5) + buta-1,3-diene (106-99-0) → 1,2,3,4-tetrachlorobutane (3405-32-1)

antimonypentachloride (7647-18-9) + chlorine (7782-50-5) + buta-1,3-diene (106-99-0) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
at 30 - 100℃;

chlorine (7782-50-5) + iron(III) chloride (7705-08-0) + buta-1,3-diene (106-99-0) → 1,2,3,4-tetrachlorobutane (3405-32-1)

Conditions	Yield
at 30 - 100℃;

chlorine (7782-50-5) + buta-1,3-diene (106-99-0) → 1,4-dichloro-2-butene (764-41-0) + 1,2,3,4-tetrachlorobutane (3405-32-1) + 3,4-dichlorobut-1-ene (310447-99-5, 310448-01-2)

Conditions	Yield
in verschiedenen Loesungsmitteln bei Kuehlung mit Kaeltemischung;
in verschiedenen Loesungsmitteln bei Kuehlung mit Kaeltemischung;

1,2,3,4-butanetetrol (2319-57-5, 2418-52-2, 6968-16-7, 7493-90-5, 7541-59-5) + phosphorus pentachloride (10026-13-8, 874483-75-7) → 1,2,3,4-tetrachlorobutane (3405-32-1)

trans-1,4-dichlorobut-2-ene (110-57-6) + chloroform (67-66-3) + chlorine (7782-50-5) → 1,2,3,4-tetrachlorobutane (3405-32-1)

buta-1,3-diene (106-99-0) → 1,4-dichloro-2-butene (764-41-0) + 1,2,3,4-tetrachlorobutane (3405-32-1) + 3,4-dichlorobut-1-ene (310447-99-5, 310448-01-2)

Conditions	Yield
With chlorine In tetrachloromethane at 50℃; Product distribution / selectivity;

1,2,3,4-tetrachlorobutane (3405-32-1) → perfluoro-1,2,3,4-tetrachlorobutane (375-45-1)

Conditions	Yield
With hydrogen fluoride In tetrachloromethane under 3750.38 - 7500.75 Torr; Product distribution / selectivity; Autoclave;	82.1%
With hydrogen fluoride; fluorine at 35 - 40℃; under 1500.15 - 7500.75 Torr; for 45h; Product distribution / selectivity; Inert atmosphere;	80%
With fluorine at 40℃; under 3750.38 Torr; Product distribution / selectivity;	74.2%

1,2,3,4-tetrachlorobutane (3405-32-1) → cis-1,2,4-trichloro-2-butene (64490-87-5)

Conditions	Yield
With potassium hydroxide In methanol; water for 1h; Heating;	3%

1,2,3,4-tetrachlorobutane (3405-32-1) → 3-chloro-2-fluorobuta-1,3-diene (381-68-0)

Conditions	Yield
With hydrogen fluoride Behandeln des Reaktionsprodukts mit wss.Alkali;

ethanol (64-17-5) + 1,2,3,4-tetrachlorobutane (3405-32-1) + zinc → buta-1,3-diene (106-99-0)

Conditions	Yield
racem.-1,2,3,4-tetrachloro-butane;
meso-1,2,3,4-tetrachloro-butane;

1,2,3,4-tetrachlorobutane (3405-32-1) → 2,3-dichlorobuta-1,3-diene (1653-19-6) + dichlorobutadiene

Conditions	Yield
at 10 - 15℃;
at 10 - 15℃;

1,2,3,4-tetrachlorobutane (3405-32-1) + methanolic KOH → 2,3-dichlorobuta-1,3-diene (1653-19-6) + isomer(ic) dichlorobutadiene

Conditions	Yield
at 10 - 18℃; racem.-1,2,3,4-tetrachloro-butane;
at 10 - 18℃; meso-1,2,3,4-tetrachloro-butane;
at 10 - 18℃; meso-1,2,3,4-tetrachloro-butane;
at 10 - 18℃; racem.-1,2,3,4-tetrachloro-butane;

1,2,3,4-tetrachlorobutane (3405-32-1) → 2,3-dichlorobuta-1,3-diene (1653-19-6)

Conditions	Yield
With sodium hydroxide In methanol for 21h; Product distribution / selectivity; Inert atmosphere;

Upstream product

• 764-41-0 1,4-dichloro-2-butene 
• 909878-64-4 meso-erythritol 
• 590-19-2 2,3-dimethylbutene 
• 106-99-0 buta-1,3-diene 
• 74-86-2 acetylene 
• 7782-50-5 chlorine 
• 821-10-3 1,4-Dichloro-2-butyne 
• 310447-99-5 3,4-dichlorobut-1-ene 
• 67-56-1 methanol 
• 110-22-5 diacetyl peroxide 
• 107-06-2 1,2-dichloro-ethane 
• 110-57-6 trans-1,4-dichlorobut-2-ene 
• 67-66-3 chloroform 
• 2319-57-5 1,2,3,4-butanetetrol 

Downstream Products

• 1653-19-6 2,3-dichlorobuta-1,3-diene 
• 106-99-0 buta-1,3-diene 
• 375-45-1 perfluoro-1,2,3,4-tetrachlorobutane 

Relevant articles and documents

PROCESS FOR PRODUCING 1,2,3,4-TETRACHLOROBUTANE

There is provided a method of producing 1,2,3,4-tetrachlorobutane capable of stably and economically producing 1,2,3,4-tetrachlorobutane. A reactant solution (1) containing 3,4-dichloro-1-butene is charged in a reaction vessel (11) having an inner surface, to be brought into contact with the reactant solution (1), made of a metal and a chlorine gas is introduced into the reactant solution (1) to perform a reaction between 3,4-dichloro-1-butene and the chlorine gas to produce 1,2,3,4-tetrachlorobutane. The reaction is performed while carrying out an operation of taking out at least a portion of the reactant solution (1) from the reaction vessel (11), filtering the reactant solution (1) thus taken out to remove a solid matter, and returning the filtered reactant solution (1) into the reaction vessel (11).

PRODUCTION PROCESS AND PURIFICATION PROCESS FOR 1,2,3,4-TETRACHLOROHEXAFLUOROBUTANE

It is an object of the present invention to provide a process for producing 1,2,3,4-tetrachlorohexafluorobutane industrially inexpensively and efficiently by utilizing expensive fluorine gas efficiently and to provide a process which is capable of stably producing 1,2,3,4-tetrachlorohexafluorobutane and in which, by carrying out fluorination reaction at a low temperature, side reactions such as formation of a low-boiling substance due to cleavage of C—C bonds and formation of an excess fluoride are difficult to occur. The process for producing 1,2,3,4-tetrachlorohexafluorobutane of the present invention is characterized in that it includes feeding fluorine gas to 1,2,3,4-tetrachlorobutane using plural reactors in the presence of a solvent and in the absence of a catalyst to allow the 1,2,3,4-tetrachlorobutane and the fluorine gas to react with each other, wherein a part or all of unreacted fluorine gas discharged from one reactor is introduced into a reactor different from said one reactor.

AN IMPROVED PROCESS FOR THE PREPARATION OF 2,3,-DICHLORO 1,3,BUTADIENE FROM 1,3 BUTADIENE

The present invention relates to an improved process for the production of 2,3-Dichloro 1,3-Butadiene which comprises Chlorinating Butadiene, in liquid phase, in the presence of chlorinated solvents and phase transfer catalyst, Distilling the solvent, Distilling the formed 3,4-dichlorobutene-1, 1,4-dichlorobutene-2; and 1,2,3,4-Tetrachlorbutane; under reduced pressure,chlorinating the separated 3,4-dichlorobutene-1 and 1,4-dichlorobutene-2 to give 1,2,3,4-Tetrachlorobutane.,double Dehydrochlorinating the 1,2,3,4-Tetrachlorobutane using methanol,alkali and inhibitors under atmosphere of 1% oxides of nitrogen in nitrogen atmosphere the total period of Dehydrochlorinating being in the range of 15-33 hours to give 2,3-Dichloro 1,3-Butadiene and separating methanol to get 2,3-Dichloro 1,3-Butadiene