1,4-dichlorobutane

from Wikipedia, the free encyclopedia
Structural formula
Structure of 1,4-dichlorobutane
General
Surname 1,4-dichlorobutane
other names

Tetramethylene dichloride

Molecular formula C 4 H 8 Cl 2
Brief description

colorless liquid with an aromatic odor

External identifiers / databases
CAS number 110-56-5
EC number 203-778-1
ECHA InfoCard 100.003.436
PubChem 8059
ChemSpider 21106032
Wikidata Q161526
properties
Molar mass 127.01 g mol −1
Physical state

liquid

density

1.14 g cm −3 (25 ° C)

Melting point

−38 ° C

boiling point

155 ° C

Vapor pressure

5 mbar (20 ° C)

solubility

sparingly soluble in water (2.4 g l −1 at 20 ° C)

Refractive index

1.4522

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable

Caution

H and P phrases H: 226-412
P: 210-273
Toxicological data

3420 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,4-dichlorobutane is an organic chemical compound from the group of chloroalkanes .

Manufacturing

1,4-dichlorobutane is formed when tetrahydrofuran is heated with hydrochloric acid (HCl). The cyclic ether tetrahydrofuran (THF) is converted into the aliphatic 4-chlorobutanol in a first substitution reaction .

This intermediate product is converted into 1,4-dichlorobutane in a further substitution reaction.

Double chlorination of tetrahydrofuran

properties

1,4-dichlorobutane is a flammable colorless liquid with an aromatic odor that is sparingly soluble in water. It has a dynamic viscosity of 1.46 mPa · s at 20 ° C.

use

1,4-dichlorobutane is a starting material for the nylon synthesis.

safety instructions

The vapors of 1,4-dichlorobutane can form an explosive mixture with air ( flash point 52 ° C, ignition temperature 220 ° C).

Individual evidence

  1. a b c d e f g h i j Entry on 1,4-dichlorobutane in the GESTIS substance database of the IFA , accessed on January 14, 2020(JavaScript required) .
  2. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 85th edition. (Internet version: 2005), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-168.
  3. Data sheet 1,4-dichlorobutane (PDF) from Merck , accessed on March 13, 2012.
  4. ^ Author collective: Organikum . 22nd edition, Wiley-VCH, 2004, ISBN 978-3-527-31148-4 .