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Basic Information
CAS No.: 110-56-5
Name: 1,4-dichlorobutane
Molecular Structure:
Molecular Structure of 110-56-5 (1,4-dichlorobutane)
Formula: C4H8Cl2
Molecular Weight: 127.014
Synonyms: Tetramethylene dichloride;NSC 6288;
EINECS: 203-778-1
Density: 1.16 g/cm3
Melting Point: -38 °C
Boiling Point: 153.9 °C at 760 mmHg
Flash Point: 40.8 °C
Solubility: 0.24 g/100 mL (20 °C) in water
Appearance: Colorless mobile liquid
Hazard Symbols: IrritantXi,ToxicT
Risk Codes: 10-36/37/38-39/23/24/25-23/24/25
Safety: 26-36-45-36/37
Transport Information: UN 1993 3/PG 3
PSA: 0.00000
LogP: 2.24420
Synthetic route
110-63-4

Butane-1,4-diol

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride In water at 56 - 105℃; for 3h;97%
With hydrogenchloride In water at 20℃; for 24h;94.7%
With hydrogenchloride In water at 20℃; for 24h;94.7%
6334-96-9

bis-(4-chlorobutyl)ether

98-88-4

benzoyl chloride

A

946-02-1

4-chlorobutyl benzoate

B

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 24h;A 95%
B 60%
75-44-5

phosgene

butane-1,4-diole

butane-1,4-diole

814-29-9

Tributylphosphine oxide

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
95%
2157-16-6

1,4-butanediol bis(chloroformate)

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With hexabutylguanidinium chloride at 120℃; for 4h;91%
109-99-9

tetrahydrofuran

A

6334-96-9

bis-(4-chlorobutyl)ether

B

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With molybdenum(V) chloride In 1,2-dichloro-ethane at 50℃; for 24h;A 76%
B 6%
With titanium tetrachloride 1.) 0 deg C; reflux, 2 h, 2.) 110 - 125 deg C, 1 h, 10 mmHg; Yield given. Multistep reaction. Yields of byproduct given;
With zinc(II) chloride; trichlorophosphate
With thionyl chloride
109-99-9

tetrahydrofuran

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate at 85 - 90℃; for 1h;75.6%
With molybdenum(V) chloride In 1,2-dichloro-ethane at 50℃; for 1h;70%
With hydrogenchloride
109-99-9

tetrahydrofuran

75-77-4

chloro-trimethyl-silane

A

107-46-0

Hexamethyldisiloxane

B

13617-19-1

1-chloro-4-trimethylsilanyloxy-butane

C

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With aluminum oxide In hexane at 50℃; for 90h; Product distribution; further reagents;A 24%
B 15%
C 1%
109-99-9

tetrahydrofuran

75-77-4

chloro-trimethyl-silane

A

107-46-0

Hexamethyldisiloxane

B

110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With silica gel In hexane at 50℃; for 72h;A 20%
B 5%
109-99-9

tetrahydrofuran

75-54-7

Dichloromethylsilane

110-56-5

1,4-dichlorobutane

109-99-9

tetrahydrofuran

75-44-5

phosgene

5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

110-56-5

1,4-dichlorobutane

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Specification

The IUPAC name of this product is 1,4-dichlorobutane. With the CAS registry number 110-56-5, it is also named as Butane, 1,4-dichloro-. The product's categories are industrial / fine chemicals; alpha,omega-bifunctional alkanes; alpha,omega-dichloroalkanes; monofunctional & alpha,omega-bifunctional alkanes; method 8021; 500 series drinking water methods; 600 series wastewater methods; 8000 series solidwaste methods; alpha sort; method 502EPA; method 601EPA; volatiles / semivolatiles; method 601. It is colorless mobile liquid with a mild pleasant odor. In addition, it is stable, flammable and incompatible with strong bases, strong oxidizing agents. This chemical can react vigorously with oxidizing materials.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.24; (4)ACD/LogD (pH 7.4): 2.24; (5)ACD/BCF (pH 5.5): 29.65; (6)ACD/BCF (pH 7.4): 29.65; (7)ACD/KOC (pH 5.5): 393.85; (8)ACD/KOC (pH 7.4): 393.85; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.429; (13)Molar Refractivity: 30.27 cm3; (14)Molar Volume: 117.3 cm3; (15)Polarizability: 12×10-24 cm3; (16)Surface Tension: 27.2 dyne/cm; (17)Enthalpy of Vaporization: 37.46 kJ/mol; (18)Vapour Pressure: 4.18 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 126.000306; (21)MonoIsotopic Mass: 126.000306; (22)Heavy Atom Count: 6.

Preparation of 1,4-dichlorobutane: It can be obtained by butane-1,4-diol in solvent chlorotriphenylphosphonium dichlorophosphate at 20 °C. This reaction type is Arbuzov reaction and the yield is 65%.

Uses of 1,4-dichlorobutane: It is used as raw material and solvent for organic synthesis. And it is used for the synthesis of adiponitrile and drug carbetapentane. In addition, it can react with aniline to get 1-phenyl-pyrrolidine. This reaction needs reagent KF at temperature of 120 °C. The reaction time is 12 hours. The yield is 88%.

When you are using this chemical, please be cautious about it as the following:
It is flammable. And it is toxic by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. Smiles: C(CCCl)CCl;
2. InChI: InChI=1/C4H8Cl2/c5-3-1-2-4-6/h1-4H2.