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1,3-Dichloropropane

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Name

1,3-Dichloropropane

EINECS 205-531-3
CAS No. 142-28-9 Density 1.188 g/cm3
PSA 0.00000 LogP 1.85410
Solubility water: 0.8 g/L (20 °C) Melting Point -99 ºC
Formula C3H6Cl2 Boiling Point 120.4 °C at 760 mmHg
Molecular Weight 112.987 Flash Point 32.2 °C
Transport Information UN 1993 3/PG 2 Appearance clear colourless liquid
Safety 9-16-29-33-24-61-26-45-36/37-7 Risk Codes 11-20-20/22-52/53-36/37/38-23/24/25-36-20/21/22
Molecular Structure Molecular Structure of 142-28-9 (1,3-Dichloropropane) Hazard Symbols FlammableF,HarmfulXn,ToxicT
Synonyms

NSC 6204;R 270fa;Trimethylene dichloride;

Article Data 69

1,3-Dichloropropane Synthetic route

504-63-2

trimethyleneglycol

142-28-9

1,3-Dichloropropane

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride In water at 60 - 107℃; for 3h;97.2%
With hydrogenchloride at 80℃; for 48h;10%
With thionyl chloride
75-19-4

cyclopropane

A

7393-45-5

cyclopropyl chloride

B

2088-35-9

1,1-dichlorocyclopropane

C

142-28-9

1,3-Dichloropropane

D

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With chlorine; silicon tetrafluoride at 600℃; Product distribution; Irradiation;A 83.5%
B 4%
C n/a
D 2.6%
504-63-2

trimethyleneglycol

A

142-28-9

1,3-Dichloropropane

B

627-30-5

1-chloro-3-hydroxypropane

Conditions
ConditionsYield
With tetrachloromethane; triphenylphosphine In acetonitrile Product distribution; Mechanism;A 16%
B 75%
With hydrogenchloride at 100℃;
With hydrogenchloride
With tert-butylhypochlorite; triphenylphosphine In chloroform Product distribution; 1.) -70 deg C, 2.) RT, 3.) reflux, 24 h;
75-19-4

cyclopropane

A

20395-25-9

1,1,3-trichloropropane

B

96-18-4

1,2,3-trichloropropane

C

7393-45-5

cyclopropyl chloride

D

2088-35-9

1,1-dichlorocyclopropane

E

142-28-9

1,3-Dichloropropane

Conditions
ConditionsYield
With chlorine In trichlorofluoromethane at 21℃; for 0.0833333h; Product distribution; Mechanism; Irradiation; also 1,3-dichloropropane; var. solvents (also in the gas phase);A 13%
B 8.7%
C 11%
D 0.4%
E 67%
504-63-2

trimethyleneglycol

A

142-28-9

1,3-Dichloropropane

B

6362-89-6

2-chloro-1,3,2-dioxaphosphinane

C

3-chloro-n-propyl-dichlorophosphite

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane for 2h; Ambient temperature;A n/a
B 48%
C 5%
503-30-0

trimethylene oxide

142-28-9

1,3-Dichloropropane

Conditions
ConditionsYield
With phosphorus pentachloride
632-02-0

3-chloropropyl p-toluenesulfonate

60-29-7

diethyl ether

butylmagnesium chloride

142-28-9

1,3-Dichloropropane

50-00-0

formaldehyd

74-85-1

ethene

142-28-9

1,3-Dichloropropane

Conditions
ConditionsYield
With hydrogenchloride at 149 - 154℃; under 540598 - 680345 Torr;
74-98-6

propane

A

26198-63-0, 78-87-5

1,2-Dichloropropane

B

594-20-7

2,2-dichloropropane

C

78-99-9

1,1-dichloropropane

D

142-28-9

1,3-Dichloropropane

Conditions
ConditionsYield
at 400℃; Product distribution; thermische Chlorierung;
at 400℃; Product distribution; thermische Chlorierung;
74-85-1

ethene

75-09-2

dichloromethane

A

628-76-2

1,5-dichloropentane

B

142-28-9

1,3-Dichloropropane

Conditions
ConditionsYield
With water; dibenzoyl peroxide at 200℃; under 55163.1 - 73550.8 Torr;

1,3-Dichloropropane Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Dichloropropane Specification

The IUPAC name of this product is 1,3-dichloropropane. With the CAS registry number 142-28-9, it is also named as Trimethylene dichloride; Propane, 1,3-dichloro-. The product's categories are alpha,omega-bifunctional alkanes; alpha,omega-dichloroalkanes; monofunctional & alpha,omega-bifunctional alkanes; analytical chemistry; standard solution of volatile organic compounds for water & soil analysis; standard solutions (VOC); volatiles / semivolatiles. It is clear colourless liquid with a sweet odor. And it is highly flammable, so keep it away from sources of ignition. In addition, 1,3-Dichloropropane belongs to halogenated aliphatic compounds which are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. This material is incompatible with strong oxidizing and reducing agents. Also, it is incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.00; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 19.51; (6)ACD/BCF (pH 7.4): 19.51; (7)ACD/KOC (pH 5.5): 291.83; (8)ACD/KOC (pH 7.4): 291.83; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)Index of Refraction: 1.422; (12)Molar Refractivity: 25.64 cm3; (13)Molar Volume: 100.8 cm3; (14)Polarizability: 10.16×10-24 cm3; (15)Surface Tension: 26.3 dyne/cm; (16)Enthalpy of Vaporization: 35.18 kJ/mol; (17)Vapour Pressure: 18.3 mmHg at 25°C; (18)Rotatable Bond Count: 2; (19)Exact Mass: 111.984656; (20)MonoIsotopic Mass: 111.984656; (21)Heavy Atom Count: 5.

Uses of 1,3-Dichloropropane: It can be used for organic synthesis intermediates and solvents. And it is also used as standard materials of solvent, detergent and chromatographic analysis. In addition, it reacts with mercaptoacetic acid to get 3,7-dithia-nonanedioic acid. This reaction needs reagent NaOH and solvent H2O
ethanol by heating. The reaction time is 16 hours. The yield is 74 %.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. And it is also irritating to eyes, respiratory system and skin. Furthermore, it is harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment, so people should avoid release to the environment. 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: ClCCCCl;
2. InChI: InChI=1/C3H6Cl2/c4-2-1-3-5/h1-3H2.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 3gm/kg (3000mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LIVER: OTHER CHANGES

BLOOD: HEMORRHAGE
American Journal of Hygiene. Vol. 16, Pg. 325, 1932.
mouse LD50 unreported 3600mg/kg (3600mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE
Eisei Kagaku. Hygienic Chemistry. Vol. 28, Pg. P31, 1982.

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