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1,3-Dichloropropene

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Name

1,3-Dichloropropene

EINECS 208-826-5
CAS No. 542-75-6 Density 1.175 g/cm3
PSA 0.00000 LogP 1.97770
Solubility water: <0.01 g/100 mL at 16.5 °C Melting Point -60 °C
Formula C3H4Cl2 Boiling Point 108.4 °C at 760 mmHg
Molecular Weight 110.971 Flash Point 27.8 °C
Transport Information UN 1992 3/PG 3 Appearance clear yellowish to brownish liquid
Safety 36/37-45-60-61 Risk Codes 10-20/21-25-36/37/38-43-50/53
Molecular Structure Molecular Structure of 542-75-6 (1,3-Dichloropropene) Hazard Symbols ToxicT,DangerousN
Synonyms

Propene,1,3-dichloro- (8CI);1,3-D;1,3-Dichloro-1-propene;1,3-Dichloro-2-propene;1,3-Dichloropropylene;3-Chloroallyl chloride;3-Chloropropenyl chloride;D-D 92;DD 95;Dorlane II;NSC 6202;Telone;Telone92;Telone II;Telone II-B;a,g-Dichloropropylene;g-Chloroallyl chloride;

Article Data 30

1,3-Dichloropropene Synthetic route

A

557-98-2

2-chloropropene

B

26198-63-0, 78-87-5

1,2-Dichloropropane

C

542-75-6

E/Z-1,3-Dichloropropene

D

75-29-6

isopropyl chloride

E

590-21-6

propenyl chloride

F

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With aluminum oxide; copper dichloride; dibenzoyl peroxide at 489.9℃; for 0.000555556h; Product distribution; Mechanism; also other temperatures (503 K - 753 K) and initiators (chloral dioxyperoxide);A 0.7%
B 3.3%
C 0.8%
D 1.8%
E 0.9%
F 91.4%
96-23-1

1,3-Dichloro-2-propanol

542-75-6

E/Z-1,3-Dichloropropene

Conditions
ConditionsYield
With phosphorus pentoxide
With phosphorus pentaoxide
With trichlorophosphate
at 350℃; Reagent/catalyst; Temperature; Inert atmosphere;
at 350℃; Reagent/catalyst; Temperature; Inert atmosphere;
96-18-4

1,2,3-trichloropropane

A

78-88-6

2,3-Dichloroprop-1-ene

B

542-75-6

E/Z-1,3-Dichloropropene

563-57-5

3,3-dichloropropene

542-75-6

E/Z-1,3-Dichloropropene

Conditions
ConditionsYield
With hydrogenchloride at 100℃;
107-05-1

3-chloroprop-1-ene

542-75-6

E/Z-1,3-Dichloropropene

Conditions
ConditionsYield
With chlorine at 510℃; technische Darstellung;
With chlorine at 510℃; technische Darstellung;
624-65-7

2-propynyl chloride

A

78-88-6

2,3-Dichloroprop-1-ene

B

542-75-6

E/Z-1,3-Dichloropropene

Conditions
ConditionsYield
With hydrogenchloride; mercury dichloride In acetic acid
10026-13-8, 874483-75-7

phosphorus pentachloride

107-02-8

acrolein

A

542-75-6

E/Z-1,3-Dichloropropene

B

563-57-5

3,3-dichloropropene

10026-13-8, 874483-75-7

phosphorus pentachloride

107-02-8

acrolein

A

542-75-6

E/Z-1,3-Dichloropropene

B

20395-25-9

1,1,3-trichloropropane

C

563-57-5

3,3-dichloropropene

7647-01-0

hydrogenchloride

563-57-5

3,3-dichloropropene

542-75-6

E/Z-1,3-Dichloropropene

Conditions
ConditionsYield
at 100℃;
563-57-5

3,3-dichloropropene

7705-08-0

iron(III) chloride

542-75-6

E/Z-1,3-Dichloropropene

Conditions
ConditionsYield
Isomerisierung;

1,3-Dichloropropene Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 195.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 41 (1986),p. 113.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 41 (1986),p. 113.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NTP Carcinogenesis Studies (gavage); Clear Evidence: mouse, rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-269 ,1986. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program. Community Right-To-Know List.

1,3-Dichloropropene Standards and Recommendations

OSHA PEL: TWA 1 ppm (skin)
ACGIH TLV: TWA 1 ppm (skin); Not Classifiable as a Human Carcinogen
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
DOT Classification:  3; Label: Flammable Liquid

1,3-Dichloropropene Specification

The 1,3-Dichloropropene is an organic compound with the formula C3H4Cl2. The systematic name of this chemical is (1E)-1,3-dichloroprop-1-ene. With the CAS registry number 542-75-6, it is also named as 1,3-Dichloro-1-propene. The product's categories are Pharmaceutical Raw Materials; Nematicides; Pesticides; Pesticides & Metabolites; Alpha sort;D; DAlphabetic; DIA - DICPesticides & Metabolites; API's; Alkenyl; Halogenated Hydrocarbons; Organic Building Blocks. Besides, it is clear yellowish to brownish liquid, which should be stored in a cool dry and ventilated place. It is used mainly in farming as a pesticide, specifically as a preplant fumigant and nematicide. It widely used in the US and other countries, but in the process of being phased out in the European Union.

Physical properties about 1,3-Dichloropropene are: (1)ACD/LogP: 2.01; (2)ACD/LogD (pH 5.5): 2.01; (3)ACD/LogD (pH 7.4): 2.01; (4)ACD/BCF (pH 5.5): 19.94; (5)ACD/BCF (pH 7.4): 19.94; (6)ACD/KOC (pH 5.5): 296.5; (7)ACD/KOC (pH 7.4): 296.5; (8)#Freely Rotating Bonds: 1; (9)Index of Refraction: 1.456; (10)Molar Refractivity: 25.7 cm3; (11)Molar Volume: 94.4 cm3; (12)Polarizability: 10.18×10-24cm3; (13)Surface Tension: 27.1 dyne/cm; (14)Density: 1.175 g/cm3; (15)Flash Point: 27.8 °C; (16)Enthalpy of Vaporization: 33.28 kJ/mol; (17)Boiling Point: 108.4 °C at 760 mmHg; (18)Vapour Pressure: 30.4 mmHg at 25°C.

Uses of 1,3-Dichloropropene: it can be used to produce trichloro-(3-chloro-allyl)-silane. It will need reagent trichlorosilane. The yield is about 76%.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful by inhalation, in contact with skin and if swallowed. Itmay cause sensitisation by skin contact and very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and gloves. This material and its container must be disposed of as hazardous waste.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl[C@H]=CCCl
(2)InChI: InChI=1/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2/b2-1+
(3)InChIKey: UOORRWUZONOOLO-OWOJBTEDBJ
(4)Std. InChI: InChI=1S/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2/b2-1+
(5)Std. InChIKey: UOORRWUZONOOLO-OWOJBTEDSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LCLo inhalation 400ppm/7H (400ppm)   American Industrial Hygiene Association Journal. Vol. 38, Pg. 217, 1977.
mouse LC50 inhalation 4650mg/m3/2H (4650mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 48, 1982.
mouse LD50 oral 640mg/kg (640mg/kg)   Fundamental and Applied Toxicology. Vol. 8, Pg. 562, 1987.
rabbit LD50 skin 504mg/kg (504mg/kg)   Dow Chemical Company Reports. Vol. MSD-405,
rat LCLo inhalation 1000ppm/2H (1000ppm) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE American Industrial Hygiene Association Journal. Vol. 38, Pg. 217, 1977.
rat LD50 intraperitoneal 175mg/kg (175mg/kg)   Toxicologist. Vol. 5, Pg. 2, 1985.
rat LD50 oral 470mg/kg (470mg/kg)   Dow Chemical Company Reports. Vol. MSD-405,
rat LD50 skin 775mg/kg (775mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C103, 1991.

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