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4-Chlorostyrene

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Name

4-Chlorostyrene

EINECS 214-028-8
CAS No. 1073-67-2 Density 1.088 g/cm3
PSA 0.00000 LogP 2.98300
Solubility Immiscible with water. Melting Point -16 °C
Formula C8H7Cl Boiling Point 192.688 °C at 760 mmHg
Molecular Weight 138.597 Flash Point 61.196 °C
Transport Information UN 1993 Appearance clear colourless to slightly yellow liquid
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1073-67-2 (4-Chlorostyrene) Hazard Symbols IrritantXi,FlammableF
Synonyms

p-Chlorostyrene;HSDB 3451;NSC 18603;Parachlorostyrene;Styrene, 4-chloro-;Styrene, p-chloro-;

Article Data 215

4-Chlorostyrene Synthetic route

1615-02-7

p-chlorocinnamic acid

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With N-n-butyl-N-methylpiperidine bis(trifluoromethanesulfonyl)imide salt; sodium hydroxide at 160℃; for 5h;99%
With copper In quinoline
With ferulic acid decarboxylase from Saccharomyces cerevisiae In aq. phosphate buffer; dimethyl sulfoxide at 25℃; pH=7.4; Kinetics; Enzymatic reaction;
50-00-0

formaldehyd

873-76-7

para-Chlorobenzyl alcohol

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
Stage #1: para-Chlorobenzyl alcohol With triethylphosphine hydrobromide at 100℃; for 0.166667h; Microwave irradiation;
Stage #2: formaldehyd With potassium carbonate In water at 100℃; for 0.0833333h; Microwave irradiation;
97%
873-73-4

4-n-chlorophenylacetylene

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With hydrogen In toluene at 20℃; under 22801.5 Torr; for 12h; Autoclave; chemoselective reaction;96%
With piperazine; NiO doped titania In methanol at 20℃; for 3h; Inert atmosphere; Sealed tube; UV-irradiation;95%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; ethanol; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 70℃; for 22h; Inert atmosphere; stereoselective reaction;91%
23135-16-2

1,2-dibromo-1-(4-chlorophenyl)ethane

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With indium; cobalt(II) chloride hexahydrate In methanol at 20℃; for 1h;95%
With gallium; bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Ultrasonic irradiation; chemoselective reaction;95%
With indium; niobium pentachloride In tetrahydrofuran at 20℃; for 0.166667h; Sonication; chemoselective reaction;95%

2-(4-chlorophenyl)thiirane

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With molybdenum hexacarbonyl In toluene for 1h; Reflux; chemoselective reaction;95%
637-87-6

1-Chloro-4-iodobenzene

754-06-3

vinyltrimethyltin

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II) In N,N-dimethyl-formamide at 20℃; for 0.166667h;94%
77295-59-1

1-chloro-4-(2,2-dibromovinyl)benzene

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With samarium In methanol at 45℃; for 6h;94%
61078-14-6

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole

104-88-1

4-chlorobenzaldehyde

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;93%
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;93%
2788-86-5

4-Chlorostyrene oxide

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With sodium iodide; tin(ll) chloride In ethanol for 0.0666667h; Reflux; Green chemistry;92%
With carbon monoxide In tetrahydrofuran; water at 110℃; under 6840.46 Torr; for 2h; Autoclave; chemoselective reaction;85%
With iododioxobis(triphenylphosphine)rhenium(V) In toluene for 0.583333h; Reflux; chemoselective reaction;78%
1745-18-2

1-allyl-4-chlorobenzene

74-85-1

ethene

1073-67-2

4-vinylbenzyl chloride

Conditions
ConditionsYield
With Hoveyda-Grubbs catalyst second generation; di-μ-bromobis-(tritert-butylphosphine)dipalladium(I) In tetrahydrofuran at 60℃; under 7500.75 Torr; for 16h; Autoclave;92%

4-Chlorostyrene Specification

The 4-Chlorostyrene, with the CAS registry number 1073-67-2 and EINECS registry number 214-028-8, has the systematic name and IUPAC name of 1-chloro-4-ethenylbenzene. It is a kind of clear colourless to slightly yellow liquid, and belongs to the following product categories: Styrenes; Monomers; Polymer Science; Styrene and Functionalized Styrene Monomers. And the molecular formula of the chemical is C8H7Cl. What's more, it should be stored in the refrigerator.

The physical properties of 4-Chlorostyrene are as followings: (1)ACD/LogP: 3.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.604; (4)ACD/LogD (pH 7.4): 3.604; (5)ACD/BCF (pH 5.5): 322.838; (6)ACD/BCF (pH 7.4): 322.838; (7)ACD/KOC (pH 5.5): 2175.386; (8)ACD/KOC (pH 7.4): 2175.386; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.575; (14)Molar Refractivity: 42.072 cm3; (15)Molar Volume: 127.332 cm3; (16)Polarizability: 16.679×10-24cm3; (17)Surface Tension: 34.282 dyne/cm; (18)Density: 1.088 g/cm3; (19)Flash Point: 61.196 °C; (20)Enthalpy of Vaporization: 41.133 kJ/mol; (21)Boiling Point: 192.688 °C at 760 mmHg; (22)Vapour Pressure: 0.673 mmHg at 25°C.

Uses of 4-Chlorostyrene: It can react with morpholine to produce 4-[(4-chloro-phenyl)-thioacetyl]-morpholine. This reaction will need reagent S. The reaction time is 10 minutes, and the yield is about 68%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. 

You can still convert the following datas into molecular structure:
(1)SMILES: C=Cc1ccc(cc1)Cl
(2)InChI: InChI=1/C8H7Cl/c1-2-7-3-5-8(9)6-4-7/h2-6H,1H2
(3)InChIKey: KTZVZZJJVJQZHV-UHFFFAOYAL

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