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[2.2]Paracyclophane

CAS No.
1633-22-3
Chemical Name:
[2.2]Paracyclophane
Synonyms
Paracyclophane;1,4(1,4)-dibenzenacyclohexaphane;PCF;DI-P-XYLYLENE;DI-P-XYLENE;PLANYLENE N;Paracyclophan;Di-1,4-xylylene;Parylene N ,99%;DI-PARA-XYLYLENE
CBNumber:
CB4691420
Molecular Formula:
C16H16
Molecular Weight:
208.3
MDL Number:
MFCD00003707
MOL File:
1633-22-3.mol
MSDS File:
SDS
Last updated:2024-07-22 09:09:25

[2.2]Paracyclophane Properties

Melting point 285-288 °C(lit.)
Boiling point 282.51°C (rough estimate)
Density 1.0102 (estimate)
vapor pressure 0.001Pa at 25℃
refractive index 1.5000 (estimate)
storage temp. Sealed in dry,Room Temperature
form powder to crystal
color White to Almost white
Water Solubility INSOLUBLE
BRN 1910888
InChI InChI=1S/C16H16/c1-2-14-4-3-13(1)9-10-15-5-7-16(8-6-15)12-11-14/h1-8H,9-12H2
InChIKey OOLUVSIJOMLOCB-UHFFFAOYSA-N
SMILES C12C=CC(=CC=1)CCC1C=CC(=CC=1)CC2
LogP 5.14 at 20℃
FDA UNII 0I9PQB142O
NIST Chemistry Reference [2.2]Paracyclophane(1633-22-3)
EPA Substance Registry System Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene (1633-22-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Hazard Codes  Xi,C,F
Risk Statements  11-34
Safety Statements  24/25-45-36/37/39-26-16
WGK Germany  3
RTECS  YD2404000
Hazard Note  Irritant
TSCA  Yes
HS Code  29029080
NFPA 704
1
0 0

[2.2]Paracyclophane price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P225 [2.2]Paracyclophane 97% 1633-22-3 5G $36.4 2024-03-01 Buy
TCI Chemical P1165 [2.2]Paracyclophane >99.0%(GC) 1633-22-3 1g $99 2024-03-01 Buy
Alfa Aesar B20136 [2.2]Paracyclophane, 99% 1633-22-3 1g $54.65 2024-03-01 Buy
Alfa Aesar B20136 [2.2]Paracyclophane, 99% 1633-22-3 5g $201 2024-03-01 Buy
TRC P205825 [2.2]Paracyclophane 1633-22-3 50mg $60 2021-12-16 Buy
Product number Packaging Price Buy
P225 5G $36.4 Buy
P1165 1g $99 Buy
B20136 1g $54.65 Buy
B20136 5g $201 Buy
P205825 50mg $60 Buy

[2.2]Paracyclophane Chemical Properties,Uses,Production

Description

[2.2]Paracyclophane is used as an intermediate in organic synthesis or as a reagent in chemical reactions. It serves as the structural backbone of 4-toluenesulfinyl [2.2]p-dicyclohexane and can be used in the synthesis of various mono- and disubstituted [2.2]p-dicyclohexane derivatives. It can also be used for the preparation of metal complexes, and the interaction of the Ag+ cation with the cation -π of [2.2]paracyclophane can be used to synthesise Ag+ - [2.2]paracyclophane complexes using the Ag+ cation. The complex is formed by binding the cation Ag+ to three carbon atoms on a benzene ring of the [2.2]paracyclophane ligand using a cation-π interaction[1].

Chemical Properties

WHITE TO LIGHT BEIGE CRYSTALS OR CRYSTAL. POWDER

Uses

2,2]-Paracyclophane is the raw material for the synthesis of parylene which is widely used in microelectronic integrated circuit.

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 1043, 1981 DOI: 10.1021/jo00318a047

Flammability and Explosibility

Not classified

Purification Methods

Purify it by recrystallisation from AcOH. 1H-NMR : 1.62 (Ar-H) and -1.71 (CH2) [Waugh & Fessenden J Am Chem Soc 79 846 1957, IR and UV: Cram et al. J Am Chem Soc 76 6132 1954, Cram & Steinberg J Am Chem Soc 73 5691 1951. It complexes with unsaturated compounds: Cram & Bauer J Am Chem Soc 81 5971 1959, Syntheses: Brink Synthesis 807 1975, Givens et al. J Org Chem 44 16087 1979, Kaplan et al. Tetrahedron Lett 3665 1976]. [Beilstein 5 IV 2223.]

References

[1] DR. PETR VA?URA; Dr. T U; Prof David Sykora. Interaction of the Silver(I) Cation with [2.2]Paracyclophane: Experimental and Theoretical Study[J]. ChemistrySelect, 2022. DOI:10.1002/slct.202203008.

4519-36-2
1633-22-3
Synthesis of [2.2]Paracyclophane from trimethyl(p-methylbenzyl)ammonium chloride

[2.2]Paracyclophane Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 293)Suppliers
Supplier Tel Email Country ProdList Advantage
Shenzhen FCD Technology Co., Ltd
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View Lastest Price from [2.2]Paracyclophane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PLANYLENE N pictures 2024-07-28 PLANYLENE N
1633-22-3
US $0.00-0.00 / g 500g 99.7% 100kg Shenzhen FCD Technology Co., Ltd
[2.2]Paracyclophane pictures 2024-07-25 [2.2]Paracyclophane
1633-22-3
US $0.00-0.00 / Kg/Drum 1KG 99% 10 TONS WUHAN FORTUNA CHEMICAL CO., LTD
Parylene N pictures 2024-07-12 Parylene N
1633-22-3
US $0.00-0.00 / g 500g 99.7% 100kg Shenzhen FCD Technology Co., Ltd
  • PLANYLENE N pictures
  • PLANYLENE N
    1633-22-3
  • US $0.00-0.00 / g
  • 99.7%
  • Shenzhen FCD Technology Co., Ltd
  • Parylene N pictures
  • Parylene N
    1633-22-3
  • US $0.00-0.00 / g
  • 99.7%
  • Shenzhen FCD Technology Co., Ltd
TRICYCLO[8.2.2.24,7]HEXADECA-4,6,10,12,13,15-HEXAENE TRICYCLO[8.2.2.2]HEXADECA-4,6,10,12,13,15-HEXAENE [2.2]paracylophan Cyclobis(benzene-1,4-dimethylene) Di-1,4-xylylene Tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene 4,4'-DIMETHYLENE-1,2-DIPHENYLETHANE [2.2]PARACYCLOPHAN [2.2]PARACYCLOPHANE DI-P-XYLENE [2.2]Paracylophane Tricyclo[8,2,2,24,7]hexadeca-4,6,1,12,13,15-hexaene (2.2)PARACYCLOPHAN 97% [2.2]-PARACYCLOPHANE 99+% DI-PARA-XYLYLENE Dimer,Parylene N Parylene N ,99% [2.2](1,4)Cyclophane Di-p-xylylene Tricyclo[8.2.2.2(4,7)]hexadeca-4,6,10,12,13,15-hexaene Tricyclo[8,2,2,2]4,7 hexa-4,6,10,12,13,15-decane 2.2ü-Paracyclophane, 99% 4,4'-Ethylene(1,1'-ethylenebisbenzene) Dicyclo-p-xylylene Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12(1),13,15-hexaene [2.2]Paracyclophane,98% PLANYLENE N [2.2]-paracyclophane (Parylene N) Paracyclophan TwodiMericp-xylene Parylene N ([2,2]Paracyclophane) [2.2]Paracyclophane> DI-P-XYLYLENE PCF Paracyclophane 1,4(1,4)-dibenzenacyclohexaphane Parylene N dimer tricyclo[8.2.2.2??]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaene Di-p-xylylene, Parylene N [2.2]Paracyclophane,Parylene N Dimer 1633-22-3 C16H16 Organic Building Blocks Cyclophanes Macrocycles for Host-Guest Chemistry Building Blocks Arenes coating Arenes Building Blocks Chemical Synthesis Organic Building Blocks fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials Cyclophanes Functional Materials Macrocycles for Host-Guest Chemistry 1