52364-73-5

Basic information

• Product Name: 4'-(Octyloxy)-4-biphenylcarbonitrile
• Synonyms: [1,1'-Biphenyl]-4-carbonitrile, 4'-(octyloxy)-;1’-biphenyl)-4-carbonitrile,4’-(octyloxy)-(;1’-biphenyl]-4-carbonitrile,4’-(octyloxy)-[;1’-Biphenyl]-4-carbonitrile,4’-(octyloxy)-[1;4-(4-octyloxyphenyl)benzonitrile;4'-(n-Octyloxy)-4-cyanobiphenyl;4'-(Octyloxy)[1,1'-biphenyl]-4-carbonitrile;4'-(Octyloxy)-4-cyanobiphenyl
• CAS NO: 52364-73-5
• Molecular Formula: C₂₁H₂₅NO
• Molecular Weight: 307.43
• EINECS: 257-878-5
• Product Categories: Biphenyl & Diphenyl ether;Liquid Crystals;Nematic;Organic Electronics and Photonics
• Mol File: 52364-73-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 51-77 °C(lit.)
• Boiling Point: 447.93°C (rough estimate)
• Flash Point: >230 °F
• Appearance: /liquid crystal (Nematic)
• Density: 1.0505 (rough estimate)
• Refractive Index: 1.5614 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4'-(Octyloxy)-4-biphenylcarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-(Octyloxy)-4-biphenylcarbonitrile(52364-73-5)
• EPA Substance Registry System: 4'-(Octyloxy)-4-biphenylcarbonitrile(52364-73-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DV1764500
• TSCA: Yes
• Hazardous Substances Data: 52364-73-5(Hazardous Substances Data)

Usage

Chemical Properties

White Crysstalline

Uses

Different sources of media describe the Uses of 52364-73-5 differently. You can refer to the following data:
1. 8CB may be used in the preparation of asymmetrical zinc phthalocyanine (aZnPc)-functional photocurable copolymer.
2. Intermediates of Liquid Crystals

General Description

4′-octyl-4- biphenylcarbonitrile (8CB) is a low molar mass liquid crystal (LCs), which shows different liquid crystalline phases depending on temperature conditions. Under normal temperature conditions 8CB exists only as bulk smectic-A phase. LCs are responsive to minor changes in temperature, shear, electric (or magnetic) fields, and the structure of solid surfaces with which they are in contact.

Upstream product

• 57774-34-2 4′-iodo-[1,1′-biphenyl]-4-carbonitrile 
• 111-87-5 octanol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 58743-77-4 4'-methoxybiphenyl-4-carbonitrile 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 127783-75-9 4'-cyano-[1,1'-biphenyl]-4-yl acetate 
• 4854-84-6 4-amino-4'-cyanobiphenyl 
• 31835-63-9 4'-nitro-(1,1'-biphenyl)-4-carbonitrile 
• 111-83-1 1-bromo-octane 
• 19812-93-2 4-Cyano-4'-hydroxybiphenyl 

Downstream Products

• 1397205-94-5 2-{4-[2-(4-dodecyloxy-phenyl)-vinyl]-benzoylamino}-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester 
• 1397205-92-3 2-{4-[2-(4-decyloxy-phenyl)-vinyl]-benzoylamino}-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester 
• 1397205-90-1 4-(4'-octyloxy-biphenyl-4-yl)-2-{4-[2-(4-octyloxy-phenyl)-vinyl]-benzoylamino}-thiophene-3-carboxylic acid methyl ester 
• 1397205-88-7 2-{4-[2-(4-hexyloxy-phenyl)-vinyl]-benzoylamino}-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester 
• 1397205-64-9 2-amino-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester 

Relevant articles and documents

Green chemistry approach to the synthesis of liquid crystalline materials

This article presents a simple, rapid, economic and environmentally acceptable microwave promoted "green chemistry" approach to the synthesis of some conventional and non-conventional liquid crystalline materials. Alkylation of 4'-hydroxy-4-biphenylcarbonitrile with various alkyl halides under microwave irradiation furnished alkoxycynobiphenyl-based calamitic liquid crystals in very high yield within one minute. Similarly, terminally-functionalized alkoxycyanobiphenyls and alkoxycyanobiphenyl dimers can also be prepared. Microwave irradiation of hexaalkoxytriphenylene in the presence of ionic liquids gives monohydroxy-pentaalkoxytriphenylene in about 30% yield. Novel imidazolium-based ionic liquid crystalline dimers can be easily prepared via quaternization reaction using microwaves. Classical reaction conditions failed to produce these dimers.

Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties

A new family of thiazoline and thiazole esters has been synthesized and their thermal properties are presented and discussed. Thiazoline esters were obtained by cyclization reaction from 4-substituted benzenenitrile and amino acid L-cysteine followed by esterification reaction with selected alcohols and phenol. Subsequent oxidation step to transform thiazoline esters into thiazole esters was applied mediated by BrCCl3/DBU. The final thiazoline and thiazole esters are composed by terminal flexible hydrogenated alkyl chain from one side and to the other side by terminal segments of flexible alkyl chains (hydrogenated chain), (perfluoralkyl)alkyl chains (semifluorinated alkane) p-alkoxyphenyl chains. Some liquid crystals compounds for thiazoline and thiazole esters showed to be relevant. One of the thiazoline esters display a monotropic smectic A (SmA) mesophase while some thiazole esters show stable SmA mesophase. As expected semifluorinated alkane chain induce the formation of orthogonal mesophase by means of segregation effect.

Method for producing unsymmetrically substituted biphenyls

PCT No. PCT/IB97/00266 Sec. 371 Date Sep. 29, 1998 Sec. 102(e) Date Sep. 29, 1998 PCT Filed Feb. 24, 1997 PCT Pub. No. WO97/30970 PCT Pub. Date Aug. 28, 1997The invention concerns a method for the production of unsymmetrically substituted cyanobiphenyls by the slow addition of an aryl Grignard compound to an optionally substituted bromobenzonitrile in the presence of a palladium complex catalyst.