Terephthalamide

Base Information

• Chemical Name: Terephthalamide
• CAS No.: 3010-82-0
• Molecular Formula: C8H8 N2 O2
• Molecular Weight: 164.164
• Hs Code.: 2924299090
• NSC Number: 56420
• UNII: YAY9TC6F38
• DSSTox Substance ID: DTXSID2051976
• Nikkaji Number: J208.955F
• Wikidata: Q27117980
• Metabolomics Workbench ID: 56008
• ChEMBL ID: CHEMBL397293
• Mol file: 3010-82-0.mol

Synonyms:Terephthalamide;3010-82-0;p-Carbamoylbenzamide;p-Phthalamide;Terephthaldiamide;1,4-Benzenedicarboxamide;benzene-1,4-dicarboxamide;Terephthalic diamide;Terephthalamimidic acid;Terephthalic acid diamide;Terephthalamidic acid;NSC 56420;BRN 2045548;YAY9TC6F38;CHEBI:38802;NSC-56420;4-09-00-03321 (Beilstein Handbook Reference);UNII-YAY9TC6F38;Cambridge id 5117243;Oprea1_810659;SCHEMBL23774;CHEMBL397293;SCHEMBL9912365;DTXSID2051976;HMS1577K12;NSC56420;MFCD00025482;STK395630;AKOS003409135;SDCCGMLS-0064588.P001;AS-56647;BP-21141;LS-29714;FT-0634601;T0013;D92284;A876303;Q27117980;120253-63-6

Chemical Property of Terephthalamide

Chemical Property:

• Vapor Pressure: 1.26E-07mmHg at 25°C
• Melting Point: >250℃
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 430.8°Cat760mmHg
• PKA: 15.25±0.50(Predicted)
• Flash Point: 214.4°C
• PSA: 86.18000
• Density: 1.294g/cm³
• LogP: 1.28500
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.058577502
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

97% ^*data from raw suppliers

Terephthalamide >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)N)C(=O)N
• General Description: TEREPHTHALAMIDE derivatives, such as **1a-H** and **1b-H**, serve as dynamic molecular propellers in supramolecular chirality sensing, undergoing conformational changes from an anti-form to a propeller-shaped syn-form upon binding chiral guests like p-xylylenediammonium derivatives or (-)-phenylephrine. This transformation enables the transmission of point chirality from the guest to the host's mobile helicity, resulting in amplified chiroptical responses, as observed via circular dichroism (CD) spectroscopy. These findings highlight terephthalamide-based hosts as versatile tools for chiral discrimination and molecular recognition.

Technology Process of Terephthalamide

There total 22 articles about Terephthalamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

terephthalonitrile (623-26-7) → terephthalamide (3010-82-0)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; water; 1-benzyl-1-azonia-3,5-diaza-7-phosphaadamantyl chloride; for 1h; Reagent/catalyst; Catalytic behavior; Schlenk technique; Reflux; Green chemistry;

DOI:10.1016/j.tetlet.2014.04.118

Reference yield: 99.0%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → terephthalamide (3010-82-0)

Guidance literature:

With ammonia; magnesium methanolate; In ethylene glycol; at 20 - 80 ℃; for 25h; Conversion of starting material;

Reference yield: 95.0%

terephthalaldehyde, (623-27-8) → terephthalamide (3010-82-0)

Guidance literature:

terephthalaldehyde,; With ammonia; iodine; In tetrahydrofuran; water; at 20 ℃; for 1h;

With dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 2.5h; Further stages.;

DOI:10.1021/jo026407z

upstream raw materials:

terephthalonitrile

para-xylene

terephthaloyl chloride

ammonia

Downstream raw materials:

N,N'-bis-hydroxymethyl-terephthalamide

terephthalonitrile

2-nitrobenzene-1,4-dicarboxamide

Terephthaloyl-bis-

Refernces

Dynamic molecular propeller: Supramolecular chirality sensing by enhanced chiroptical response through the transmission of point chirality to mobile helicity

10.1021/ja906810b

The research focuses on the development and study of dynamic molecular propellers that exhibit supramolecular chirality sensing through enhanced chiroptical response. The main content revolves around the preparation and investigation of secondary terephthalamide hosts, specifically 1a-H and 1b-H, which undergo a conformational change from a nonpropeller anti-form to a propeller-shaped syn-form upon complexation with ditopic guests like p-xylylenediammonium derivatives (R,R)/(S,S)-3 and the neurotransmitter (-)-phenylephrine 4. The experiments involve the synthesis of these hosts using Suzuki-Miyaura coupling, and the analysis of their conformational changes and chiroptical properties using techniques such as 1H NMR spectroscopy and circular dichroism (CD) spectroscopy. The study demonstrates that the point chiralities attached to the nitrogens in the chiral guests are transmitted to the mobile helicity in the host, leading to a preference for a particular handedness and a significant enhancement in chiroptical signals. This research provides insights into the field of supramolecular chirality transfer and dynamic molecular recognition, with potential applications in molecular sensing and chiral discrimination.