Terephthalaldehyde

Base Information

• Chemical Name: Terephthalaldehyde
• CAS No.: 623-27-8
• Molecular Formula: C8H6O2
• Molecular Weight: 134.134
• Hs Code.: Oral rat LD50: 6400 mg/kg
• European Community (EC) Number: 210-784-8
• NSC Number: 13395
• UNII: M2Y6E4N2TS
• DSSTox Substance ID: DTXSID6060769
• Nikkaji Number: J38.975G
• Wikidata: Q27283404
• Mol file: 623-27-8.mol

Synonyms:Terephtaldehyde;Terephthalic aldehyde;Terephthaldialdehyde;Terephtaldehydes [French];4-Formylbenzaldehyde;Terephthaladehyde (8CI);p-Formylbenzaldehyde;p-Phthalaldehyde;Terephthaladehyde;p-Benzenedicarboxaldehyde;benzene-1,4-dicarbaldehyde;1,4-Benzenedicarboxaldehyde;Terephthaldehyde;1,4-Diformylbenzene;Terephthaldicarboxaldehyde;

Chemical Property of Terephthalaldehyde

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: 114-116 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 246.5 °C at 760 mmHg
• Flash Point: 101.7 °C
• PSA: 34.14000
• Density: 1.189 g/cm³
• LogP: 1.31160
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 3g/l
• Water Solubility.: 3 g/L (50 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 134.036779430
• Heavy Atom Count: 10
• Complexity: 107

Purity/Quality:

98%, ^*data from raw suppliers

Terephthaldicarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/37
• Safety Statements: 22-24/25-36-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1=CC(=CC=C1C=O)C=O
• Uses: Terephthalaldehyde (cas# 623-27-8) is a compound useful in organic synthesis.

Technology Process of Terephthalaldehyde

There total 166 articles about Terephthalaldehyde 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: 90.0%

1,4-bis(dibromomethyl)benzene (1592-31-0) + benzaldehyde dimethyl acetal (1125-88-8) → terephthalaldehyde, (623-27-8) + benzaldehyde (100-52-7)

Guidance literature:

With zinc(II) chloride; In 2,2,4-trimethylpentane; at 80 ℃; for 1h; Concentration; Reagent/catalyst; Temperature; Solvent; Time;

DOI:10.1134/S0012500817100019

Reference yield: 87.0%

4-((1R*,2R*)-1,2-dihydroxy-2-phenylethyl)benzaldehyde → terephthalaldehyde, (623-27-8) + benzaldehyde (100-52-7)

Guidance literature:

With C₂₁H₁₂Cl₆NO₄V; In toluene; at 80 ℃; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/adsc.201800050

Reference yield: 83.0%

benzaldehyde dimethyl acetal (1125-88-8) + 4-(dibromomethyl)benzenecarbaldehyde → terephthalaldehyde, (623-27-8) + benzaldehyde (100-52-7)

Guidance literature:

With zinc(II) chloride; In 2,2,4-trimethylpentane; at 80 ℃; for 1h;

DOI:10.1134/S0012500817100019

upstream raw materials:

terephthalonitrile

p-xylylene

1,4-bis(dibromomethyl)benzene

p-xylylene glycol

Downstream raw materials:

1,4-phenylenediacrylic acid

(E,E)-1,4-bis(2-pyridylethenyl)benzene

4-<2-(4-pyridyl)ethenyl>cinnamic acid

4-((E)-2-[4-[(E)-2-(pyridin-4-yl)vinyl]phenyl]vinyl)pyridine

Refernces

• 1、 Abalymov, Anatolii,Abednatanzi, Sara,Bourda, Laurens,Dalapati, Sasanka,Gohari Derakhshandeh, Parviz,Kaczmarek, Anna M.,Liu, Ying-Ya,Meledina, Maria,Skirtach, Andre G.,Van Der Voort, Pascal,Van Hecke, Kristof. "A lanthanide-functionalized covalent triazine framework as a physiological molecular thermometer". . p. 6436 - 6444. Retrieved 2021.
• 2、 Gazizov,Ivanova, S. Yu.,Karimova,Bagauva,Gazizova,Karimova. "Synthesis of 4-(dibromomethyl)benzenecarbaldehyde and its reactions with N- and O-nucleophiles". . p. 191 - 194. Retrieved 2016.
• 3、 Mittal, Rupali,Awasthi, Satish Kumar. "A Synergistic Magnetically Retrievable Inorganic-Organic Hybrid Metal Oxide Catalyst for Scalable Selective Oxidation of Alcohols to Aldehydes and Ketones". . p. 4799 - 4813. Retrieved 2021/09/30.
• 4、 Dehkordi, S. Saeid Saei,Albadi, Jalal,Jafari, Abbas Ali,Samimi, Heshmat Allah. "Catalytic study of the copper-based magnetic nanocatalyst on the aerobic oxidation of alcohols in water". . p. 2527 - 2538. Retrieved 2021/03/24.