Adipaldehyde

Base Information

• Chemical Name: Adipaldehyde
• CAS No.: 1072-21-5
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2912190090
• European Community (EC) Number: 214-003-1
• UNII: 6W2N7U6ZHE
• DSSTox Substance ID: DTXSID10147935
• Nikkaji Number: J7.447K
• Wikidata: Q69758894
• Metabolomics Workbench ID: 3407
• Mol file: 1072-21-5.mol

Synonyms:adipic dialdehyde

Chemical Property of Adipaldehyde

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.56mmHg at 25°C
• Melting Point: -93 °C
• Refractive Index: 1.409
• Boiling Point: 189.779 °C at 760 mmHg
• Flash Point: 66.303 °C
• PSA: 34.14000
• Density: 0.934 g/cm³
• LogP: 0.94460
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 58.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

Adipaldehyde1Msolutioninwater 95-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC=O)CC=O

Technology Process of Adipaldehyde

There total 106 articles about Adipaldehyde 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: 74.0%

cyclohexene (110-83-8) → 1,5-pentanedioic acid (110-94-1) + Adipic acid (124-04-9) + hexanedial (1072-21-5) + succinic acid (110-15-6) + 1-cyclopentene-1-carboxaldehyde (6140-65-4) + 1,2-Cyclohexanediol (931-17-9) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With dihydrogen peroxide; ortho-tungstic acid; In water; at 140 ℃; for 0.333333h; chemoselective reaction; Mechanism; Flow reactor; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201300197

Reference yield: 64.0%

cis-1,2-cyclohexane (1792-81-0) → hexanedial (1072-21-5) + cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With oxygen; [(n-Bu)4N]3H₂[IMo₆O₂₄]; In acetonitrile; at 80 ℃; for 5h; under 1520.1 Torr;

DOI:10.1002/1615-4169(200210)344:9<1017::AID-ADSC1017>3.0.CO;2-X

Reference yield: 60.0%

cyclohexene (110-83-8) → cyclohexenone (930-68-7) + cis-1,2-cyclohexane (1792-81-0) + hexanedial (1072-21-5) + Cyclohex-2-enol (822-67-3)

Guidance literature:

With cis-[Ru(1,4,7-trimethyl-1,4,7-triazacyclononane)O₂(trifluoroacetate)]ClO₄; In water; tert-butyl alcohol; at 20 ℃; for 14h;

DOI:10.1021/ja0528230

upstream raw materials:

cis-1,2-cyclohexane

1,6-hexanediol

1,1,6,6-tetraethoxyhexane

(E,E)-muconaldehyde

Downstream raw materials:

1,1,6,6-tetraethoxy-hexa-2,4-diene

1,7-Octadien-1,8-dicarbonsaeure-diethylester

cis-1,2-cyclohexane

trans-1,2-cyclohexandiol

Refernces

• 1、 Eyler, Gladys N.,Canizo, Adriana I.,Mateo, Carmen M.,Alvarez, Elida E.,Cafferata, Lazaro F. R.. "Solvent Effect in the Thermal Decomposition Reaction of trans-3,3-Dimethyl-5,6-tetramethylene-1,2,4-trioxacyclohexane". . p. 8457 - 8460. Retrieved 1999.
• 2、 Song, Yuexiao,Xin, Feng,Zhang, Lexiang,Wang, Yong. "Oxidation of Cyclohexene in the Presence of Transition-Metal-Substituted Phosphotungstates and Hydrogen Peroxide: Catalysis and Reaction Pathways". . p. 4139 - 4147. Retrieved 2017.
• 3、 Aschmann, Sara M.,Tuazon, Ernesto C.,Arey, Janet,Atkinson, Roger. "Products of the gas-phase reaction of O3 with cyclohexene". . p. 2247 - 2255. Retrieved 2003.
• 4、 Roustan,J.L. et al.. "-". . p. 61 - 86. Retrieved 1979.
• 5、 Donoeva,Trubitsyna,Al-Kadamany,Kortz,Kholdeeva. "Catalytic properties of the polyoxometalate [Ti2(OH) 2As2W19O67(H2O)] 8- in selective oxidations with hydrogen peroxide". . p. 816 - 822. Retrieved 2010.
• 6、 Villani,Saunders,Shu,Heys. "A novel and efficient asymmetric synthesis of carbon-14 labeled (S, S)-2,7-di-boc-diamino[1,8-14C2]suberic acid". . p. 49 - 57. Retrieved 2002.
• 7、 Srinivasan,K.G.,Rocek,J.. "-". . p. 2789 - 2795. Retrieved 1978.
• 8、 Bugnola, Marco,Shen, Kaiji,Haviv, Eynat,Neumann, Ronny. "Reductive Electrochemical Activation of Molecular Oxygen Catalyzed by an Iron-Tungstate Oxide Capsule: Reactivity Studies Consistent with Compound i Type Oxidants". . p. 4227 - 4237. Retrieved 2020.
• 9、 Rahimi, Mehran,Geertsema, Edzard M.,Miao, Yufeng,Van Der Meer, Jan-Ytzen,Van Den Bosch, Thea,De Haan, Pim,Zandvoort, Ellen,Poelarends, Gerrit J.. "Inter- and intramolecular aldol reactions promiscuously catalyzed by a proline-based tautomerase". . p. 2809 - 2816. Retrieved 2017.
• 10、 Schottenheim, Julia,Gernert, Claus,Herzigkeit, Benjamin,Krahmer, Jan,Tuczek, Felix. "Catalytic Models of Tyrosinase: Reactivity Differences between Systems Based on Mono- and Binucleating Ligands". . p. 3501 - 3511. Retrieved 2015.