1-Cyclohexene-1-carboxaldehyde

Base Information

• Chemical Name: 1-Cyclohexene-1-carboxaldehyde
• CAS No.: 1192-88-7
• Molecular Formula: C7H10 O
• Molecular Weight: 110.156
• Hs Code.: 29251995
• European Community (EC) Number: 215-315-0,858-587-1
• DSSTox Substance ID: DTXSID60409257
• Nikkaji Number: J72.722I
• Wikidata: Q72459751
• Mol file: 1192-88-7.mol

Synonyms:1-Cyclohexene-1-carboxaldehyde;1192-88-7;Cyclohexene-1-carbaldehyde;Cyclohexenecarboxaldehyde;Cyclohex-1-enecarbaldehyde;Cyclohexenecarbaldehyde;cyclohex-1-ene-1-carbaldehyde;1321-16-0;cyclohexene-1-carboxaldehyde;1-formylcyclohexene;starbld0018772;cyclohexene carboxaldehyde;1-cyclohexenecarboxaldehyde;cyclohex-1-enecarboxaldehyde;1-cyclohexene-1-carboaldehyde;SCHEMBL197588;DTXSID60409257;OANSOJSBHVENEI-UHFFFAOYSA-N;AMY18835;MFCD00674109;1-Cyclohexene-1-carboxaldehyde, 97%;AKOS009159125;AS-60386;CS-0204676;FT-0652817;NS00045362;EN300-98672;A804243;J-004093;Z1190318865

Chemical Property of 1-Cyclohexene-1-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0.95mmHg at 25°C
• Melting Point: 50 °C
• Refractive Index: 1.5005
• Boiling Point: 61 ºC (10 mmHg)
• Flash Point: 65 ºC
• PSA: 17.07000
• Density: 0.966
• LogP: 1.68570
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 114

Purity/Quality:

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

1-Cyclohexenylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xn
• Hazard Codes: C,Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)C=O
• Uses: 1-Cyclohexenylaldehyde can be used as reactant/reagent in chemoselective synthesis of aliphatic alcohols via NSS-ruthenium complex-catalyzed hydrogenation of α,β-unsaturated carbonyl compounds. 1-Cyclohexene-1-carboxaldehyde may be used in the synthesis of azomethine imines.

Technology Process of 1-Cyclohexene-1-carboxaldehyde

There total 122 articles about 1-Cyclohexene-1-carboxaldehyde 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: 88.0%

cyclohexenone (930-68-7) + Chloroiodomethane (593-71-5) → 1-cyclohexene-1-carboxaldehyde (1192-88-7)

Guidance literature:

With trimethylsilylmethyllithium; lithium bromide; In tetrahydrofuran; pentane; at -78 - 20 ℃;

DOI:10.1002/anie.201706236

Reference yield: 85.0%

1-cyclohexene-1-methanol (4845-04-9) → 1-cyclohexene-1-carboxaldehyde (1192-88-7)

Guidance literature:

With barium permanganate; In acetonitrile; for 3h; Heating;

DOI:10.1016/S0040-4020(01)87874-1

Reference yield: 82.0%

Allyl cyclohexylidenemethyl carbonate (86950-88-1) → 1-cyclohexene-1-carboxaldehyde (1192-88-7) + 1-allylcyclohexanecarbaldehyde (29517-58-6) + cyclohexanecarbaldehyde (2043-61-0)

Guidance literature:

palladium diacetate; triphenylphosphine; In acetonitrile; for 1.5h; Yields of byproduct given; Heating;

DOI:10.1055/s-1987-28145

upstream raw materials:

2,2,2-trichloro-1-cyclohex-1-enyl-ethanol

4-morpholinecarboxaldehyde

cyclohexene

N-phenyl-2-(aminomethylene)cyclohexanone

Downstream raw materials:

2-(Cyclohex-1-enyl-hydroxy-methyl)-acrylic acid methyl ester

(2Z,4E)-5-Cyclohex-1-enyl-3-methyl-penta-2,4-dienoic acid

2-Benzenesulfonyl-1,2-di-cyclohex-1-enyl-ethanol

cis-1-(1-propenyl)cyclohexene

Refernces

• 1、 Gnaim, Samer,Takahira, Yusuke,Wilke, Henrik R.,Yao, Zhen,Li, Jinjun,Delbrayelle, Dominique,Echeverria, Pierre-Georges,Vantourout, Julien C.,Baran, Phil S.. "Electrochemically driven desaturation of carbonyl compounds". . p. 367 - 372. Retrieved 2021.
• 2、 Gangjee,Ohemeng,Lin,Katoh. "Synthesis and antitumor evaluation of some 1,3-disubstituted tetrahydropyrimido[4,5-c]isoquinolines". . p. 523 - 528. Retrieved 1986.
• 3、 Niiya,Olsson,Thompson,Silvia,Ueeda. "2-(N'-alkylidenehydrazino)adenosines: Potent and selective coronary vasodilators". . p. 4557 - 4561. Retrieved 1992.
• 4、 Dreiding,Hartman. "-". . p. 939,940. Retrieved 1953.
• 5、 Klinck,R.E.,Stothers,J.B.. "-". . p. 45 - 51. Retrieved 1966.
• 6、 Zhang, Shaoke,Neumann, Helfried,Beller, Matthias. "Pd-Catalyzed Carbonylation of Vinyl Triflates to Afford α,β-Unsaturated Aldehydes, Esters, and Amides under Mild Conditions". . p. 3528 - 3532. Retrieved 2019/05/24.
• 7、 Wang, Mei-Mei,Ning, Xiao-Shan,Qu, Jian-Ping,Kang, Yan-Biao. "Dehydrogenative Synthesis of Linear α,β-Unsaturated Aldehydes with Oxygen at Room Temperature Enabled by tBuONO". . p. 4000 - 4003. Retrieved 2017/06/19.