3-Cyclohexene-1-carboxaldehyde

Base Information

• Chemical Name: 3-Cyclohexene-1-carboxaldehyde
• CAS No.: 100-50-5
• Deprecated CAS: 84049-08-1
• Molecular Formula: C7H10O
• Molecular Weight: 110.156
• Hs Code.: 29122990
• European Community (EC) Number: 202-858-3
• NSC Number: 16241
• UN Number: 2498
• UNII: GAK9539347
• DSSTox Substance ID: DTXSID1026661
• Nikkaji Number: J24.543G
• Wikipedia: Tetrahydrobenzaldehyde
• Wikidata: Q27278997
• Metabolomics Workbench ID: 130688
• ChEMBL ID: CHEMBL3188123
• Mol file: 100-50-5.mol

Synonyms:3-CYCLOHEXENE-1-CARBOXALDEHYDE;100-50-5;1,2,3,6-Tetrahydrobenzaldehyde;Cyclohex-3-ene-1-carbaldehyde;4-Formylcyclohexene;Cyclohexene-4-carboxaldehyde;1-Formyl-3-cyclohexene;1-Cyclohexene-4-carboxaldehyde;1,2,5,6-Tetrahydrobenzaldehyde;3-Cyclohexen-1-aldehyde;cyclohex-3-enecarbaldehyde;4-Cyclohexene-1-carboxaldehyde;4-Formyl-1-cyclohexene;delta1-Tetrahydrobenzaldehyde;NSC 16241;3-Cyclohexene-1-carbaldehyde;HSDB 5334;Benzaldehyde, tetrahydro-;EINECS 202-858-3;UN2498;BRN 0774001;AI3-21661;DTXSID1026661;UNII-GAK9539347;EINECS 215-315-0;NSC-16241;GAK9539347;EC 202-858-3;4-07-00-00134 (Beilstein Handbook Reference);3-cyclohexenecarbaldehyde;WLN: L6UTJ DVH;3-cyclohexenecarboxaldehyde;1,2,3,6-Tetrahydrobenzaldehyde(1,2,5,6);3-cyclohexene carboxaldehyde;SCHEMBL42869;3-Cyclohexne-1-carboxaldhyde;1,3,6-Tetrahydrobenzaldehyde;1,5,6-Tetrahydrobenzaldehyde;3-cyclohexene-1-carboaldehyde;3-Cyclohexen-1-Carboxaldehyde;DTXCID006661;1,2,3,6-tetrahydrobenzaldehyd;3-Cyclohexene-1-carbaldehyde #;CHEMBL3188123;NSC16241;STR03930;Tox21_201059;MFCD00001572;NA2498;STK397283;3-Cyclohexene-1-carboxaldehyde, 97%;AKOS000119878;AKOS016843227;.DELTA.1-TETRAHYDROBENZALDEHYDE;.DELTA.3-TETRAHYDROBENZALDEHYDE;UN 2498;3-CYCLOHEXEN-1-ALDEHYDE [HSDB];NCGC00248910-01;NCGC00258612-01;CAS-100-50-5;LS-57406;LS-57407;FT-0615560;EN300-18427;A18008;3-CYCLOHEXENE-1-CARBOXALDEHYDE, (+/-)-;W-108957;Q27278997;Z57936862;F8889-7486;3-Cyclohexene-1-carboxaldehyde;1,2,3,6-Tetrahydrobenzaldehyde [UN2498] [Flammable liquid];1,2,3,6-Tetrahydrobenzaldehyde [UN2498] [Flammable liquid]

Chemical Property of 3-Cyclohexene-1-carboxaldehyde

Chemical Property:

• Appearance/Colour: slightly yellowish-green liquid
• Vapor Pressure: 30.1mmHg at 25°C
• Melting Point: 1-3 °C
• Refractive Index: n20/D 1.4745(lit.)
• Boiling Point: 105 °C at 760 mmHg
• Flash Point: 57.2 °C
• PSA: 17.07000
• Density: 0.94 g/cm³
• LogP: 1.54160
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Slightly soluble in water
• Water Solubility.: 11.5g/L at 20℃
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 105
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

3-Cyclohexene-1-carboxaldehyde >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21-36/37/38
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1CC(CC=C1)C=O
• Uses: Cyclohex-3-ene-1-carbaldehyde can be used as coupled exposure to ingredients of cosmetic products.

Technology Process of 3-Cyclohexene-1-carboxaldehyde

There total 33 articles about 3-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: 99.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + acrolein (107-02-8,25068-14-8) → 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9)

Guidance literature:

With erbium(III) triflate; at 20 ℃; for 2h; regioselective reaction; Ionic liquid;

DOI:10.1016/j.apcata.2009.10.020

Reference yield: 97.0%

2-(3-cyclohexenyl)-1,3-dithiane (53178-49-7) → 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9)

Guidance literature:

With silica gel; copper(II) nitrate; In tetrachloromethane; for 0.416667h; Ambient temperature;

DOI:10.1246/cl.1995.507

Reference yield: 96.0%

cyclohex-3-enylmethanol (72581-32-9,1679-51-2) → 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9)

Guidance literature:

With titanium(IV) oxide; oxygen; at 29.84 ℃; for 24h; under 760.051 Torr; Sealed tube; Irradiation;

DOI:10.1002/asia.201601064

upstream raw materials:

buta-1,3-diene

acrolein

orthoformic acid triethyl ester

toluene

Downstream raw materials:

(+/-)-2-cyano-3ξ-cyclohex-3-enyl-acrylic acid

1,2,5,6-tetrahydrobenzaldehyde diethyl acetal

(+/-)-2-cyano-3ξ-cyclohex-3-enyl-acrylic acid ethyl ester

cyclohex-3-enecarbaldehyde (1,1-dioxo-1H-1λ⁶-benzo[d]isothiazol-3-yl)-hydrazone

Refernces

• 1、 Lee, Jong Gun,Hwang, Je Pil. "Highly Efficient Regeneration of Carbonyl Compounds from Oximes, Tosylhydrazones, 1,3-Dithiolanes, and 1,3-Dithianes Using Cupric Nitrate Supported on Silica Gel". . p. 507 - 508. Retrieved 1995.
• 2、 Fu, Gregory C.,Nguyen, SonBinh T.,Grubbs, Robert H.. "Catalytic Ring-Closing Metathesis of Functionalized Dienes by a Ruthenium Carbene Complex". . p. 9856 - 9857. Retrieved 1993.
• 3、 Buechi,Powell. "-". . p. 4559. Retrieved 1967.
• 4、 Monfared, Hassan Hosseini,Bikas, Rahman,Mayer, Peter. "Homogeneous green catalysts for olefin oxidation by mono oxovanadium(V) complexes of hydrazone Schiff base ligands". . p. 2574 - 2583. Retrieved 2010.
• 5、 Crandall. "-". . p. 2830. Retrieved 1964.
• 6、 Ogoshi, Hisanobu,Suzuki, Yasuhiko,Kuroda, Yasuhisa. "Olefin Oxidation Catalyzed by Electron Deficient Metallo-Porphyrin". . p. 1547 - 1550. Retrieved 1991.
• 7、 Gassman,P.G.,Dygos,J.H.. "-". . p. 4745 - 4748. Retrieved 1970.
• 8、 Valkovich,P.B.,Weber,W.P.. "-". . p. 231 - 237. Retrieved 1975.
• 9、 Liu, Guowei,Garland, Marc. "The competitive and non-competitive hydroformylation of conjugated dienes starting with tetrarhodium dodecacarbonyl. An in-situ high-pressure infrared spectroscopic study". . p. 76 - 85. Retrieved 2000.
• 10、 Maki, Yoshifumi,Sako, Magoichi,Murase, Toshinobu,Kitade, Yukio,Hirota, Kosaku. "Photochemical oxygenation of olefins by heterocyclic n-oxides: mechanistic characteristics in the photochemistry of pyrimidopteridine-10-oxide". . p. 279 - 282. Retrieved 1990.