4-[(Trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde

Base Information

• Chemical Name: 4-[(Trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde
• CAS No.: 94458-92-1
• Molecular Formula: C10H18O2Si
• Molecular Weight: 198.337
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID70474077
• Nikkaji Number: J337.936A
• Mol file: 94458-92-1.mol

Synonyms:94458-92-1;4-[(Trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde;4-trimethylsilyloxycyclohex-3-ene-1-carbaldehyde;4-TRIMETHYLSILANYLOXY-CYCLOHEX-3-ENE-CARBALDEHYDE;SCHEMBL8698576;DTXSID70474077;4-trimethylsilanyloxy-cyclohex-3-ene-;AKOS006290830;FT-0764826

Chemical Property of 4-[(Trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 2.72080
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.107606347
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

4-TRIMETHYLSILANYLOXY-CYCLOHEX-3-ENE-CARBALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC1=CCC(CC1)C=O

Technology Process of 4-[(Trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde

There total 1 articles about 4-[(Trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde 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: 68.0%

2-trimethylsilyloxy-1,3-butadiene (38053-91-7) + acrolein (107-02-8,25068-14-8) → 1-<(trimethylsilyl)oxy>cyclohexene-4-carboxaldehyde (94458-92-1)

Guidance literature:

With hydroquinone; In toluene; for 24h; Heating;

DOI:10.1021/jo00304a021

Reference yield: 90.0%

1-<(trimethylsilyl)oxy>cyclohexene-4-carboxaldehyde (94458-92-1) → (+/-)-cyclohexanone-4-carboxaldehyde (96184-81-5)

Guidance literature:

With methanol; for 24h; Ambient temperature;

Reference yield: 85.0%

methanol (67-56-1) + 1-<(trimethylsilyl)oxy>cyclohexene-4-carboxaldehyde (94458-92-1) → (+/-)-cyclohexanone-4-carboxaldehyde dimethyl acetal (64908-75-4)

Guidance literature:

With ammonium chloride; for 2.5h; Heating;

DOI:10.1021/jm00018a027

upstream raw materials:

2-trimethylsilyloxy-1,3-butadiene

acrolein

Downstream raw materials:

1-<(Trimethylsilyl)oxy>-4-(1,3-benzodithiol-2-ylidenemethyl)cyclohexene

(+/-)-cyclohexanone-4-carboxaldehyde

4-(hydroxymethyl)-1-<(trimethylsilyl)oxy>cyclohexene

(+/-)-cyclohexanone-4-carboxaldehyde dimethyl acetal

Refernces

• 1、 Gangjee,Zaveri,Kothare,Queener. "Nonclassical 2,4-diamino-6-(aminomethyl)-5,6,7,8-tetrahydroquinazoline antifolates: Synthesis and biological activities". . p. 3660 - 3668. Retrieved 2007/10/03.
• 2、 Makin, S. M.,Shavrygina, O. A.,Nguyen, Fong Tung. "CHEMISTRY OF ENOL ETHERS. LXXXVI. DIENE CONDENSATION OF 2-TRIMETHYLSILYLOXY-1,3-DIENES WITH α,β-UNSATURATED ALDEHYDES. 1-FORMYL-4-TRIMETHYLSILYLOXY-3-CYCLOHEXENES AND 1-FORMYL-4-OXOCYCLOHEXANES". . p. 2082 - 2087. Retrieved 2007/10/02.