3-tert-Butyl-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 3-tert-Butyl-2-hydroxybenzaldehyde
• CAS No.: 24623-65-2
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29125000
• European Community (EC) Number: 628-900-4
• DSSTox Substance ID: DTXSID20394938
• Nikkaji Number: J1.070.663G
• Wikidata: Q72503287
• Mol file: 24623-65-2.mol

Synonyms:3-tert-Butyl-2-hydroxybenzaldehyde;24623-65-2;3-(tert-butyl)-2-hydroxybenzaldehyde;3-tert-Butylsalicylaldehyde;Benzaldehyde, 3-(1,1-dimethylethyl)-2-hydroxy-;3-t-butylsalicylaldehyde;MFCD00778877;3-tert-butyl salicylaldehyde;3-tert-butyl-2-hydroxy-benzaldehyde;3-tertbutylsalicylaldehyde;SCHEMBL173039;DTXSID20394938;ROILLNJICXGZQQ-UHFFFAOYSA-N;2-Hydroxy-3-tert-butylbenzaldehyde;2-hydroxy-3-tert.butylbenzaldehyde;AMY20296;BCP04085;BBL103671;STL557481;AKOS009158336;CS-W017318;AS-20056;SY041191;3-tert-Butyl-2-hydroxybenzaldehyde, 96%;B4016;FT-0602046;EN300-7382402;A817407;J-015604;Z1255387194

Chemical Property of 3-tert-Butyl-2-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.035mmHg at 25°C
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 234.259 °C at 760 mmHg
• PKA: 9.55±0.10(Predicted)
• Flash Point: 95.318 °C
• PSA: 37.30000
• Density: 1.072 g/cm³
• LogP: 2.50220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Soluble), DMSO (Sparingly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

3-tert-Butyl-2-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=CC(=C1O)C=O
• Uses: 3-tert-Butyl-2-hydroxybenzaldehyde is used in preparation of coumarin derivative.

Technology Process of 3-tert-Butyl-2-hydroxybenzaldehyde

There total 14 articles about 3-tert-Butyl-2-hydroxybenzaldehyde 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: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-tert-Butylphenol (88-18-6) → 3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; for 5h; Heating;

DOI:10.1021/jm0613267

Reference yield: 26.0%

2-tert-Butylphenol (88-18-6) + water (7732-18-5) → 3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2)

Guidance literature:

With sodium hydroxide; In chloroform;

Reference yield:

3-(tert-butyl)-2-(methoxymethoxy)benzaldehyde (474555-29-8) → 3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2)

Guidance literature:

With hydrogenchloride; for 2h;

upstream raw materials:

formaldehyd

2-tert-Butylphenol

orthoformic acid triethyl ester

6-t-Butyl-2(1,2-dihydroxyethyl)-phenol

Downstream raw materials:

5,5'-methylene bis(3-tert-butyl)-2-hydroxybenzaldehyde

N-(3-tert-butylsalicylidene)-2'-iso-propylaniline

N,N'-bis(3'-tert-butylsalicylidene)ethylene-1,2-diimine

3-tert-butyl-5-(chloromethyl)-2-hydroxybenzaldehyde

Refernces

• 1、 Hayashi,Kaneda,Oguni. "Enantioselective synthesis of (3S,5R,6E,8E)-deca-6,8-dien-1,3,5-triol, a new metabolite from Streptomyces fimbriatus via asymmetric reaction of diketene with 2,4-hexadienal promoted by chiral Schiff base-titanium alkoxide complexes". . p. 2511 - 2516. Retrieved 1995.
• 2、 Anderson, Edward A.,Bernasconi, Alice,Blanco, Araceli,Challis, Gregory L.,Chintalapudi, Venkaiah,Gudmundsson, Haraldur G.,Lim, Jieyan,Song, Lijiang,Tran, Minh. "Synthesis of the C1-C27 Fragment of Stambomycin D Validates Modular Polyketide Synthase-Based Stereochemical Assignments". supporting information. p. 7439 - 7444. Retrieved 2021/10/01.
• 3、 Gilmartin, Philip H.,Kozlowski, Marisa C.. "Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products". supporting information. p. 2914 - 2919. Retrieved 2020/04/10.