3,5-Di-tert-butyl-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 3,5-Di-tert-butyl-2-hydroxybenzaldehyde
• CAS No.: 37942-07-7
• Molecular Formula: C15H22O2
• Molecular Weight: 234.338
• Hs Code.: 29124990
• European Community (EC) Number: 629-676-0
• UNII: KQA2N5HW8Z
• DSSTox Substance ID: DTXSID80350777
• Nikkaji Number: J959.175C
• Wikipedia: 3,5-Di-tert-butylsalicylaldehyde
• Wikidata: Q4634088
• ChEMBL ID: CHEMBL427197
• Mol file: 37942-07-7.mol

Synonyms:3,5-Di-tert-butyl-2-hydroxybenzaldehyde;37942-07-7;3,5-Di-tert-butylsalicylaldehyde;3,5-Bis(1,1-dimethylethyl)-2-hydroxy-benzaldehyde;3,5-ditert-butyl-2-hydroxybenzaldehyde;Benzaldehyde, 3,5-bis(1,1-dimethylethyl)-2-hydroxy-;3,5-Di-t-butylsalicylaldehyde;KQA2N5HW8Z;3,5-bis(tert-butyl)-2-hydroxybenzaldehyde;3,5-di-tert-butylsalicylic aldehyde;MFCD00191998;3,5-tert-Butyl-2-hydroxybenzaldehyde;3,5-Bis-tert-butyl-2-hydroxybenzaldehyde;Benzaldehyde, 2-hydroxy, 3,5-di(t-butyl);UNII-KQA2N5HW8Z;SCHEMBL187267;CHEMBL427197;3,5-Ditert-butylsalicylaldehyde;DTXSID80350777;CHEBI:184002;3,5-di-tert-butyl salicylaldehyde;STK744365;3,5-di-t-butyl-2-hydroxybenzaldehyde;AKOS000113415;CS-W012904;PS-7663;2-hydroxy-3,5-ditert.butylbenzaldehyde;3,5-ditert-butyl-2-hydroxy-benzaldehyde;NCGC00328863-01;AC-11236;SY014855;3,5-di-tert-butyl-2-hydroxy benzaldehyde;3,5-Di-tert-butyl-2-hydroxy-benzaldehyde;3,5-di-tert.-butyl-2-hydroxybenzaldehyde;A6448;AM20050219;D2646;FT-0614729;FT-0614730;EN300-21585;3,5-Di-tert-butyl-2-hydroxybenzaldehyde, 99%;AB01322446-02;Q4634088;W-202554;Z104503480

Chemical Property of 3,5-Di-tert-butyl-2-hydroxybenzaldehyde

Chemical Property:

• Appearance/Colour: straw yellow to white crystal /powder
• Vapor Pressure: 0.00266mmHg at 25°C
• Melting Point: 59-61 °C(lit.)
• Refractive Index: 1.527
• Boiling Point: 277.6 °C at 760 mmHg
• PKA: 9.78±0.23(Predicted)
• Flash Point: 116.1 °C
• PSA: 37.30000
• Density: 1.006 g/cm³
• LogP: 3.79970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Soluble in DMSO and methanol.
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

3,5-Di-t-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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C=O
• Uses: 3,5-Di-tert-butylsalicylaldehyde is a salicylaldehyde derivative with antibacterial activity used in the preparation nickel complexes. 3,5-Di-tert-butylsalicylaldehyde is structurally related to 3,5-di-t-butylcatechol (DTCAT) but is not as potent an activator of rat skeletal muscle ryanodine receptor Ca2+ channel (RyRC). 3,5-Di-tert-butyl-2-hydroxybenzaldehyde is used in the synthesis of Mn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranose, chiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenyl acetylene to imines, chiral oxazolidine ligand for the enantioselective addition of diethyl zinc to aldehydes and tin Schiff base complexes with histidine analogues. It has antibacterial activity and is used in the preparation nickel complexes. It is structurally related to 3,5-di-t-butylcatechol (DTCAT) but is not as potent an activator of rat skeletal muscle ryanodine receptor Ca2+ channel (RyRC). 3,5-Di-tert-butyl-2-hydroxybenzaldehyde was used in the synthesis ofMn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranosechiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenylacetylene to imineschiral oxazolidine ligand for the enantioselective addition of diethylzinc to aldehydestin Schiff base complexes with histidine analogues

Technology Process of 3,5-Di-tert-butyl-2-hydroxybenzaldehyde

There total 52 articles about 3,5-Di-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: 95.0%

2,4-di-tert-butyl-6-((dicyclohexylamino)methyl)phenol → 3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7) + 3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol (6390-69-8)

Guidance literature:

With manganese triacetate; In acetic acid; for 2h;

DOI:10.1007/BF02495927

Reference yield: 94.0%

2,4-di-tert-butyl-6-hydroxymethylphenol (16373-02-7) → 3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7)

Guidance literature:

With oxygen; iron(II) chloride; In methanol; at 20 ℃; for 48h; under 760 Torr;

DOI:10.1016/S0040-4020(01)81362-4

Reference yield: 90.0%

3,5-di-tert-butyl-2-((4-methoxybenzyl)oxy)benzaldehyde (1557174-82-9) → 3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; at 20 ℃; for 0.333333h;

DOI:10.1039/c3ra42113a

upstream raw materials:

para-tert-butylphenol

2,4-di-tert-Butylphenol

hexamethylenetetramine

methanol

Downstream raw materials:

3,5-di-tert-butyl-2-hydroxydiphenylcarbinol

3,5-di-tert-butyl-2-(propen-3-yloxy)benzaldehyde

methyl(2-hydroxy-3,5-di-tert-butyl)benzylimine

N,N-bis(3,5-di-t-butyl-2-hydroxybenzyl)-N',N'-dimethylethylenediamine

Refernces

• 1、 Chen, Yi-Hao,Chen, Shih-Ji,Li, Jia-Qi,Wu, Zhenqiang,Lee, Gene-Hsiang,Liu, Yi-Hung,Cheng, Wei-Ting,Yeh, Chen-Yu,Peng, Chi-How. "Cobalt(II) phenoxy-imine complexes in radical polymerization of vinyl acetate: The interplay of catalytic chain transfer and controlled/living radical polymerization". . . Retrieved 2019.
• 2、 Arroyo, P.,Darouch, M.,Lisboa, E.,Miranda, A.,Zárraga, M.. "Synthesis of 6-tert-octyl and 6,8-ditert-butyl coumarins, two coumarins of biological interest". . p. 5220 - 5222. Retrieved 2021/07/12.
• 3、 Yu, Qishun,Lu, Chengrong,Zhao, Bei. "Enantioselective Hydroboration of Ketones Catalyzed by Rare-Earth-Metal Complexes Supported with Phenoxy-Functionalized TsDPEN Ligands". supporting information. p. 2529 - 2537. Retrieved 2021/07/28.