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

Base Information

• Chemical Name: 5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde
• CAS No.: 153759-58-1
• Molecular Formula: C11H13BrO2
• Molecular Weight: 257.127
• DSSTox Substance ID: DTXSID80355348
• Nikkaji Number: J1.482.883D
• Wikidata: Q82134183
• Mol file: 153759-58-1.mol

Synonyms:5-bromo-3-(tert-butyl)-2-hydroxybenzaldehyde;153759-58-1;5-bromo-3-tert-butyl-2-hydroxybenzaldehyde;MFCD00456060;3-t-butyl-5-bromo-2-hydroxy-benzaldehyde;Cambridge id 5117049;CBDivE_011778;YSZC094;SCHEMBL310707;DTXSID80355348;DTEMRMZXDSDCPQ-UHFFFAOYSA-N;5-bromo-3-tert-butylsalicylaldehyde;AC2043;5-bromo-3-t-butyl-2-hydroxybenzaldehyde;CS-12241;SY041212;CS-0132177;EN300-3556443;A921679;SR-01000196104;SR-01000196104-1;Z1269199495

Chemical Property of 5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde

Chemical Property:

• Melting Point: 58-60 °C
• Boiling Point: 266.5±35.0 °C(Predicted)
• PKA: 8.99±0.23(Predicted)
• PSA: 37.30000
• Density: 1.409±0.06 g/cm3(Predicted)
• LogP: 3.26470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 256.00989
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

98.5% ^*data from raw suppliers

5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C=O)Br
• Uses: 5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde can be used as a highly sensitive dual-channel chemical sensor for selective identification of B4O2-7.

Technology Process of 5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde

There total 9 articles about 5-Bromo-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: 100.0%

3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2) → 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (153759-58-1)

Guidance literature:

With bromine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm401266k

Reference yield: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-bromo-2-tert-butylphenol (10323-39-4) → 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (153759-58-1)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; Reflux;

DOI:10.1007/s11426-013-5012-8

Reference yield: 79.0%

hexamethylenetetramine (100-97-0) + 4-bromo-2-tert-butylphenol (10323-39-4) → 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (153759-58-1)

Guidance literature:

hexamethylenetetramine; 4-bromo-2-tert-butylphenol; With trifluoroacetic acid; at 115 ℃; for 20h;

With sulfuric acid; trifluoroacetic acid; for 1h; Heating;

DOI:10.1021/jo051919+

upstream raw materials:

hexamethylenetetramine

4-bromo-2-tert-butylphenol

3-tert-butyl-2-hydroxybenzaldehyde

formaldehyd

Downstream raw materials:

5-bromo-3-tert-butyl-2-methoxybenzaldehyde

3-tert-butyl-2-hydroxy-5-n-heptadecafluorooctylbenzaldehyde

5-bromo-3-(tert-butyl)-2-(methoxymethoxy)benzaldehyde

3-tert-butyl-2-hydroxy-5-(4-octyl-thiophen-2-yl)-benzaldehyde

Refernces

• 1、 Cavazzini,Manfredi,Montanari,Quici,Pozzi. "Asymmetric epoxidation of alkenes in fluorinated media, catalyzed by second-generation fluorous chiral (salen)manganese complexes". . p. 4639 - 4649. Retrieved 2001.
• 2、 Yan, Peng,Jing, Huanwang. "Catalytic Asymmetric Cycloaddition of Carbon Dioxide and Propylene Oxide Using Novel Chiral Polymers of BINOL-SalenCobalt(III) Salts". . p. 1325 - 1332. Retrieved 2009.
• 3、 Bian, Ruo-Nan,Wang, Ji-Fa,Xu, Xin,Dong, Xiu-Yan,Ding, Yu-Jie. "Investigation of mononuclear, dinuclear, and trinuclear transition metal (II) complexes derived from an asymmetric Salamo-based ligand possessing three different coordination modes". . . Retrieved 2021.
• 4、 Wang, Ji-Fa,Li, Ya-Juan,Guo, Shuang-Zhu,Zhao, Li. "A new symmetrical nickel(II) complex with isothiocyanate coordination: synthesis, crystal structure, Hirshfeld surface analysis, DFT calculation and antibacterial activities". . p. 1740 - 1750. Retrieved 2021.
• 5、 Guo, Xiang-Guang,Qiu, Sen,Chen, Xiuting,Gong, Yu,Sun, Xiaoqi. "Postsynthesis Modification of a Metallosalen-Containing Metal-Organic Framework for Selective Th(IV)/Ln(III) Separation". . p. 12357 - 12361. Retrieved 2017.
• 6、 Dong, W.-K.,Li, L.-L.,Li, P.,Wang, J.-F.. "A Perspective on Molecular Structure and Experimental-Computational Characterization of a Novel Cd(II) Pyridine-Terminal Salamo-like Coordination Polymer". . p. 1997 - 2003. Retrieved 2020.
• 7、 Herasymchuk, Khrystyna,Miller, Jessica J.,Macneil, Gregory A.,Sergeenko, Ania S.,McKearney, Declan,Goeb, Sébastien,Sallé, Marc,Leznoff, Daniel B.,Storr, Tim. "Coordination-driven assembly of a supramolecular square and oxidation to a tetra-ligand radical species". . p. 6082 - 6085. Retrieved 2019.
• 8、 Shi, Shunli,Zhong, Yicheng,Hu, Zhuo,Wang, Lei,Yuan, Mingwei,Ding, Shunmin,Wang, Shuhua,Chen, Chao. "Chiral Yolk-Shell MOF as an Efficient Nanoreactor for Asymmetric Catalysis in Organic-Aqueous Two-Phase System". supporting information. p. 12714 - 12718. Retrieved 2021/09/11.