4-Hydroxy-3,5-bis(isopropyl)benzaldehyde

Base Information

• Chemical Name: 4-Hydroxy-3,5-bis(isopropyl)benzaldehyde
• CAS No.: 10537-86-7
• Molecular Formula: C13H18 O2
• Molecular Weight: 206.285
• Hs Code.: 2912499000
• European Community (EC) Number: 234-111-2
• DSSTox Substance ID: DTXSID50147095
• Nikkaji Number: J226.981C
• Wikidata: Q83012167
• ChEMBL ID: CHEMBL55354
• Mol file: 10537-86-7.mol

Synonyms:10537-86-7;4-Hydroxy-3,5-bis(isopropyl)benzaldehyde;4-hydroxy-3,5-diisopropylbenzaldehyde;4-hydroxy-3,5-di(propan-2-yl)benzaldehyde;3,5-diisopropyl-4-hydroxybenzaldehyde;EINECS 234-111-2;4-hydroxy-3,5-bis(propan-2-yl)benzaldehyde;CDS1_003950;CBMicro_017454;D0U2XR;Cambridge id 5318853;CHEMBL55354;DivK1c_004990;SCHEMBL2597919;DTXSID50147095;CCG-6041;MFCD00812875;3,5-diisopropy-4-hydroxylbenzaldehyde;AKOS000100686;3,5-diisopropyl-4-hydroxylbenzaldehyde;3,5-di-isopropyl-4-hydroxybenzaldehyde;3,5-diisopropyl-4-hydroxy-benzaldehyde;4-Hydroxy-3,5-diisopropyl-benzaldehyde;AS-64605;3,5,-di-iso-propyl 4 hydroxybenzaldehyde;BIM-0017384.P001;CS-0061022;FT-0658174;3,5-bis(1-methylethyl)-4-hydroxybenzaldehyde;P17037;AB00080505-01;A801218;AT-057/11549756;Benzaldehyde, 4-hydroxy-3,5-bis(1-methylethyl)-;SR-01000204401;SR-01000204401-1;4-HYDROXY-3,5-BIS(1-METHYLETHYL)BENZALDEHYDE

Chemical Property of 4-Hydroxy-3,5-bis(isopropyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.00111mmHg at 25°C
• Melting Point: 119-120 °C
• Boiling Point: 291.5°C at 760 mmHg
• PKA: 8.83±0.23(Predicted)
• Flash Point: 122.6°C
• PSA: 37.30000
• Density: 1.033g/cm³
• LogP: 3.45150
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Dichloromethane; Ethyl Acetate
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxy-3,5-bis(1-methylethyl)-benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=CC(=C1O)C(C)C)C=O
• Uses: 4-hydroxy-3,5-bis(1-methylethyl)-benzaldehyde is used as a starting material for the one-pot synthesis of 3,5-Dialkyl-4-hydroxybenzonitrile derivatives; Also, it is an intermediate used in the synthesis of MTS PHOTO-SWITCHABLE Compound (M125115), a derivative compound of Maleidopropionic Acid (M140750), a sulfhyryl reactive heterobifunctional crosslinking reagent.

Technology Process of 4-Hydroxy-3,5-bis(isopropyl)benzaldehyde

There total 10 articles about 4-Hydroxy-3,5-bis(isopropyl)benzaldehyde 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: 98.0%

2,6-diisopropylphenol (2078-54-8) + hexamethylenetetramine (100-97-0) → 3,5-diisopropyl-4-hydroxybenzaldehyde (10537-86-7)

Guidance literature:

2,6-diisopropylphenol; hexamethylenetetramine; With trifluoroacetic acid; at 90 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c5cc06653k

Reference yield: 90.0%

2,6-diisopropylphenol (2078-54-8) + trifluoroacetic acid (76-05-1) → 3,5-diisopropyl-4-hydroxybenzaldehyde (10537-86-7)

Guidance literature:

2,6-diisopropylphenol; trifluoroacetic acid; With hexamethylenetetramine; at 90 ℃;

With hydrogenchloride; In water; at 80 ℃; for 3h;

DOI:10.1016/j.bmcl.2021.127927

Reference yield: 90.0%

2,6-diisopropylphenol (2078-54-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3,5-diisopropyl-4-hydroxybenzaldehyde (10537-86-7)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; at -10 - 70 ℃; Temperature;

upstream raw materials:

2,6-diisopropylphenol

hexamethylenetetramine

formaldehyd

p-methylanizole

Downstream raw materials:

3-[1-(4-Hydroxy-3,5-diisopropyl-phenyl)-meth-(Z)-ylidene]-dihydro-furan-2-one

3,5-Diisopropyl-4-(2-methoxy-ethoxymethoxy)-benzaldehyde

(Z)-5-(3,5-diisopropyl-4-hydroxybenzylidene)-2-thioxothiazolidin-4-one

3,5-diisopropyl-4-methoxybenzaldehyde

Refernces

• 1、 López, Aurora,Parra, Alejandro,Jarava-Barrera, Carlos,Tortosa, Mariola. "Copper-catalyzed silylation of p-quinone methides: New entry to dibenzylic silanes". . p. 17684 - 17687. Retrieved 2015.
• 2、 Zhang, Jian,Mu, Keman,Yang, Peng,Feng, Xinqian,Zhang, Di,Fan, Xiangyu,Wang, Qiantao,Mao, Shengjun. "Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives". . . Retrieved 2021/08/03.