4-Bromo-3-methylphenol

Base Information

• Chemical Name: 4-Bromo-3-methylphenol
• CAS No.: 14472-14-1
• Molecular Formula: C7H7BrO
• Molecular Weight: 187.036
• Hs Code.: 29081990
• European Community (EC) Number: 238-464-3
• UNII: 9KTP3W6RV2
• DSSTox Substance ID: DTXSID80162791
• Nikkaji Number: J217.029I
• Wikidata: Q72447581
• Mol file: 14472-14-1.mol

Synonyms:4-Bromo-3-methylphenol;14472-14-1;4-Bromo-m-cresol;4-bromo-3-methyl-phenol;Phenol, 4-bromo-3-methyl-;4-bromo-3-methyl phenol;MFCD00079723;EINECS 238-464-3;4-bromo-5-methyl-phenol;m-Cresol, 4-bromo-;3-methyl-4-bromophenol;4-Bromo-3-methylphenol #;9KTP3W6RV2;SCHEMBL49999;4-Bromo-3-methylphenol, 98%;DTXSID80162791;CS-D0701;AKOS000274493;AC-6544;SB33667;AS-17315;BP-12644;SY007895;AM20020498;B3658;FT-0617828;EN300-111587;W-108150;Z401597308

Chemical Property of 4-Bromo-3-methylphenol

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder or chunks
• Vapor Pressure: 0.0163mmHg at 25°C
• Melting Point: 59-61 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 247.4 °C at 760 mmHg
• PKA: 9.51±0.18(Predicted)
• Flash Point: 103.4 °C
• PSA: 20.23000
• Density: 1.554 g/cm³
• LogP: 2.46310
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 185.96803
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-3-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)O)Br
• Uses: 4-Bromo-3-methylphenol may be used in the synthesis of bromo[2-methyl-4-[2-(t-butyldimethylsilyloxy)ethyloxy]phenyl]bis(triphenylphopshine)nickel(II) (protected alcohol-functionalized initiator) and bromo-[2-methyl-4-[6-(t-butyldimethylsilyloxy)hexyloxy]phenyl] bis(triphenylphosphine) nickel.

Technology Process of 4-Bromo-3-methylphenol

There total 21 articles about 4-Bromo-3-methylphenol 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: 97.0%

3-methylcyclohexen-2-one (1193-18-6) → 4-bromo-3-methylphenol (14472-14-1)

Guidance literature:

With oxygen; copper diacetate; trifluoroacetic acid; lithium bromide; In acetonitrile; at 80 ℃; for 10h; under 760.051 Torr; Sealed tube;

DOI:10.1002/ejoc.201400158

Reference yield: 85.0%

3-methyl-phenol (108-39-4) → 4-bromo-3-methylphenol (14472-14-1) + 2-bromo-3-methylphenol (22061-78-5)

Guidance literature:

With N-Bromosuccinimide; at 0 ℃; for 2h; regioselective reaction;

DOI:10.1021/acs.joc.7b02920

Reference yield: 80.0%

3-methyl-phenol (108-39-4) → 4-bromo-3-methylphenol (14472-14-1) + 2-bromo-3-methylphenol (22061-78-5) + 2-bromo-5-methylphenol (14847-51-9)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1055/s-1997-1553

upstream raw materials:

2-bromo-5-hydroxybenzaldehyde

amino-5-bromo-2-toluene

3-methyl-phenol

2,5-Dimethyl-cyclopentanone O-(4-bromo-3-methyl-phenyl)-oxime

Downstream raw materials:

4-Brom-3-methyl-1-phenoxyessigsaeure

3-bromo-5-methylphenol

(4-bromo-3-methylphenoxy)(tert-butyl)dimethylsilane

5-(4-bromo-3-methyl-phenoxymethyl)-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-pyrazole

Refernces

• 1、 Wang, Ligeng,Feng, Chun,Zhang, Yan,Hu, Jun. "Regioselective monobromination of phenols with KBr and ZnAl–BrO3?–layered double hydroxides". supporting information. . Retrieved 2020/02/22.
• 2、 Gong, Pi-Xian,Li, Hui-Jing,Wang, Meirong,Cheng, Yun-Fei,Wu, Yan-Chao. "Synthesis of natural product inulavosin via Ga(OTf)3-Catalyzed Hetero Diels–Alder Dimerization of salicyl alcohol derivative". supporting information. p. 2911 - 2916. Retrieved 2018/10/15.