Benzene, 1-(1,1-dimethylethoxy)-4-methyl-

Base Information

• Chemical Name: Benzene, 1-(1,1-dimethylethoxy)-4-methyl-
• CAS No.: 15359-98-5
• Molecular Formula: C11H16 O
• Molecular Weight: 164.247
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID00165365
• Nikkaji Number: J101.502H
• Wikidata: Q72510616
• Mol file: 15359-98-5.mol

Synonyms:15359-98-5;1-(tert-Butoxy)-4-methylbenzene;4-tert-butyloxytoluene;Benzene, 1-(1,1-dimethylethoxy)-4-methyl-;tert-butyl 4-methylphenyl ether;Ether, tert-butyl p-tolyl;1-methyl-4-[(2-methylpropan-2-yl)oxy]benzene;p-tert-Butoxytoluene;4-TERT-BUTOXYTOLUENE;4-T-BUTOXYTOLUENE;tert-Butyl p-tolyl ether;tert-Butyl-4-tolyl ether;SCHEMBL317934;1-tert-butoxy-4-methyl-benzene;DTXSID00165365;1-tert-Butoxy-4-methylbenzene #;CK2379;MFCD03425268;AKOS006276697;AS-45896;CS-0447203;FT-0689664

Chemical Property of Benzene, 1-(1,1-dimethylethoxy)-4-methyl-

Chemical Property:

• Vapor Pressure: 0.173mmHg at 25°C
• Refractive Index: 1.4882
• Boiling Point: 220℃
• Flash Point: 90℃
• PSA: 9.23000
• Density: 0.916
• LogP: 3.17230
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-tert-Butyloxytoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)OC(C)(C)C

Technology Process of Benzene, 1-(1,1-dimethylethoxy)-4-methyl-

There total 11 articles about Benzene, 1-(1,1-dimethylethoxy)-4-methyl- 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: 88.0%

p-cresol (106-44-5) + tertiary butyl chloride (507-20-0) → 4-(tert-butoxy)toluene (15359-98-5)

Guidance literature:

With zinc; at 25 ℃; for 1h;

Reference yield: 44.0%

p-cresol (106-44-5) + isobutene (115-11-7,15220-85-6) → 4-(tert-butoxy)toluene (15359-98-5)

Guidance literature:

With sulfuric acid; In dichloromethane; at -15 ℃; for 0.333333h;

DOI:10.1021/ja070063i

Reference yield: 27.0%

4-tolyl iodide (624-31-7) + potassium tert-butylate (865-47-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-(tert-butoxy)toluene (15359-98-5) + 4-Methylbiphenyl (644-08-6) + tert-butyl 3-methylphenyl ether (15359-97-4)

Guidance literature:

at 160 ℃; for 6h; Overall yield = 67 %; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.6b03282

upstream raw materials:

tert-Butyl peroxybenzoate

para-methylphenylmagnesium bromide

p-cresol

isobutene

Downstream raw materials:

2-tert-Butyl-4-methylphenol

4-fluoro-4-methylcyclohexa-2,5-dien-1-one

p-cresol

3-(4-tert-butoxyphenyl)-propan-1-ol

Refernces

• 1、 Lawesson,Yang. "-". . p. 4230,4232. Retrieved 1959.
• 2、 Barham, Joshua P.,Coulthard, Graeme,Emery, Katie J.,Doni, Eswararao,Cumine, Florimond,Nocera, Giuseppe,John, Matthew P.,Berlouis, Leonard E. A.,McGuire, Thomas,Tuttle, Tell,Murphy, John A.. "KOtBu: A Privileged Reagent for Electron Transfer Reactions?". supporting information. p. 7402 - 7410. Retrieved 2016/07/06.
• 3、 Fareghi-Alamdari, Reza,Golestanzadeh, Mohsen,Zekri, Negar,Mavedatpoor, Zeinab. "Multi SO3H supported on carbon nanotubes: A practical, reusable, and regioselective catalysts for the tert-butylation of p-cresol under solvent-free conditions". . p. 537 - 549. Retrieved 2015/03/05.