1-Ethynyl-4-isopropylbenzene

Base Information

• Chemical Name: 1-Ethynyl-4-isopropylbenzene
• CAS No.: 23152-99-0
• Molecular Formula: C11H12
• Molecular Weight: 144.216
• Hs Code.: 2902909090
• European Community (EC) Number: 676-225-9
• DSSTox Substance ID: DTXSID10945832
• Nikkaji Number: J3.460.441J
• Wikidata: Q72490677
• Mol file: 23152-99-0.mol

Synonyms:1-ethynyl-4-isopropylbenzene;23152-99-0;4'-Isopropylphenyl acetylene;1-ethynyl-4-(propan-2-yl)benzene;benzene, 1-ethynyl-4-(1-methylethyl)-;1-ethynyl-4-propan-2-ylbenzene;4-(1-methylethyl)phenylethyne;4'-Isopropylphenylacetylene;1-ethynyl-4-isopropyl-benzene;Benzene,1-ethynyl-4-(1-methylethyl)-;p-isopropylphenylacetylen;4-isopropylphenylacetylene;4-(2-propyl)phenylacetylene;DTXSID10945832;1-ethynyl-4-(1-methylethyl)benzene;MFCD03839988;4\'-ISOPROPYLPHENYL ACETYLENE;1-ethynyl-4-(1-methylethyl)-benzene;AKOS010651606;AC-6443;FS-5012;4'-isopropylphenyl acetylene, AldrichCPR;A4897;CS-0076922;FT-0638302;EN300-234947;A905830;Q-102458;F9995-1215;1-ETHYNYL,4-ISOPROPYL-BENZENE (4-ISOPROPYL-PHENYLACETYLENE)

Chemical Property of 1-Ethynyl-4-isopropylbenzene

Chemical Property:

• Vapor Pressure: 0.637mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 193.8 °C at 760 mmHg
• Flash Point: 60.3 °C
• PSA: 0.00000
• Density: 0.91 g/cm³
• LogP: 2.79130
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

98%min ^*data from raw suppliers

4''-Isopropylphenylacetylene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC=C(C=C1)C#C

Technology Process of 1-Ethynyl-4-isopropylbenzene

There total 9 articles about 1-Ethynyl-4-isopropylbenzene 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: 87.0%

carbon tetrabromide (558-13-4) + (4-isopropylbenzaldehyde) (122-03-2) → p-ethynylcumene (23152-99-0)

Guidance literature:

carbon tetrabromide; (4-isopropylbenzaldehyde); With triisopropyl phosphite; In acetonitrile; at 0 ℃; for 0.166667h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1002/adsc.201801334

Reference yield: 85.0%

C12H14Br2O2 → p-ethynylcumene (23152-99-0)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 115 ℃; for 12h;

DOI:10.1002/cjoc.201180402

Reference yield: 50.0%

1-(4-isopropylphenyl)-2-trimethylsilylacetylene (384850-37-7) → p-ethynylcumene (23152-99-0)

Guidance literature:

With potassium carbonate; In methanol; for 96h;

DOI:10.1016/j.bmc.2006.12.029

upstream raw materials:

1,1-dibromo-2-(4-isopropylphenyl)ethene

1-(4-isopropylphenyl)-2-trimethylsilylacetylene

4-iodocumene

(4-isopropylbenzaldehyde)

Downstream raw materials:

diethyl 5-(4-isopropylphenyl)-1H-pyrazol-3-ylphosphonate

1-(4-isopropylphenyl)-2-[(4-methylphenyl)sulfonyl]ethanone

2-[4-(1-methylethyl)phenyl]-4H-1-benzopyran-4-one

(Z)-1-(2-Hydroxy-phenyl)-3-(4-isopropyl-phenyl)-3-phenylamino-propenone

Refernces

• 1、 Thummala, Yadagiri,Karunakar, Galla V.,Doddi, Venkata Ramana. "DBU-Mediated Synthesis of Aryl Acetylenes or 1-Bromoethynylarenes from Aldehydes". supporting information. p. 611 - 616. Retrieved 2019/01/04.
• 2、 Guo, Rui,Li, Kang-Nan,Gong, Liu-Zhu. "Catalytic cascade hydroalkoxylation/isomerization/[4 + 2] cycloaddition using enyne alcohols as latent dienes or dienophiles". supporting information. p. 6707 - 6712. Retrieved 2013/10/01.