1-Allyl-2-methylbenzene

Base Information

• Chemical Name: 1-Allyl-2-methylbenzene
• CAS No.: 1587-04-8
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• Hs Code.: 2902909090
• European Community (EC) Number: 624-280-4
• NSC Number: 73972
• DSSTox Substance ID: DTXSID4074697
• Nikkaji Number: J100.443C
• Wikidata: Q82002942
• Mol file: 1587-04-8.mol

Synonyms:1-Allyl-2-methylbenzene;1587-04-8;Toluene, o-allyl-;2-Allyltoluene;1-methyl-2-prop-2-enylbenzene;Benzene, 1-methyl-2-(2-propenyl)-;1-Methyl-2-(2-propenyl)benzene;3-(2-methylphenyl)-1-propene;O-ALLYLTOLUENE;Benzene, 1-methyl-2-(2-propen-1-yl)-;2-Allyl-1-methylbenzene;1-methyl-2-(prop-2-en-1-yl)benzene;MFCD00060911;allyltoluene;2-(Allyl)toluene;NSC73972;NCIOpen2_000384;DTXSID4074697;1-Allyl-2-methylbenzene, 97%;SVIHJJUMPAUQNO-UHFFFAOYSA-N;BAA58704;NSC 73972;NSC-73972;AKOS016013575;AS-62580;CS-0198962;FT-0691528;D97323;EN300-698337;J-009521

Chemical Property of 1-Allyl-2-methylbenzene

Chemical Property:

• Vapor Pressure: 0.976mmHg at 25°C
• Melting Point: -41.43°C (estimate)
• Refractive Index: n20/D1.517
• Boiling Point: 185°Cat760mmHg
• Flash Point: 57.3°C
• PSA: 0.00000
• Density: 0.88g/cm³
• LogP: 2.72350
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

1-Allyl-2-methylbenzene 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xn
• Statements: 10-22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1CC=C

Technology Process of 1-Allyl-2-methylbenzene

There total 30 articles about 1-Allyl-2-methylbenzene 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: 95.0%

2-Methylphenylboronic acid (16419-60-6) + allyl bromide (106-95-6) → 1-methyl-2-(2-propenyl)-benzene (1587-04-8)

Guidance literature:

With 2C₂H₃O₂^(1-)*Pd⁽²⁺⁾*3Na⁽¹⁺⁾*C₁₈H₁₂O₉PS₃^(3-); potassium tert-butylate; glycerol; at 100 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201300753

Reference yield: 84.0%

2-methylphenyl bromide (95-46-5) + allyltributylstanane (24850-33-7) → 1-methyl-2-(2-propenyl)-benzene (1587-04-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride; In 1-methyl-pyrrolidin-2-one; hexane; at 20 ℃; for 3h;

DOI:10.1021/ja020012f

Reference yield: 76.0%

ortho-methylphenyl iodide (615-37-2) + allyl bromide (106-95-6) → 1-methyl-2-(2-propenyl)-benzene (1587-04-8)

Guidance literature:

ortho-methylphenyl iodide; With diethylzinc; In hexane; N,N-dimethyl-formamide; at 20 ℃; for 5h;

allyl bromide; In hexane; N,N-dimethyl-formamide; at 20 ℃; for 20h; Further stages.;

DOI:10.1039/b605807h

upstream raw materials:

ortho-tolylmagnesium bromide

allyl bromide

3-chloroprop-1-ene

1-(allylsulfonyl)-2-methylbenzene

Downstream raw materials:

1-methyl-2-(2,4,4,4-tetrachloro-butyl)-benzene

propene

o-methylphenylacetic acid

1-(2,3-dibromo-propyl)-2-methyl-benzene

Refernces

• 1、 von Doering,Bragole. "". . p. 385,390. Retrieved 1966.
• 2、 -. "Aryl C-F bond functionalization preparation method". Paragraph 0052; 0054-0057; 0062-0065. . Retrieved 2021/09/29.
• 3、 Fang, Siqiang,Wang, Xiaobing,Yin, Fucheng,Cai, Pei,Yang, Huali,Kong, Lingyi. "Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group". supporting information. . Retrieved 2019/03/19.