1-(Chloromethyl)-3-(propan-2-yl)benzene

Base Information

• Chemical Name: 1-(Chloromethyl)-3-(propan-2-yl)benzene
• CAS No.: 74705-35-4
• Molecular Formula: C10H13Cl
• Molecular Weight: 168.66300
• DSSTox Substance ID: DTXSID80505346
• Wikidata: Q82360389
• Mol file: 74705-35-4.mol

Synonyms:1-(Chloromethyl)-3-(propan-2-yl)benzene;74705-35-4;1-(chloromethyl)-3-propan-2-ylbenzene;Benzene, 1-(chloromethyl)-3-(1-methylethyl)-;SCHEMBL3115675;DTXSID80505346;AKOS006388182;EN300-310890

Chemical Property of 1-(Chloromethyl)-3-(propan-2-yl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.54880
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 168.0705781
• Heavy Atom Count: 11
• Complexity: 109

Purity/Quality:

1-(Chloromethyl)-3-(propan-2-yl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(Chloromethyl)-3-(propan-2-yl)benzene

There total 5 articles about 1-(Chloromethyl)-3-(propan-2-yl)benzene 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: 92.0%

1-(m-isopropylphenyl)methanol (51473-70-2) → 1-(chloromethyl)-3-isopropylbenzene (74705-35-4)

Guidance literature:

With pyridine; thionyl chloride; In benzene; for 5h; Heating;

DOI:10.1021/ol062378t

Reference yield:

3-isopropylhydroxybenzene (618-45-1) → 1-(chloromethyl)-3-isopropylbenzene (74705-35-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / pyridine / diethyl ether / 0 - 20 °C

2: i-Pr₂NEt; dppp / Pd(OAc)2 / dimethylsulfoxide / 12 h / 1140 Torr / Heating

3: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4: 92 percent / pyridine; SOCl₂ / benzene / 5 h / Heating

With pyridine; lithium aluminium tetrahydride; thionyl chloride; 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine; palladium diacetate; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; benzene;

DOI:10.1021/ol062378t

Reference yield:

meta-isopropylphenol trifluoromethanesulfonate (80841-09-4) → 1-(chloromethyl)-3-isopropylbenzene (74705-35-4)

Guidance literature:

Multi-step reaction with 3 steps

1: i-Pr₂NEt; dppp / Pd(OAc)2 / dimethylsulfoxide / 12 h / 1140 Torr / Heating

2: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: 92 percent / pyridine; SOCl₂ / benzene / 5 h / Heating

With pyridine; lithium aluminium tetrahydride; thionyl chloride; 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine; palladium diacetate; In tetrahydrofuran; dimethyl sulfoxide; benzene;

DOI:10.1021/ol062378t

upstream raw materials:

1-(m-isopropylphenyl)methanol

3-isopropylhydroxybenzene

methyl 3-(isopropyl)benzoate

meta-isopropylphenol trifluoromethanesulfonate

Downstream raw materials:

(3-isopropylbenzyl)(triphenyl)phosphonium chloride

(1R,2S,3S,4R,5S)-3-(3-Isopropyl-phenyl)-tricyclo[3.2.1.0^2,4]octane

(1R,2S,3R,4R,5S)-3-(3-Isopropyl-phenyl)-tricyclo[3.2.1.0^2,4]octane

Refernces