1-(Chloromethyl)-4-ethynylbenzene

Base Information

• Chemical Name: 1-(Chloromethyl)-4-ethynylbenzene
• CAS No.: 10601-98-6
• Molecular Formula: C9H7Cl
• Molecular Weight: 150.60500
• DSSTox Substance ID: DTXSID30604292
• Nikkaji Number: J2.302.623F
• Mol file: 10601-98-6.mol

Synonyms:1-(Chloromethyl)-4-ethynylbenzene;10601-98-6;Benzene, 1-(chloromethyl)-4-ethynyl-;MFCD19233016;SCHEMBL719349;DTXSID30604292;MBIGNFNSALGEMI-UHFFFAOYSA-N;AKOS006382435;BS-52437;SY345887;EN300-1985923

Chemical Property of 1-(Chloromethyl)-4-ethynylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.40670
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 150.0236279
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)CCl

Technology Process of 1-(Chloromethyl)-4-ethynylbenzene

There total 6 articles about 1-(Chloromethyl)-4-ethynylbenzene 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: 98.0%

(4-ethynylphenyl)methanol (10602-04-7) → 1-(Chloromethyl)-4-ethynylbenzene (10601-98-6)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 45h; Reflux;

DOI:10.1002/anie.201706585

Reference yield: 86.0%

(4-ethynylphenyl)methanol (10602-04-7) + methanesulfonyl chloride (124-63-0) → 1-(Chloromethyl)-4-ethynylbenzene (10601-98-6)

Guidance literature:

With sodium hydrogencarbonate; triethylamine;

Reference yield:

ethyl 4-ethynylbenzoate (10602-03-6) → 1-(Chloromethyl)-4-ethynylbenzene (10601-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran

2: SOCl₂ / 1 h / 70 °C

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran;

DOI:10.1021/jo01346a032

upstream raw materials:

(4-ethynylphenyl)methanol

ethyl 4-ethynylbenzoate

4-Ethynylbenzaldehyde

4-bromobenzenemethanol

Downstream raw materials:

1-(4-ethynylbenzyl)-4-methylpiperazine

N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine

N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-phenylpyrimidin-2-amine