Benzene, 1-chloro-4-(1-propynyl)-

Base Information

• Chemical Name: Benzene, 1-chloro-4-(1-propynyl)-
• CAS No.: 2809-65-6
• Molecular Formula: C9H7 Cl
• Molecular Weight: 150.608
• DSSTox Substance ID: DTXSID501300828
• Nikkaji Number: J146.399C
• Mol file: 2809-65-6.mol

Synonyms:Benzene, 1-chloro-4-(1-propynyl)-;2809-65-6;1-chloro-4-prop-1-ynylbenzene;ghl.PD_Mitscher_leg0.322;1-Chloro-4-(1-propynyl)benzene;SCHEMBL278736;1-(4-Chlorophenyl)-1-propyne;DTXSID501300828;1-chloro-4-prop-1-yn-1-ylbenzene;1-Chloro-4-(1-propynyl)benzene #;1-Chloro-4-(1-propyn-1-yl)benzene;1-Chloro-4-(1-propyn-1-yl)-Benzene;A18568

Chemical Property of Benzene, 1-chloro-4-(1-propynyl)-

Chemical Property:

• Boiling Point: 90 °C(Press: 10 Torr)
• PSA: 0.00000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.71140
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 150.0236279
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzene, 1-chloro-4-(1-propynyl)-

There total 26 articles about Benzene, 1-chloro-4-(1-propynyl)- 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: 93.0%

4-n-chlorophenylacetylene (873-73-4) + (benzoylmethylene)dimethylsulfurane (5633-34-1) → 4-chloro-1-propynylbenzene (2809-65-6)

Guidance literature:

With 4,5-bis-(di-tert-butyl-phosphanyl)-9,9-dimethyl-9H-xanthene; dichloro bis(acetonitrile) palladium(II); potassium carbonate; cesium fluoride; In toluene; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jo401851m

Reference yield: 82.0%

N-(p-chlorobenzylidene)-p-toluenesulfonamide (3157-65-1) + calcium carbide (75-20-7) → 4-chloro-1-propynylbenzene (2809-65-6)

Guidance literature:

With copper(l) iodide; potassium tert-butylate; water; In N,N-dimethyl-formamide; at 90 ℃; for 6h;

DOI:10.1055/s-0037-1610718

Reference yield: 78.0%

1-Chloro-4-iodobenzene (637-87-6) + 2-Butynoic acid (590-93-2) → 4-chloro-1-propynylbenzene (2809-65-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane; In dimethyl sulfoxide; at 110 ℃; for 1h; Schlenk technique;

DOI:10.1002/anie.202014015

upstream raw materials:

bromochlorobenzene

propargyl magnesium bromide

4-n-chlorophenylacetylene

diiodomethane

Downstream raw materials:

2-p-Chlorphenyl-3-methyl-2-cyclopropen-1-carbonsaeure

2-p-Chlorphenyl-3-methyl-2-cyclopropen-1-carbonsaeuremethylester

C₁₁H₈⁽²⁾HClO₂

1,1-dimethoxy-1-(p-chlorophenyl)propane