(E)-1-Chloro-2-propenylbenzene

Base Information

• Chemical Name: (E)-1-Chloro-2-propenylbenzene
• CAS No.: 13271-10-8
• Molecular Formula: C9H9Cl
• Molecular Weight: 152.623
• DSSTox Substance ID: DTXSID40560077
• Nikkaji Number: J1.124.431I,J996.864D
• Wikidata: Q82443055
• Mol file: 13271-10-8.mol

Synonyms:(E)-1-Chloro-2-propenylbenzene;13271-10-8;(E)-1-Chloro-2-(prop-1-en-1-yl)benzene;1-chloro-2-[(E)-prop-1-enyl]benzene;SCHEMBL156610;SCHEMBL3686693;DTXSID40560077;IGKJZZNHGRQLAI-GORDUTHDSA-N;(E)-1-Chloro-2-propenyl-benzene;1-(2-chlorophenyl)-trans-1-propene;1-Chloro-2-[(1E)-prop-1-en-1-yl]benzene

Chemical Property of (E)-1-Chloro-2-propenylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.37310
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 152.0392780
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

97% ^*data from raw suppliers

(E)-1-Chloro-2-propenylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC=CC=C1Cl
• Isomeric SMILES: C/C=C/C1=CC=CC=C1Cl
• Uses: (E)-1-Chloro-2-propenylbenzene is useful for the preparation of aziridines.

Technology Process of (E)-1-Chloro-2-propenylbenzene

There total 8 articles about (E)-1-Chloro-2-propenylbenzene 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: 75.0%

→ (E)-1-chloro-2-(prop-1-en-1-yl)benzene (13271-10-8)

Guidance literature:

With iron(III) chloride; dihydrogen peroxide; at 140 ℃; for 6h; Schlenk technique;

Reference yield: 61.0%

2-chloro-benzaldehyde (89-98-5) + pentan-3-one (96-22-0) → (E)-1-chloro-2-(prop-1-en-1-yl)benzene (13271-10-8)

Guidance literature:

With boron trifluoride diethyl etherate; In hexane; for 1h; Heating;

DOI:10.1021/jo9822784

Reference yield: 60.0%

1-Chloro-2-(2-propenyl)benzene (1587-07-1) → (E)-1-chloro-2-(prop-1-en-1-yl)benzene (13271-10-8)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; at 20 ℃; for 24h; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.05.014

upstream raw materials:

2-chloro-benzaldehyde

pentan-3-one

4'-methylpropiophenone

1-phenyl-propan-1-one

Downstream raw materials:

(1S,2S)-1-(2-chlorophenyl)propane-1,2-diol

(1R,2R)-1-(2-chlorophenyl)propane-1,2-diol

1-(2-chlorophenyl)-(S)-2-hydroxypropyl-(S)-1-carbamate

1-(2-chlorophenyl)-(S)-1-hydroxypropyl-(S)-2-N-methylcarbamate

Refernces

• 1、 -. "Method for synthesizing alkyl olefin through coupling of double-bond carbon-hydrogen bond and saturated carbon-hydrogen bond". Paragraph 0060-0064; 0083. . Retrieved 2021/02/10.
• 2、 Chen, Kun-Quan,Shen, Jie,Wang, Zhi-Xiang,Chen, Xiang-Yu. "A donor-acceptor complex enables the synthesis of: E -olefins from alcohols, amines and carboxylic acids". . p. 6684 - 6690. Retrieved 2021/05/31.