Styrene-carbonyl chloride

Base Information

• Chemical Name: Styrene-carbonyl chloride
• CAS No.: 102-92-1
• Deprecated CAS: 919299-20-0
• Molecular Formula: C9H7ClO
• Molecular Weight: 166.607
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID3059264
• Mol file: 102-92-1.mol

Synonyms:styrene-carbonyl chloride;Styrene Carbonyl Chloride;3-Phenylpropenoyl chloride;3-phenyl-acryloyl chloride;DTXSID3059264;AKOS022259561;FT-0623838;FT-0694906

Chemical Property of Styrene-carbonyl chloride

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 0.0143mmHg at 25°C
• Melting Point: 35-37 °C(lit.)
• Refractive Index: 1.592
• Boiling Point: 257.8 °C at 760 mmHg
• Flash Point: 112.5 °C
• PSA: 17.07000
• Density: 1.199 g/cm³
• LogP: 2.46520
• Storage Temp.: 0-6°C
• Solubility.: dioxane: 0.1 g/mL, clear
• Water Solubility.: DECOMPOSES
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 166.0185425
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Cinnamoyl- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-29-20-14
• Safety Statements: 26-36/37/39-45-25-30-23-8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)Cl
• Uses: Titrimetric determination of small amounts of water.

Technology Process of Styrene-carbonyl chloride

There total 30 articles about Styrene-carbonyl chloride 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: 61.0%

tert-butyl cinnamate (14990-09-1) → cinnamoyl chloride (102-92-1,17082-09-6)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 80 ℃; for 3h; Schlenk technique;

DOI:10.1177/1747519819898142

Reference yield:

2-Chloroanisole (766-51-8) → 1H-inden-1-one (480-90-0) + phthalic anhydride (85-44-9) + 2,6-Dichlorophenol (87-65-0) + cinnamoyl chloride (102-92-1,17082-09-6)

Guidance literature:

at 600 ℃; for 0.000555556h; Further Variations:; Temperatures; Product distribution;

DOI:10.1002/kin.10083

Reference yield:

cinnamyl acetate (908017-22-1) + phosphorus trichloride (7719-12-2,52843-90-0) → acetyl chloride (75-36-5) + Cinnamoyl chloride (102-92-1,17082-09-6)

Guidance literature:

DOI:10.1021/ja01328a033

upstream raw materials:

pyridine

(E)-3-phenylacrylic acid

p-toluenesulfonyl chloride

oxalyl dichloride

Downstream raw materials:

2'-hydroxy-5'-methylchalcone

4-methylphenyl cinnamate

pinocembrin

cinnamic acid-(4-allyl-2-methoxy-phenyl ester)

Refernces

• 1、 Kim, Joong-Gon,Jang, Doo Ok. "A convenient, one-pot procedure for the preparation of acyl and sulfonyl fluorides using Cl3CCN, Ph3P, and TBAF(t -BuOH) 4". . p. 3049 - 3052. Retrieved 2010.
• 2、 Kim, Dong-Seok,Park, So-Hee,Lee, Hyun-Kyung,Choo, Soo-Jin,Lee, Jee Hyun,Song, Gyu Yong,Yoo, Ick-Dong,Kwon, Sun-Bang,Na, Jung-Im,Park, Kyoung-Chan. "Hypopigmentary action of dihydropyranocoumarin D2, a decursin derivative, as a MITF-degrading agent". . p. 797 - 800. Retrieved 2010.
• 3、 Zakusilo, Dmitry N.,Ryabukhin, Dmitry S.,Boyarskaya, Irina A.,Yuzikhin, Oleg S.,Vasilyev, Aleksander V.. "Tandem superelectrophilic hydroarylation of CC bond and carbonyl reduction in cinnamides: Synthetic rout to 3,3-diarylpropylamines, valuable pharmaceuticals". . p. 102 - 108. Retrieved 2015.
• 4、 Choo, Hea-Young Park,Peak, Kyung-Hee,Park, Jongsei,Kim, Dong Hyun,Chung, Hak Soon. "Design and synthesis of α,β-unsaturated carbonyl compounds as potential ACE inhibitors". . p. 643 - 648. Retrieved 2000.
• 5、 Li, Bi,Yan, Wenqiang,Zhang, Chenze,Zhang, Yuzhong,Liang, Miao,Chu, Fuhao,Gong, Yan,Xu, Bing,Wang, Penglong,Lei, Haimin. "New synthesis method for sultone derivatives: Synthesis, crystal structure and biological evaluation of S-CA". . p. 4307 - 4318. Retrieved 2015.
• 6、 Santos, Ana Cristina Souza Dos,Echevarria, Aurea. "Electronic effects on13C NMR chemical shifts of substituted 1,3,4-thiadiazolium salts". . p. 182 - 186. Retrieved 2001.
• 7、 Agwada, Vincent C.. "Potential Central Nervous System Active Agents. 1. Synthesis of Aromatic N-Benzyl Amides". . p. 479 - 481. Retrieved 1982.
• 8、 Naciri, Jawad,Shenoy, Devanand K.,Grueeneberg, Kirsten,Shashidhar, Ranganathan. "Molecular structure and pretilt control of photodimerized-monolayers (PDML)". . p. 3468 - 3473. Retrieved 2004.
• 9、 Lee, Seung Woo,Kim, Sang Il,Lee, Byeongdu,Choi, Wooyoung,Chae, Boknam,Kim, Seung Bin,Ree, Moonhor. "Photoreactions and photoinduced molecular orientations of films of a photoreactive polyimide and their alignment of liquid crystals". . p. 6527 - 6536. Retrieved 2003.
• 10、 Huang, Ji-Rong,Sohail, Muhammad,Taniguchi, Tohru,Monde, Kenji,Tanaka, Fujie. "Formal (4+1) Cycloaddition and Enantioselective Michael–Henry Cascade Reactions To Synthesize Spiro[4,5]decanes and Spirooxindole Polycycles". . p. 5853 - 5857. Retrieved 2017.