2-(4-Bromophenyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(4-Bromophenyl)-1,3-dioxolane
• CAS No.: 10602-01-4
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 29329900
• DSSTox Substance ID: DTXSID50378741
• Nikkaji Number: J314.398H
• Wikidata: Q82168298
• Mol file: 10602-01-4.mol

Synonyms:2-(4-bromophenyl)-1,3-dioxolane;10602-01-4;1-Bromo-4-(1,3-dioxolan-2-yl)benzene;4-Bromobenzaldehyde Ethylene Acetal;MFCD01318950;1,3-Dioxolane, 2-(4-bromophenyl)-;1,3-Dioxolane,2-(4-bromophenyl)-;2-(4'-bromophenyl)-1,3-dioxolane;2-(4-Bromophenyl) Dioxolane;SCHEMBL251443;DTXSID50378741;4-bromobenzaldehyde ethylene ketal;ZYIMHOWVWWHLDN-UHFFFAOYSA-N;2-(p-bromophenyl)-1,3-dioxolan;p-bromobenzaldehyde ethylene acetal;2-(4 bromophenyl)-1, 3-dioxolane;2-(4-bromo-phenyl)-1,3-dioxolane;2-(4-bromophenyl)-[1,3]dioxolane;2-(4-bromophenyl)-[1,3]-dioxolane;AKOS005071546;2-(4-Bromo-phenyl)-[1,3]dioxolane;AD-0736;AM86264;SY050928;1-bromo-4-(1,3-dioxolan-2-yl) benzene;B2100;CS-0035897;FT-0636747;EN300-316946;J-505909;Z1269186914

Chemical Property of 2-(4-Bromophenyl)-1,3-dioxolane

Chemical Property:

• Appearance/Colour: Colorless liquid or low melting solid
• Vapor Pressure: 0.00456mmHg at 25°C
• Melting Point: 33-35 ºC
• Refractive Index: 1.564
• Boiling Point: 286.4 °C at 760 mmHg
• Flash Point: 131.2 °C
• PSA: 18.46000
• Density: 1.515 g/cm³
• LogP: 2.49450
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-Bromophenyl)-1,3-dioxolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)C2=CC=C(C=C2)Br

Technology Process of 2-(4-Bromophenyl)-1,3-dioxolane

There total 14 articles about 2-(4-Bromophenyl)-1,3-dioxolane 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: 100.0%

ethylene glycol (107-21-1) + 4-bromo-benzaldehyde (1122-91-4) → p-bromobenzaldehyde 1,3-dioxolane (10602-01-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 100 - 110 ℃; for 5h;

Reference yield: 93.0%

4-bromo-benzaldehyde (1122-91-4) + 2-chloro-ethanol (107-07-3) → p-bromobenzaldehyde 1,3-dioxolane (10602-01-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -30 ℃; for 1.5h;

DOI:10.1021/ol0613113

Reference yield: 70.0%

potassium carbonate (584-08-7) + 4-bromo-benzaldehyde (1122-91-4) → p-bromobenzaldehyde 1,3-dioxolane (10602-01-4)

Guidance literature:

With toluene-4-sulfonic acid; In hexane; ethyl acetate; benzene;

upstream raw materials:

ethylene glycol

4-bromo-benzaldehyde

2-(4-bromobenzyloxy)ethanol

2-chloro-ethanol

Downstream raw materials:

2-<4-(1H-imidazol-1-yl)phenyl>-1,3-dioxolane

(4-[1,3]Dioxolan-2-yl-phenyl)-trimethyl-silane

p-(di-tert-butylfluorosilyl)benzaldehyde

methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate

Refernces

• 1、 Teduka, Tomomasa,Togo, Hideo. "I2-mediated photochemical preparation of 2-substituted 1,3-dioxolanes and tetrahydrofurans from alcohols with polymer-supported hypervalent iodine reagent, PSDIB". . p. 923 - 926. Retrieved 2005.
• 2、 Golder, Jan,Lin, Chiao-Wen,Chen, Chin-Ti. "Anode interlayer in organic photovoltaics: Narrow bandgap small molecular materials as exciton-blocking layer". . p. 1550 - 1560. Retrieved 2019.
• 3、 Minakawa, Maki,Yamada, Yoichi M. A.,Uozumi, Yasuhiro. "Driving an equilibrium acetalization to completion in the presence of water". . p. 36864 - 36867. Retrieved 2014.
• 4、 Hong, Mei,Xiao, Guomin. "Bis(perfluorooctanesulfonyl)imide supported on fluorous silica gel: Application to protection of carbonyls". . p. 121 - 126. Retrieved 2012.
• 5、 Liu, Yubing,Dikhtiarenko, Alla,Xu, Naizhang,Sun, Jiawei,Tang, Jie,Wang, Kaiqiang,Xu, Bolian,Tong, Qing,Heeres, Hero Jan,He, Songbo,Gascon, Jorge,Fan, Yining. "Triphenylphosphine-Based Covalent Organic Frameworks and Heterogeneous Rh-P-COFs Catalysts". . p. 12134 - 12139. Retrieved 2020.
• 6、 Fujiwara, Saiya,Hosoyamada, Masanori,Tateishi, Kenichiro,Uesaka, Tomohiro,Ideta, Keiko,Kimizuka, Nobuo,Yanai, Nobuhiro. "Dynamic Nuclear Polarization of Metal-Organic Frameworks Using Photoexcited Triplet Electrons". . p. 15606 - 15610. Retrieved 2018.
• 7、 Han, Bingbing,Hu, Junjun,Li, Xianwei,Zheng, Zubiao. "Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes". supporting information. p. 287 - 293. Retrieved 2021/04/28.
• 8、 Kress, Brian J.,Kim, Dong Hyun,Mayo, Jared R.,Farris, Jeffery T.,Heck, Benjamin,Sarver, Jeffrey G.,Andy, Divya,Trendel, Jill A.,Heck, Bruce E.,Erhardt, Paul W.. "Synthesis and Evaluation of PPARδAgonists That Promote Osteogenesis in a Human Mesenchymal Stem Cell Culture and in a Mouse Model of Human Osteoporosis". . p. 6996 - 7032. Retrieved 2021/05/29.