1,4-Diacetoxybenzene

Base Information

• Chemical Name: 1,4-Diacetoxybenzene
• CAS No.: 1205-91-0
• Deprecated CAS: 128805-33-4,2595087-05-9
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 29153900
• European Community (EC) Number: 214-887-9
• NSC Number: 9277
• UNII: 18I4277Z6G
• DSSTox Substance ID: DTXSID30875905
• Nikkaji Number: J7.454C
• Wikidata: Q27252007
• Mol file: 1205-91-0.mol

Synonyms:1,4-Diacetoxybenzene;1205-91-0;Hydroquinone diacetate;1,4-phenylene diacetate;1,4-Benzenediol, diacetate;p-Phenylene diacetate;4-(Acetyloxy)phenyl acetate;Hydroquinone, diacetate;1,4-Benzenediol, 1,4-diacetate;NSC 9277;(4-acetyloxyphenyl) acetate;1,4-BENZENEDIOL DIACETATE;p-Phenylene di(acetate);benzene-1,4-diyl diacetate;p-Diacetoxybenzene;UNII-18I4277Z6G;NSC-9277;EINECS 214-887-9;MFCD00011643;18I4277Z6G;AI3-11162;1,4-diacetoxy-benzene;1,4-phenylenediacetate;SCHEMBL269329;4-(Acetyloxy)phenyl acetate #;F1037-0015;DTXSID30875905;NSC9277;HMS1786A06;STR03107;STK033177;AKOS000120579;PS-4026;AC-17036;HY-118292;CS-0065623;D1803;EU-0066892;FT-0606829;EN300-17071;A24734;D83403;A804543;Q27252007;Z56871713;1,4-Benzenediacetic acid;4-Phenylenediacetic acid;1,4-Phenylenebis(acetic acid)

Chemical Property of 1,4-Diacetoxybenzene

Chemical Property:

• Appearance/Colour: white fine crystalline flake
• Vapor Pressure: 0.00336mmHg at 25°C
• Melting Point: 121-123 °C(lit.)
• Refractive Index: 1.506
• Boiling Point: 282.43 °C at 760 mmHg
• Flash Point: 138.603 °C
• PSA: 52.60000
• Density: 1.179 g/cm³
• LogP: 1.53720
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: INSOLUBLE
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

98% ^*data from raw suppliers

1,4-Diacetoxybenzene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)OC(=O)C

Technology Process of 1,4-Diacetoxybenzene

There total 60 articles about 1,4-Diacetoxybenzene 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%

acetic anhydride (108-24-7) + hydroquinone (123-31-9,8027-02-9) → benzene-1,4-diyl diacetate (1205-91-0)

Guidance literature:

With magnesium(II) perchlorate; at 20 ℃; for 0.16h;

DOI:10.1016/j.tet.2003.08.007

Reference yield: 96.0%

acetic acid (64-19-7,77671-22-8) + 1,4-dimethoxybezene (150-78-7) → benzene-1,4-diyl diacetate (1205-91-0)

Guidance literature:

1,4-dimethoxybezene; With boron tribromide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

acetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.3184/174751912X13324176277811

Reference yield: 92.0%

vinyl acetate (108-05-4,9003-20-7) + hydroquinone (123-31-9,8027-02-9) → benzene-1,4-diyl diacetate (1205-91-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In neat (no solvent); at 70 - 140 ℃; for 0.183333h; Microwave irradiation;

DOI:10.1039/c5nj01436k

upstream raw materials:

Perbenzoic acid

4-acetyloxyacetophenone

1,1,4,4-tetraacetoxy-cyclohexane

4-isopropylphenyl acetate

Downstream raw materials:

4-hydroxy-3,5-dinitrophenyl acetate

2,5-Dihydroxyacetophenone

(2E,2′E)-1,1′-(1,4-phenylene)bis(3-phenylprop-2-en-1-one)

4-trichlorovinyloxy-phenol

Refernces

• 1、 Chen, Arh-Hwang,Kuo, Wei-Bao,Chen, Chia-Wen. "Photohydrodimerization of 6-methoxyflavone to 6,6″-dimethoxy-2, 2″-biflavanones". . p. 1389 - 1394. Retrieved 2004.
• 2、 Yamaguchi, Lydia F.,Lago, Joao Henrique G.,Tanizaki, Tatiane M.,Mascio, Paolo Di,Kato, Massuo J.. "Antioxidant activity of prenylated hydroquinone and benzoic acid derivatives from Piper crassinervium Kunth". . p. 1838 - 1843. Retrieved 2006.
• 3、 Tian, Limei,Xue, Jia,Li, Si-liang,Yang, Zheng-yin. "A novel chromone derivative as dual probe for selective sensing of Al(III) by fluorescent and Cu(II) by colorimetric methods in aqueous solution". . . Retrieved 2019.
• 4、 Li, Chao-rui,Li, Si-liang,Yang, Zheng-yin. "A chromone-derived Schiff-base as Al3+“turn-on” fluorescent probe based on photoinduced electron-transfer (PET) and C[dbnd]N isomerization". . p. 4898 - 4904. Retrieved 2016.
• 5、 Pang, Bing-jie,Li, Chao-rui,Yang, Zheng-yin. "A novel chromone and rhodamine derivative as fluorescent probe for the detection of Zn(II) and Al(III) based on two different mechanisms". . p. 641 - 647. Retrieved 2018.
• 6、 Chihara, Teiji,Teratani, Shousuke,Ogawa, Haruo. "Acetylation by Keten of Phenols supported on Solid Adsorbents". . p. 1120. Retrieved 1981.
• 7、 Li, Chao-Rui,Qin, Jing-Can,Wang, Bao-Dui,Fan, Long,Yan, Jun,Yang, Zheng-Yin. "A Chromone-Derived Schiff-Base Ligand as Al3+ "turn on" Fluorescent Sensor: Synthesis and Spectroscopic Properties". . p. 345 - 353. Retrieved 2016.
• 8、 Zhang, Dejin,Yang, Guoqiang,Xiong, Junping,Liu, Jia,Hu, Xingbang,Zhang, Zhibing. "An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols". . p. 2683 - 2687. Retrieved 2021/02/16.
• 9、 Hong Nguyen, Thi Anh,Hou, Duen-Ren. "Direct Acetoxylation of Arenes". supporting information. p. 8127 - 8131. Retrieved 2021/08/23.