3,5-Diacetoxybenzylbromide

Base Information

• Chemical Name: 3,5-Diacetoxybenzylbromide
• CAS No.: 104311-39-9
• Molecular Formula: C11H11BrO4
• Molecular Weight: 287.11
• Hs Code.: 2916399090
• Mol file: 104311-39-9.mol

Synonyms:3,5-Diacetoxy-benzylbromid;3,5-diacetoxybenzyl bromide;

Chemical Property of 3,5-Diacetoxybenzylbromide

Chemical Property:

• PSA: 52.60000
• LogP: 2.43210
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-(Bromomethyl)-1,3-phenylenediacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Diacetoxybenzylbromide

There total 4 articles about 3,5-Diacetoxybenzylbromide 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: 30.0%

5-methylbenzene-1,3-diyl diacetate (20982-28-9) → 5-(bromomethyl)-1,3-phenylene diacetate (104311-39-9)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; Heating;

Reference yield:

orcinol (504-15-4) → 5-(bromomethyl)-1,3-phenylene diacetate (104311-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 12 h / Ambient temperature

2: 30 percent / NBS, peroxyde de benzoyle / CCl₄ / Heating

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane;

Reference yield:

5-(hydroxymethyl)benzene-1,3-diol (29654-55-5) → 5-(bromomethyl)-1,3-phenylene diacetate (104311-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / PBr₃ / tetrahydrofuran; CH₂Cl₂ / 2.5 h / 0 - 18 °C

2: 99 percent / pyridine / benzene / 16.25 h / 18 - 80 °C

With pyridine; phosphorus tribromide; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1071/CH07044

upstream raw materials:

5-methylbenzene-1,3-diyl diacetate

5-(hydroxymethyl)benzene-1,3-diol

acetic anhydride

orcinol

Downstream raw materials:

trans-piceatannol

3',4'-bis(tert-butyldimethylsiloxy)-3,5-dihydroxystilbene

(3,5-dihydroxybenzyl)triphenylphosphonium bromide

Refernces

• 1、 Chand, Satish,Banwell, Martin G.. "Biomimetic preparation of the racemic modifications of the stilbenolignan aiphanol and three congeners". . p. 243 - 250. Retrieved 2008/02/11.
• 2、 Steynberg, Jan P.,Ferreira, Daneel,Roux, David G.. "SYNTHESIS OF CONDENSED TANNINS. PART 18. STILBENES AS POTENT NUCLEOPHILES IN REGIO- AND STEREO-SPECIFIC CONDENSATIONS: NOVEL GUIBOURTINIDOL-STILBENES FROM GUIBOURTIA COLEOSPERMA". . p. 1705 - 1712. Retrieved 2007/10/02.