3,5-Bis-(allyloxy)-4-bromobenzaldehyde

Base Information

• Chemical Name: 3,5-Bis-(allyloxy)-4-bromobenzaldehyde
• CAS No.: 355121-52-7
• Molecular Formula: C13H13 Br O3
• Molecular Weight: 297.148
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID50425108
• Nikkaji Number: J1.580.251K
• Wikidata: Q82237864
• Mol file: 355121-52-7.mol

Synonyms:3,5-Bis-(allyloxy)-4-bromobenzaldehyde;355121-52-7;4-bromo-3,5-bis(prop-2-enoxy)benzaldehyde;ICCB1_000153;3,5-BIS(ALLYLOXY)-4-BROMOBENZALDEHYDE;SCHEMBL1937996;DTXSID50425108;4-Bromo-3,5-bis[(prop-2-en-1-yl)oxy]benzaldehyde

Chemical Property of 3,5-Bis-(allyloxy)-4-bromobenzaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 3.39120
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 296.00481
• Heavy Atom Count: 17
• Complexity: 245

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

3,5-BIS-(ALLYLOXY)-4-BROMOBENZALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC(=CC(=C1Br)OCC=C)C=O

Technology Process of 3,5-Bis-(allyloxy)-4-bromobenzaldehyde

There total 3 articles about 3,5-Bis-(allyloxy)-4-bromobenzaldehyde 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: 94.0%

(3,5-bis-allyloxy-4-bromo-phenyl)-methanol (355121-58-3) → 3,5-bis-allyloxy-4-bromo-benzaldehyde (355121-52-7)

Guidance literature:

With Celite; sodium acetate; pyridinium chlorochromate; In dichloromethane; at 0 ℃; for 4.5h;

DOI:10.1021/ja016093h

Reference yield:

3,5-bis-allyloxy-4-bromo-benzoic acid allyl ester (355121-57-2) → 3,5-bis-allyloxy-4-bromo-benzaldehyde (355121-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 0 °C

2: 94 percent / pyridinium chlorochromate; celite; sodium acetate / CH₂Cl₂ / 4.5 h / 0 °C

With lithium aluminium tetrahydride; Celite; sodium acetate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja016093h

Reference yield:

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) → 3,5-bis-allyloxy-4-bromo-benzaldehyde (355121-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.6 percent / bromine / CHCl₃

2: 87.1 percent / glacial acetic acid; aq. sodium nitrite

With bromine; acetic acid; sodium nitrite; In chloroform;

DOI:10.1021/ja010659k

upstream raw materials:

(3,5-bis-allyloxy-4-bromo-phenyl)-methanol

3,5-bis-allyloxy-4-bromo-benzoic acid allyl ester

3,5-dihydroxy-4-bromobenzoic acid

Downstream raw materials:

3,5-diallyloxy-4-bromo-benzaldehyde (5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)hydrazone

(2E)-3-(3,5-bis(2-propenyloxy)-4-bromophenyl)-1-[2-methoxy-4,6-bis(2-propenyloxy)phenyl]-2-propen-1-one

(S)-4-(2-(3,5-bis(allyloxy)-4-bromobenzylamino)-3-hydroxypropyl)phenol

carbonic acid allyl ester 4-[(S)-2-[allyloxycarbonyl-(3,5-bis-allyloxy-4-bromo-benzyl)-amino]-3-(triisopropyl-silanyloxy)-propyl]-phenyl ester