2-Bromo-3-(3,4-dimethoxyphenyl)-1-propene

Base Information

• Chemical Name: 2-Bromo-3-(3,4-dimethoxyphenyl)-1-propene
• CAS No.: 842140-36-7
• Molecular Formula: C₁₁H₁₃BrO₂
• Molecular Weight: 257.127
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID80373643
• Wikidata: Q82161904
• Mol file: 842140-36-7.mol

Synonyms:2-Bromo-3-(3,4-dimethoxyphenyl)-1-propene;842140-36-7;4-(2-bromoprop-2-enyl)-1,2-dimethoxybenzene;DTXSID80373643;MFCD06201207;AKOS016016911;4-(2-BROMOPROP-2-EN-1-YL)-1,2-DIMETHOXYBENZENE

Chemical Property of 2-Bromo-3-(3,4-dimethoxyphenyl)-1-propene

Chemical Property:

• Vapor Pressure: 0.0019mmHg at 25°C
• Boiling Point: 301.3°C at 760 mmHg
• Flash Point: 124.6°C
• PSA: 18.46000
• Density: 1.319g/cm³
• LogP: 3.15490
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 256.00989
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

2-BROMO-3-(3,4-DIMETHOXYPHENYL)-1-PROPENE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC(=C)Br)OC

Technology Process of 2-Bromo-3-(3,4-dimethoxyphenyl)-1-propene

There total 1 articles about 2-Bromo-3-(3,4-dimethoxyphenyl)-1-propene 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:

3,4-dimethoxyphenylmagnesium bromide (89980-69-8) + 2-bromoallyl bromide (513-31-5) → 2-bromo-3-(3,4-dimethoxyphenyl)propene (842140-36-7)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1039/c2cc36199j

Reference yield:

acetic acid tert-butyl ester (540-88-5) + 2-bromo-3-(3,4-dimethoxyphenyl)propene (842140-36-7) → 4-(3,4-dimethoxyphenyl)-3-methylidenebutanoic acid tert-butyl ester (1415610-23-9)

Guidance literature:

acetic acid tert-butyl ester; With diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With nickel dibromide; In tetrahydrofuran; hexane; for 0.25h;

2-bromo-3-(3,4-dimethoxyphenyl)propene; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

DOI:10.1039/c2cc36199j

Reference yield:

2-bromo-3-(3,4-dimethoxyphenyl)propene (842140-36-7) → C23H37BO6

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 0.25 h

1.3: 1 h / -78 - 20 °C

2.1: bis(norbornadiene)rhodium(l)tetrafluoroborate; (R)-2-(2,3,4,5-tetrahydrobenzo[b]oxepin-3-yl)acetic acid tert-butyl ester / tetrahydrofuran / 20 °C

With bis(norbornadiene)rhodium(l)tetrafluoroborate; (R)-2-(2,3,4,5-tetrahydrobenzo[b]oxepin-3-yl)acetic acid tert-butyl ester; diisopropylamine; In tetrahydrofuran; hexane;

DOI:10.1039/c2cc36199j

upstream raw materials:

3,4-dimethoxyphenylmagnesium bromide

2-bromoallyl bromide

Downstream raw materials:

(S)-4-<(3,4-dimethoxyphenyl)methyl>dihydro-2(3H)-furanone

4-(3,4-dimethoxyphenyl)-3-methylidenebutanoic acid tert-butyl ester

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