3-Bromo-5-methylthiophene-2-carbaldehyde

Base Information

• Chemical Name: 3-Bromo-5-methylthiophene-2-carbaldehyde
• CAS No.: 36155-82-5
• Molecular Formula: C6H5BrOS
• Molecular Weight: 205.075
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70355998
• Wikidata: Q72448160
• Mol file: 36155-82-5.mol

Synonyms:36155-82-5;3-bromo-5-methylthiophene-2-carbaldehyde;3-Bromo-5-methyl-2-thiophenecarboxaldehyde;3-Bromo-5-methylthiophene-2-carboxadehyde;3-Bromo-5-methylthiophene-2-carboxaldehyde;3-bromo-5-methyl-2-thiophenecarbaldehyde;SCHEMBL1169617;DTXSID70355998;ZKIPMYBKNJQSKR-UHFFFAOYSA-N;BBL100990;GEO-00514;MFCD01859869;STL554784;AKOS005167016;MS-20119;CS-0153281;FT-0615180;D94944;EN300-248584;AI-942/25034159;W-200325;3-Bromo-5-methyl-2-thiophenecarboxaldehyde, AldrichCPR;Z1259057366

Chemical Property of 3-Bromo-5-methylthiophene-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.0101mmHg at 25°C
• Melting Point: 50-51℃ (hexane )
• Boiling Point: 263.7oC at 760 mmHg
• Flash Point: 113.3oC
• PSA: 45.31000
• Density: 1.666g/cm3
• LogP: 2.63150
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.92445
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

98%Min ^*data from raw suppliers

3-Bromo-5-methylthiophene-2-carboxadehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(S1)C=O)Br

Technology Process of 3-Bromo-5-methylthiophene-2-carbaldehyde

There total 5 articles about 3-Bromo-5-methylthiophene-2-carbaldehyde 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: 99.0%

4-bromo-2-methylthiophene (29421-92-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-5-methyl-2-thiophenecarboxaldehyde (36155-82-5)

Guidance literature:

4-bromo-2-methylthiophene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201301459

Reference yield: 84.0%

2-bromo-5-methyl thiophene (765-58-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-5-methyl-2-thiophenecarboxaldehyde (36155-82-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) -70 deg C, 105 min, 2.) -70 deg C, 30 min;

DOI:10.1007/BF00813799

Reference yield: 70.0%

3,5-dibromo-2-methylthiophene (29421-73-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-5-methyl-2-thiophenecarboxaldehyde (36155-82-5)

Guidance literature:

3,5-dibromo-2-methylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.33333h;

DOI:10.1016/j.tetlet.2013.01.033

upstream raw materials:

2-bromo-5-methyl thiophene

N,N-dimethyl-formamide

3,5-dibromo-2-methylthiophene

2-Methylthiophene

Downstream raw materials:

3-amino-5-methyl-2-thiophenecarbaldehyde

Refernces

• 1、 Yong, Qiyun,Sun, Bing,Zhang, Fang-Lin. "Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy". supporting information. . Retrieved 2019/11/03.
• 2、 Liu, Xi-Hai,Park, Hojoon,Hu, Jun-Hao,Hu, Yan,Zhang, Qun-Liang,Wang, Bao-Long,Sun, Bing,Yeung, Kap-Sun,Zhang, Fang-Lin,Yu, Jin-Quan. "Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups". supporting information. p. 888 - 896. Retrieved 2017/05/16.