3-(Bromomethyl)thiophene

Base Information

• Chemical Name: 3-(Bromomethyl)thiophene
• CAS No.: 34846-44-1
• Molecular Formula: C5H5BrS
• Molecular Weight: 177.065
• Hs Code.: 29349990
• European Community (EC) Number: 252-247-0
• UNII: RX786XKM7J
• DSSTox Substance ID: DTXSID20188399
• Nikkaji Number: J289.850K
• Wikidata: Q72448152
• Mol file: 34846-44-1.mol

Synonyms:3-Bromomethylthiophene;3-(Bromomethyl)thiophene;34846-44-1;3-Bromomethyl-thiophene;Thiophene, 3-(bromomethyl)-;3-Thienylmethyl bromide;RX786XKM7J;EINECS 252-247-0;UNII-RX786XKM7J;MFCD03840497;3-Thenylbromide;3-brommethyl-thiophen;3(bromomethyl)thiophene;3-bromomethyl thiophene;3-(bromomethyl)-thiophene;thiophen-3-ylmethyl bromide;SCHEMBL479477;DTXSID20188399;BCP27174;BBL102298;GEO-03030;STL556097;AKOS005216044;AC-28055;AM100695;AS-36580;SY021673;A6117;CS-0019157;FT-0601189;EN300-85776;J-511888;Q-102022

Chemical Property of 3-(Bromomethyl)thiophene

Chemical Property:

• Vapor Pressure: 0.527mmHg at 25°C
• Melting Point: -9 °C
• Refractive Index: 1.603
• Boiling Point: 197.6 °C at 760 mmHg
• Flash Point: 73.3 °C
• PSA: 28.24000
• Density: 1.633 g/cm³
• LogP: 2.64300
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 175.92953
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

3-Bromomethylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1CBr

Technology Process of 3-(Bromomethyl)thiophene

There total 8 articles about 3-(Bromomethyl)thiophene 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%

3-hydroxymethyl-thiophene (71637-34-8) → 3-Bromomethylthiophene (34846-44-1)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

Reference yield: 90.0%

3-Methylthiophene (616-44-4,84928-92-7) → 3-Bromomethylthiophene (34846-44-1)

Guidance literature:

With N-Bromosuccinimide; dihydrogen peroxide; In tetrachloromethane;

Reference yield: 82.0%

3-thiophene carboxaldehyde (498-62-4) → 3-Bromomethylthiophene (34846-44-1)

Guidance literature:

3-thiophene carboxaldehyde; With methanol; sodium tetrahydroborate; at 0 ℃; for 0.25h;

With phosphorus tribromide; In diethyl ether; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1039/d1ob01653a

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

3-Methylthiophene

dibenzoyl peroxide

Downstream raw materials:

N,N-dimethyl-N'-[2]pyridyl-N'-[3]thienylmethyl-ethylenediamine

(thiophen-3-yl)acetonitrile

thiophen-3-yl-acetic acid

2-(thiophen-3-ylmethyl)phenol

Refernces

• 1、 Greenwald, Y.,Cohen, G.,Poplawski, J.,Ehrenfreund, E.,Speiser, S.,Davidov, D.. "Transient Photoconductivity of Acceptor-Substituted Poly(3-butylthiophene)". . p. 2980 - 2984. Retrieved 1996.
• 2、 -. "Preparation method 3- thiophene formaldehyde". Paragraph 0044-0045; 0047-0048; 0050-0051; 0053-0054. . Retrieved 2020/03/23.
• 3、 Zhao, Leiyang,Liu, Bingxin,Tan, Qitao,Ding, Chang-Hua,Xu, Bin. "Silver-Assisted Oxidative Isocyanide Insertion of Ethers: A Direct Approach to β-Carbonyl α-Iminonitriles". supporting information. p. 9223 - 9227. Retrieved 2019/11/14.