70260-17-2

Basic information

• Product Name: (3-BROMOTHIOPHEN-2-YL)METHANOL
• Synonyms: 3-BROMO-2-HYDROXYMETHYL THIOPHENE;(3-BROMOTHIOPHEN-2-YL)METHANOL;RARECHEM AL BD 0362;3-Bromothiophene-2-methanol
• CAS NO: 70260-17-2
• Molecular Formula: C₅H₅BrOS
• Molecular Weight: 193.06
• Mol File: 70260-17-2.mol

Chemical Properties

• Boiling Point: 264.983°C at 760 mmHg
• Flash Point: 114.058°C
• Appearance: /
• Density: 1.773g/cm³
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C(protect from light)
• PKA: 13.16±0.10(Predicted)
• CAS DataBase Reference: (3-BROMOTHIOPHEN-2-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOTHIOPHEN-2-YL)METHANOL(70260-17-2)
• EPA Substance Registry System: (3-BROMOTHIOPHEN-2-YL)METHANOL(70260-17-2)

Safety Data

• Hazardous Substances Data: 70260-17-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(3-BROMOTHIOPHEN-2-YL)METHANOL is used as a reagent in the synthesis of pharmaceuticals for its ability to modify the structure and properties of biologically active molecules, contributing to the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
(3-BROMOTHIOPHEN-2-YL)METHANOL is utilized as a reagent in the preparation of agrochemicals, playing a role in the creation of new compounds for agricultural applications such as pesticides and herbicides, enhancing crop protection and yield.
Used in Medicinal Chemistry Research:
(3-BROMOTHIOPHEN-2-YL)METHANOL is employed as a building block in the synthesis of complex organic compounds, facilitating the exploration of novel molecular structures with potential therapeutic applications in medicinal chemistry.
Used in Chemical Research and Development:
(3-BROMOTHIOPHEN-2-YL)METHANOL is used as a valuable tool in chemical research and development, enabling the synthesis of a wide range of organic compounds for various applications, from material science to specialty chemicals.

InChI:InChI=1/C5H5BrOS/c6-4-1-2-8-5(4)3-7/h1-2,7H,3H2

Upstream product

• 26137-08-6 methyl 3-bromothiophene-2-carboxylate 
• 62224-14-0 ethyl ester of 3-bromo-2-thiophenecarboxylic acid 
• 7311-64-0 3-bromothiophene-2-carboxylic acid 
• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 
• 872-31-1 3-Bromothiophene 
• 67-56-1 methanol 

Downstream Products

• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 
• 1352041-20-3 8-((3-cyclopropyl-thiophen-2-yl)methyl)-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one 

Relevant articles and documents

The Effect of Ring Expansion in Thienobenzo[ b]indacenodithiophene Polymers for Organic Field-Effect Transistors

A fused donor, thienobenzo[b]indacenodithiophene (TBIDT), was designed and synthesized using a novel acid-promoted cascade ring closure strategy, and then copolymerized with a benzothiadiazole (BT) monomer. The backbone of TBIDT is an expansion of the well-known indacenodithiophene (IDT) unit and was expected to enhance the charge carrier mobility by improving backbone planarity and facilitating short contacts between polymer chains. However, the optimized field-effect transistors demonstrated an average saturation hole mobility of 0.9 cm2 V-1 s-1, lower than the performance of IDT-BT (～1.5 cm2 V-1 s-1). Mobilities extracted from time-resolved microwave conductivity measurements were consistent with the trend in hole mobilities in organic field-effect transistor devices. Scanning tunneling microscopy measurements and computational modeling illustrated that TBIDT-BT exhibits a less ordered microstructure in comparison to IDT-BT. This reveals that a regular side-chain packing density, independent of conformational isomers, is critical to avoid local free volume due to irregular packing, which can host trapping impurities. DFT calculations indicated that TBIDT-BT, despite containing a larger, planar unit, showed less stabilization of planar backbone geometries in comparison to IDT-BT. This is due to the reduced electrostatic stabilizing interactions between the peripheral thiophene of the fused core and the BT unit, resulting in a reduction of the barrier to rotation around the single bond. These insights provide a greater understanding of the general structure-property relationships required for semiconducting polymer repeat units to ensure optimal backbone planarization, as illustrated with IDT-type units, guiding the design of novel semiconducting polymers with extended fused backbones for high-performance field-effect transistors.

Preparation method of hydroxymethyl-substituted aromatic heterocyclic compound

The invention provides a preparation method of a hydroxymethyl-substituted aromatic heterocyclic compound, which comprises the following steps: in the presence of protective gas, dissolving aromatic heterocarboxylic acid in an aprotic solvent, adding a reducing agent in an ice bath, performing heating to room temperature, and performing reacting to obtain the hydroxymethyl-substituted aromatic heterocyclic compound. The yield of the hydroxymethyl substituted aromatic heterocyclic compound is 93% or above, the raw materials are cheap and easy to obtain, the method is simple, efficient and mildin reaction condition, and the defect that dangerous chemicals such as sodium borohydride which are prone to explosion are used in a conventional synthesis method can be overcome.

NITROGEN-CONTAINING 6-MEMBERED CYCLIC COMPOUND

A novel compound represented by the following general formula (1), or a salt thereof, which has a superior EP4 receptor agonist activity, and a medicament containing the compound or a salt thereof as an active ingredient, which can be used for promotion of osteogenesis, therapeutic treatment and/or promotion of healing of fracture and the like.

RED FLUORESCENT PROBE FOR USE IN DETECTION OF PEPTIDASE ACTIVITY

[Problem] A problem addressed by the present invention is to provide a novel fluorescent probe having excellent tissue permeability that is capable of detecting the peptidase activity expressed at a high level in cancer cells and the like as a response of long-wavelength red fluorescence. [Solution] A compound represented by formula (I) or a salt thereof: [In the formula, A represents a ring structure selected from the group consisting of a thiophene ring, a cyclopentene ring, a cyclopentadiene ring, and a furan ring; X represents a C0-C3 alkylene group;Y represents O, S, C(═O)O, or NH,Z represents O, C(Ra) (Rb), Si(Ra) (Rb), Ge(Ra) (Rb), Sn(Ra) (Rb), Se, P(Rc), or P(Rc) (═O) (where Ra and Rb each independently represent a hydrogen atom or an alkyl group, and Rc represents a hydrogen atom, an alkyl group, or an aryl group);R1 and R2 each independently represent from one to three of the same or different substituents selected from the group consisting of a hydrogen atom, a hydroxyl group, a halogen atom, and an alkyl group, a sulfo group, a carboxyl group, an ester group, an amide group, and an azide group each of which may be substituted;R3 represents an acyl residue derived from an amino acid (where the acyl residue is a residue obtained by removing an OH group from a carboxyl group of the amino acid);R4 and R5 each independently represent a hydrogen atom or an alkyl group (where when R4 or R5 is an alkyl group, the R4 or R5, together with R2, may form a ring structure comprising a nitrogen atom to which R4 and R5 are bonded).]

INDACENO DERIVATIVES AS ORGANIC SEMICONDUCTORS

The present invention provides compounds comprising at least one unit of formula (1) or (1') as well as a process for the preparation of the compounds, intermediates of this process, electronic devices comprising the compounds, and the use of the compounds as semiconducting materials.

Cross-coupling strategy for the synthesis of diazocines

Ethylene bridged azobenzenes are novel, promising molecular switches that are thermodynamically more stable in the (Z) than in the (E) configuration, contrary to the linear azobenzene. However, their previous synthetic routes were often not general, and yields were poorly reproducible, and sometimes very low. Here we present a new synthetic strategy that is both versatile and reliable. Starting from widely available 2-bromobenzyl bromides, the designated molecules can be obtained in three simple steps.

METHOD OF MANUFACTURING FILM-SHAPED MOLDED ARTICLE

The film-shaped molded article of the present invention which comprises a compound represented by the following formula (A), is formed through a heating step of heating a coating film formed on a base material and a compound represented by the following formula (1). (In the formula, ring A 1 and A 2 are rings having at least one carbon-carbon unsaturated bond R 1a and R 1b are hydrogen atoms or substituents R A and R B are hydrogen atoms, substituents or atoms of group 16 of the periodic table p 1 and p 2 are integers greater than or equal to 0 Z is an atom of groups 13 to 16 of the periodic table R 2 is a hydrogen atom or a substituent R 3 is an atom of group 16 of the periodic table m is an integer of 0 to 4 n is an integer of 0 to 2 represents a single bond or a double bond) According to this method, a film-shaped molded article comprising a condensed polycyclic compound in which condensed rings are formed respectively at the 1,2- and 3,4-positions of the benzene ring can be produced easily or efficiently.

ORGANIC SEMICONDUCTOR AND MANUFACTURING METHOD THEREOF

The organic semiconductor of the present invention comprises a compound represented by the following formula (A). (In the formula, Ring A 1 and A 2 are the same or different and each represents a ring having at least one carbon-carbon unsaturated bond R 1a and R 1b are the same or different and each represents a hydrogen atom or a substituent R A and R B are the same or different and each represents a hydrogen atom, a substituent or an atom selected from the group 16 element of the periodic table p1 and p2 are the same or different and represent an integer of 0 or more,represents a single bond or a double bond.) The organic semiconductor has high mobility (or carrier mobility).

ORGANIC SEMICONDUCTOR AND MANUFACTURING METHOD THEREOF

The organic semiconductor of the present invention comprises a strain type compound represented by the following formula (1). (In the formula, Z represents an atom selected from group 13 to 16 elements in the periodic table rings A 1 and A 2 are rings having at least one carbon-carbon unsaturated bond R 1a , R 1b and R 2 are the same or different and each represents a hydrogen atom or a substituent R 3 represents an atom selected from the group 16 element in the periodic table R A and R B are the same or different and each represents a hydrogen atom, a substituent or an atom selected from the group 16 element in the periodic table m represents an integer of 0 to 4 n represents an integer of 0 to 2 p1 and p2 each represents an integer of 0 or more andrepresents a single bond or a double bond). The organic semiconductor has high mobility (electrical mobility) and can be easily or efficiently molded by a wet process such as coating.

Direct Regioselective Alkylation of Non-Basic Heterocycles with Alcohols and Cyclic Ethers through a Dehydrogenative Cross-Coupling Reaction under Metal-Free Conditions

A metal-free, simple, and highly efficient method for the direct alkylation of non-basic heterocycles and basic ones with various alcohols and cyclic ethers has been developed based on an oxidative C–H activation process. The corresponding products were generated through a dehydrogenative C–C cross-coupling reaction in the presence of di-tert-butyl peroxide in good to high yields.