17147-80-7

Basic information

• Product Name: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)
• Synonyms: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI);1-(1,3-benzothiazol-2-yl)ethan-1-ol
• CAS NO: 17147-80-7
• Molecular Formula: C₉H₉NOS
• Molecular Weight: 179.23886
• Product Categories: BENZOTHIAZOLE
• Mol File: 17147-80-7.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 294.8°Cat760mmHg
• Flash Point: 132.1°C
• Appearance: /
• Density: 1.305g/cm³
• Vapor Pressure: 0.000718mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)(17147-80-7)
• EPA Substance Registry System: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)(17147-80-7)

Safety Data

• Hazardous Substances Data: 17147-80-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9NOS/c1-6(11)9-10-7-4-2-3-5-8(7)12-9/h2-6,11H,1H3

Upstream product

• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 64-17-5 ethanol 
• 95-16-9 1,3-Benzothiazole 
• 1629-78-3 2-acetylbenzothiazole 
• 75-07-0 acetaldehyde 
• 849585-22-4 LACTIC ACID 
• 137-07-5 2-amino-benzenethiol 

Downstream Products

• 1629-78-3 2-acetylbenzothiazole 
• 110704-27-3 2-(1-chloroethyl)benzothiazole 
• 433924-22-2 2-(1-allyloxyethyl)benzothiazole 
• 54469-55-5 4-(benzo[d]thiazol-2-yl)-N-phenylthiazol-2-amine 
• 453558-32-2 1-(benzo[d]thiazol-2-yl)-2-chloroethanone 
• 1059697-82-3 (S)-1-(benzo[d]thiazol-2-yl)ethan-1-ol 
• 1059698-08-6 (R)-1-(benzo[d]thiazol-2-yl)ethanol 
• 1315309-23-9 C₂₃H₁₉NO₂S 
• 29947-33-9 2-(2-benzyl-thiazol-4-yl)-benzothiazole 
• 29947-34-0 2-(2-m-tolyl-thiazol-4-yl)-benzothiazole 
• 29947-32-8 2-(2-phenylthiazol-4-yl)benzo[d]thiazole 
• 29947-31-7 2-(4-Thiazolyl)-benzothiazol 

Relevant articles and documents

Lipase-catalyzed kinetic resolution of racemic 1-heteroarylethanols-experimental and QM/MM study

The kinetic resolution of racemic 1-(benzothiazol-2-yl)ethanol rac-2a, 1-(benzo[b]thiophen-2-yl)ethanol rac-2b, 1-(benzo[b]furan-3-yl)ethanol rac-2c and 1-(benzo[b]thiophen-3-yl)ethanol rac-2d was studied by enantiomer selective acylation catalyzed by a selection of commercially available and in house produced lipases. Alcoholysis of the corresponding racemic acetates rac-3a-d catalyzed by Candida antarctica lipase B (CaLB) was also investigated. Two racemic 1-heteroarylethanols rac-2a,b were prepared by addition of the corresponding lithiated heteroarylic compounds 1a,b to acetaldehyde, whereas two others, rac-2c,d were synthesized by the addition of MeMgI onto the corresponding heteroaryl-carbaldehydes 1c,d. The high enantiomer selectivities of CaLB in the acylation of racemic 1-heteroarylethanols rac-2a-d allowed the determination of the enantiomeric preference of these enzymatic acetylation reactions by QM/MM [pm3/uff or hf(3-21+g**)/uff] calculations. For acetylation of each of the racemic alcohols rac-2a-d, four possible tetrahedral intermediate states were compared and analyzed.

Direct α-Arylation of Alcohols with Aryl Halides through a Radical Chain Mechanism

Alcohols were found to be arylated directly at their α-C?H bond with aryl halides in the presence of a base and a substoichiometric amount of t-BuOOt-Bu through a homolytic aromatic substitution mechanism. (Figure presented.).

Photocatalytic synthesis method of C2 substituted 2H-benzothiazole hydroxyalkylated derivative

The invention discloses a photocatalytic synthesis method of a C2 substituted 2H-benzothiazole hydroxyl alkylation derivative. The method comprises the following steps of: mixing substituted 2H-benzothiazole shown as a formula (II) with fatty alcohol shown as a formula (III), adding an oxidizing agent Selectfluor, an additive trifluoroacetic acid and a solvent acetonitrile, and carrying out a normal temperature stirring reaction under the protection of nitrogen and the irradiation of an LED blue light lamp; carrying out TLC monitoring until the reaction is finished, and carrying out separationand purification on the reaction liquid to obtain the C2-substituted 2H-benzothiazole hydroxyalkylated derivative represented by formula (I). The invention provides a new method for synthesizing the2H-benzothiazole C2 hydroxyalkylated derivative through visible light induction by taking Selectfluor as an oxidizing agent, trifluoroacetic acid as an additive and acetonitrile as a solvent. The method is simple in catalytic system, mild in reaction condition and wide in substrate range.