5396-50-9

Basic information

• Product Name: 2-(tert-butylthio)ethanol
• Synonyms: 2-(tert-butylthio)ethanol;Einecs 226-413-8;Ethanol, 2-[(1,1-dimethylethyl)thio]-
• CAS NO: 5396-50-9
• Molecular Formula: C₆H₁₄OS
• Molecular Weight: 134.23976
• EINECS: 226-413-8
• Mol File: 5396-50-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 203.6°Cat760mmHg
• Flash Point: 99.9°C
• Appearance: /
• Density: 0.965g/cm³
• Vapor Pressure: 0.0664mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 2-(tert-butylthio)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(tert-butylthio)ethanol(5396-50-9)
• EPA Substance Registry System: 2-(tert-butylthio)ethanol(5396-50-9)

Safety Data

• Hazardous Substances Data: 5396-50-9(Hazardous Substances Data)

Usage

General Description

2-(tert-butylthio)ethanol is a chemical compound with the molecular formula C6H14OS. It is a colorless liquid with a molecular weight of 134.24 g/mol. 2-(tert-butylthio)ethanol is used as a solvent and intermediate in organic synthesis. It is also used as a corrosion inhibitor in metalworking fluids and as a stabilizer in pharmaceutical products. 2-(tert-butylthio)ethanol is considered to have low toxicity, with no known adverse effects at low concentrations. However, it should be handled with care and proper personal protective equipment should be worn when working with this compound.

InChI:InChI=1/C6H14OS/c1-6(2,3)8-5-4-7/h7H,4-5H2,1-3H3

Upstream product

• 594-01-4 1-chloroethanol 
• 75-66-1 2-methylpropan-2-thiol 
• 29364-29-2 sodium tert-butyl thiolate 
• 540-51-2 2-bromoethanol 
• 107-07-3 2-chloro-ethanol 
• 75-21-8 oxirane 

Downstream Products

• 4303-44-0 2-(2-chloro-ethylsulfanyl)-2-methyl-propane 
• 55791-33-8 2-(2-Methyl-propane-2-sulfinyl)-ethanol 
• 362707-25-3 C₇H₁₆O₃S₂ 
• 118893-31-5 diethyl 2-(2-methyl-2-cyclohexen-1-yl)-2-<2-bromo-2-<(1,1-dimethylethyl)sulfonyl>ethyl>propane-1,3-dioate 
• 179612-04-5 (+/-)-2-(tert-butylsulfonyl)-3-phenyl-propan-1-ol 
• 14094-13-4 vinyl (2-methyl-2-propyl) sulfide 

Relevant articles and documents

Activatable fluorescent probes for hydrolase enzymes based on coumarin-hemicyanine hybrid fluorophores with large Stokes shifts

We show that the equilibrium of intramolecular spirocyclization of coumarin-hemicyanine hybrid fluorophores can be finely tuned by means of chemical modifications. We used this scaffold to develop activatable fluorescent probes with large Stokes shifts for γ-glutamyltranspeptidase and esterase.

Molecular addition compounds. 18. Borane adducts with hydroxydialkyl sulfide borates for hydroboration. New, essentially odorless, water-soluble sulfide borane acceptors for hydroboration

Hydroxydialkyl sulfides of general formula RS(CH2CH2)nH (R = Et, t-Bu, i-Am; n = 1-3) and thiodiethanol monomethyl ether (9) have been synthesized and used as borane carriers. The compounds 3 and 6 (R = Et, n = 2, 3), 7 (R = t-Bu, n = 3), and 9 are completely miscible with water and exhibit only very mild odor. The sulfides were transformed into the corresponding borates by treatment either with boric acid or with diborane. The borates complex 3 mol of borane per 1 mol of borate to give highly reactive, stable, liquid adducts, hydroborating 1-octene in 15 min at room temperature. The adducts derived from water soluble sulfides 3 and 9, selected for the hydroboration of more hindered olefins, reacted readily with (-)-β-pinene, 1-methyleyclohexene, and 2,3-dimethyl-2-butene. The carrier borates liberated from the adducts during hydroboration are readily hydrolyzed to give 3 and 9, which can be washed off with water from trialkylboranes or oxidation products. Consequently, hydroxydialkyl sulfides 3 and 9 are the first completely water-soluble sulfide borane carriers that can be washed off in the workup of hydroboration products. The adducts derived from 3 and 9 are new, highly promising reagents suitable for large scale hydroborations and reductions.

Preparation of enantiomerically pure α-hydroxymethyl S-tert-butyl sulfones by Candida antarctica lipase catalyzed resolution

Candida antarctica lipase (CAL; Novozym 435) catalyzed acylation of racemic methyl and benzyl substituted hydroxy sulfones rac-3a and rac-3d, respectively, with vinyl acetate either neat or in ether solvents proceeded with E-values of 18 and 49. For the CAL catalyzed hydrolysis of methyl substituted acetoxy sulfone rac-4a in an emulsion of phosphate buffer and methyl tert-butyl ether at pH 7.0 an E-value of 22 was found. Acetate (+)-ent-4a as well as alcohols (-)-3a and (-)-(S)-3d were obtained with ee-values of 99% on a gram scale.