513-53-1

Basic information

• Product Name: 2-Butanethiol
• Synonyms: 1-Methyl-1-propanethiol;2-Butyl mercaptan;2-Mercaptobutane;3-Methyl-2-propanethiol;NSC 78417;s-Butyl mercaptan;sec-Butanethiol;sec-Butyl mercaptan;sec-Butyl thioalcohol;sec-Butylthiol
• CAS NO: 513-53-1
• Molecular Formula: C₄H₁₀S
• Molecular Weight: 90.1872
• EINECS: 208-165-2
• Mol File: 513-53-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 86.595 °C at 760 mmHg
• Flash Point: 21.111 °C
• Appearance: Colorless liquid with unpleasant smell
• Density: 0.828 g/cm³
• Vapor Pressure: 74.1mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: 2-Butanethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanethiol(513-53-1)
• EPA Substance Registry System: 2-Butanethiol(513-53-1)

Safety Data

• Hazard Codes: F:Flammable;;
• Statements: R11:; R36/37/38:
• Safety Statements: S16:; S26:; S36:
• Hazardous Substances Data: 513-53-1(Hazardous Substances Data)

Usage

General Description

2-Butanethiol is a chemical compound with the formula C4H10S. It is a colorless liquid with a strong, unpleasant odor, resembling that of rotten cabbage. 2-Butanethiol is a thiol compound, characterized by the presence of a sulfur atom and a hydrogen atom bonded to a carbon atom. It is commonly used as a flavoring agent in the food industry and as an odorant in the natural gas industry. 2-Butanethiol is also used in the production of rubber and plastics, as well as in organic synthesis for the creation of other chemical compounds. It is considered to be a hazardous chemical and precautions should be taken when handling it, as it is highly flammable and can cause skin and eye irritation.

InChI:InChI=1/C4H10S/c1-3-4(2)5/h4-5H,3H2,1-2H3/t4-/m1/s1

Upstream product

• 107-55-1 O,O-bis(sec-butyl) hydrogen dithiophosphate 
• 7309-01-5 2,2-bis-ethylsulfanyl-butane 
• 78-76-2 s-butyl bromide 
• 17356-08-0 thiourea 
• 78-92-2 iso-butanol 
• 95465-99-9 cadusafos 
• 107-01-7 butene-2 
• 7664-39-3 hydrogen fluoride 
• 7783-06-4 hydrogen sulfide 
• 109-66-0 pentane 
• 86119-84-8 phosphoric acid 
• 7637-07-2 boron trifluoride 
• 55436-26-5 3,5-diethyl-3,5-dimethyl-[1,2,4]trithiolane 
• 60-29-7 diethyl ether 

Downstream Products

• 5943-30-6 sec-butyl disulfide 
• 22438-36-4 Isopropyl-sec-butyl-sulfid 
• 23837-13-0 1-(Bis-sec-butylsulfanyl-methyl)-4-methoxy-benzene 
• 2432-39-5 thioacetic acid S-(1-methylpropyl) ester 
• 134480-43-6 4-(2-sec-Butylsulfanyl-ethyl)-pyridine 
• 77905-79-4 (E)-3-Phenyl-thioacrylic acid S-sec-butyl ester 
• 95535-46-9 <2-(1-Methylpropylthio)ethyl>(phenyl)sulfon 
• 101309-90-4 2-(2-butyldithio)benzoic acid 
• 1631-58-9 nereistoxin 
• 626-26-6 sec-butyl sulfide 
• 71037-13-3 1-(sec-butyl)-2-phenyldisulfide 
• 87716-84-5 benzyl sec-butyl sulfide 
• 61049-76-1 Phenylacetyl-1-methylpropyl-thioether 
• 67779-31-1 2-Methyl-4-isopropenyl-6-sec-butylthiomethylen-cyclohexanon 

Relevant articles and documents

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Interrogation of the Substrate Profile and Catalytic Properties of the Phosphotriesterase from Sphingobium sp. Strain TCM1: An Enzyme Capable of Hydrolyzing Organophosphate Flame Retardants and Plasticizers

The most familiar organophosphorus compounds are the neurotoxic insecticides and nerve agents. A related group of organophosphorus compounds, the phosphotriester plasticizers and flame retardants, has recently become widely used. Unlike the neurotoxic phosphotriesters, the plasticizers and flame retardants lack an easily hydrolyzable bond. While the hydrolysis of the neurotoxic organophosphates by phosphotriesterase enzymes is well-known, the lack of a labile bond in the flame retardants and plasticizers renders them inert to typical phosphotriesterases. A phosphotriesterase from Sphingobium sp. strain TCM1 (Sb-PTE) has recently been reported to catalyze the hydrolysis of organophosphorus flame retardants. This enzyme has now been expressed in Escherichia coli, and the activity with a wide variety of organophosphorus substrates has been characterized and compared to the activity of the well-known phosphotriesterase from Pseudomonas diminuta (Pd-PTE). Structure prediction suggests that Sb-PTE has a β-propeller fold, and homology modeling has identified a potential mononuclear manganese binding site. Sb-PTE exhibits catalytic activity against typical phosphotriesterase substrates such as paraoxon, but unlike Pd-PTE, Sb-PTE is also able to effectively hydrolyze flame retardants, plasticizers, and industrial solvents. Sb-PTE can hydrolyze both phosphorus-oxygen bonds and phosphorus-sulfur bonds, but not phosphorus-nitrogen bonds. The best substrate for Sb-PTE is the flame retardant triphenyl phosphate with a kcat/Km of 1.7 × 106 M-1 s-1. Quite remarkably, Sb-PTE is also able to hydrolyze phosphotriesters with simple alcohol leaving groups such as tributyl phosphate (kcat/Km = 40 M-1 s-1), suggesting that this enzyme could be useful for the bioremediation of a wide variety of organophosphorus compounds.

A preparative scale reduction of alkyl disulfides with tributyl phosphine and water

A series of alkyl disulfides has been shown to be reduced by tributyl phosphine at room temperature. The resulting thiols were then acylated in the same pot and isolated in good yields. This sequence is convenient and is a practical option for the preparation of gram quantities of thiol or thioester from the corresponding disulfide.