2-Methyl-2-propanethiol

Base Information

• Chemical Name: 2-Methyl-2-propanethiol
• CAS No.: 75-66-1
• Molecular Formula: C4H10S
• Molecular Weight: 90.1894
• Hs Code.: 29309090
• European Community (EC) Number: 200-890-2
• ICSC Number: 0019
• NSC Number: 229569
• UN Number: 2347
• UNII: 489PW92WIV
• DSSTox Substance ID: DTXSID0026418
• Nikkaji Number: J4.161K
• Wikipedia: Tert-Butylthiol
• Wikidata: Q973473
• ChEMBL ID: CHEMBL3182458
• Mol file: 75-66-1.mol

Synonyms:1,1-Dimethylethanethiol;2-Isobutanethiol;2-Methyl-2-propanethiol;TBM;tert-Butanethiol;tert-Butylmercaptan;tert-Butylthiol;

Chemical Property of 2-Methyl-2-propanethiol

Chemical Property:

• Appearance/Colour: liquid with an exceedingly unpleasant smell
• Vapor Pressure: 303.5 mm Hg ( 37.7 °C)
• Melting Point: -1.1 °C
• Refractive Index: 1.4221 - 1.4241
• Boiling Point: 67 °C at 760 mmHg
• PKA: pK1:11.22 (25°C,μ=0.1)
• Flash Point: ?12°F
• PSA: 38.80000
• Density: 0.83 g/cm³
• LogP: 1.71470
• Storage Temp.: Flammables area
• Solubility.: 1.47g/l slightly soluble
• Water Solubility.: Slightly soluble in water
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 90.05032149
• Heavy Atom Count: 5
• Complexity: 25.1

Purity/Quality:

99.9% ^*data from raw suppliers

tert-Butanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,Xi
• Hazard Codes: F,Xi,Xn,N
• Statements: 11-41-65-43-36-51/53
• Safety Statements: 3-16-26-39-38-36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: CC(C)(C)S
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract. Exposure at high levels could cause lowering of consciousness.
• Description: tert-Butylthiol, also known as 2-methyl propane-2-thiol, 2- methyl-2-propane thiol, tert-butyl mercaptan (TBM), and t-BuSH, is an organo sulfur compound with the formula (CH3)3CSH. This thiol may have been used as a flavoring agent, as an odorant for natural gas (which is odorless), and also in a wide range of organic reactions.
• Uses: 2-Methyl-2-propanethiol was used in reaction of 2-methyl-2-propanethiol on Mo(110) using temperature programmed reaction, high resolution electron enegy loss and X-ray photoelectron spectroscopies. It was used in the synthesis of chain-transfer agents for reversible addition-fragmentation chain-transfer copolymerization of vinylidene chloride and methyl acrylate. Tert-Butylthiol is the main ingredient in many gas odorant blends. It is always utilized as a blend of other compounds, typically dimethyl sulfide, methyl ethyl sulfide, tetrahydrothiophene or other mercaptans (isopropyl mercaptan, sec-butyl mercaptan and/or n-butyl mercaptan, due to its rather high melting point of 273 K. These blends are used only with natural gas and not propane, as the boiling points of these blends and propane are quite different. As propane is delivered as a liquid and vaporizes to gas when being delivered to the appliance, the vapor liquid equilibrium would substantially reduce the amount of odorant blend in the vapor. Tert - Butyl thiol has been listed on the European Food Safety Authority (FL-no: 12.174) as a flavor additive. There is no indication of what flavor or flavors it may have been used in. It has been removed from this list.

Technology Process of 2-Methyl-2-propanethiol

There total 65 articles about 2-Methyl-2-propanethiol 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: 96.0%

t-butyl bromide (507-19-7) → 2-methylpropan-2-thiol (75-66-1)

Guidance literature:

With hydrosulfide exchange resin; In acetonitrile; at 25 ℃; for 0.25h;

DOI:10.1039/a707241d

Reference yield: 95.0%

tertiary butyl chloride (507-20-0) → 2-methylpropan-2-thiol (75-66-1)

Guidance literature:

With hydrosulfide exchange resin; In acetonitrile; at 25 ℃; for 0.25h;

DOI:10.1039/a707241d

Reference yield: 75.0%

tert-butyl alcohol (75-65-0) → 2-methylpropan-2-thiol (75-66-1)

Guidance literature:

With polymer supported thiol; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1246/cl.2000.1304

upstream raw materials:

O,O-di-t-butyl dithiophosphoric acid

tertiary butyl chloride

Isobutyl bromide

sulfure de di tert-butyle

Downstream raw materials:

3-tert-butylthiosulfolane

S-tert-butyl thioacetate

phenyl-thiocarbamic acid S-tert-butyl ester

2-methyl-2-propylsulfanyl-propane

Refernces

• 1、 -. "COPPER PROTECTIVE AGENT". Paragraph 0042-0043. . Retrieved 2019/05/24.
• 2、 Zhou, Yuntao,Li, Lijie,Ye, Hebo,Zhang, Ling,You, Lei. "Quantitative Reactivity Scales for Dynamic Covalent and Systems Chemistry". supporting information. p. 381 - 389. Retrieved 2016/01/26.