2-Propanethiol

Base Information

• Chemical Name: 2-Propanethiol
• CAS No.: 75-33-2
• Molecular Formula: C3H8S
• Molecular Weight: 76.1625
• Hs Code.: 2930 90 98
• European Community (EC) Number: 200-861-4
• NSC Number: 87537
• UN Number: 2402
• UNII: E52LR62ETC
• DSSTox Substance ID: DTXSID1025481
• Nikkaji Number: J2.390F
• Wikidata: Q209470
• Metabolomics Workbench ID: 45005
• ChEMBL ID: CHEMBL1897156
• Mol file: 75-33-2.mol

Synonyms:2-Propanethiol;Propane-2-thiol;ISOPROPYL MERCAPTAN;75-33-2;Isopropanethiol;Isopropylthiol;2-Mercaptopropane;2-Propylmercaptan;1-Methylethanethiol;Isopropylmercaptan;2-Propylthiol;propan-2-thiol;NSC 87537;Propanethiol-(2);HSDB 625;iso-C3H7SH;EINECS 200-861-4;UNII-E52LR62ETC;E52LR62ETC;AI3-22988;CHEBI:8474;DTXSID1025481;NSC-87537;EC 200-861-4;2-PROPANE-D7-THIOL;isopropyl thiol;2mercaptopropane;isopropane thiol;2-propanotiol;2-propanthiol;2-propane thiol;iPrSH;2 -propylmercaptan;MFCD00004863;1219803-56-1;2-Propanethiol, >=97%;2-Propanethiol, >=98%;DTXCID105481;CHEMBL1897156;FEMA NO. 3897;ISOPROPYL MERCAPTAN [HSDB];2-Propanethiol, analytical standard;NSC87537;Tox21_201170;2-Propanethiol, >=97.0% (GC);AKOS000121903;LS-1661;CAS-75-33-2;NCGC00091817-01;NCGC00091817-02;NCGC00258722-01;BP-21263;FT-0613370;P0489;EN300-29731;C08391;Q209470;F0001-1899

Chemical Property of 2-Propanethiol

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 455 mm Hg ( 37.8 °C)
• Melting Point: -131 °C(lit.)
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 55.8 °C at 760 mmHg
• PKA: pK1:10.86 (25°C,μ=0.1)
• Flash Point: -34 °C
• PSA: 38.80000
• Density: 0.82 g/cm³
• LogP: 1.32460
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 76.03467143
• Heavy Atom Count: 4
• Complexity: 10.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2-Propanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38-36/38
• Safety Statements: 16-26-9-37/39-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: CC(C)S
• General Description: 2-Propanethiol (also known as isopropyl mercaptan or propane-2-thiol) is a thiol compound that participates in base-catalyzed condensation reactions with acetone and formaldehyde to form various β-keto sulfides. The study demonstrates its reactivity in forming products such as 4-[(propan-2-yl)sulfanyl]butan-2-one, 3-{[(propan-2-yl)sulfanyl]methyl}but-3-en-2-one, and 4-[(propan-2-yl)sulfanyl]-3-{[(propan-2-yl)sulfanyl]methyl}butan-2-one, depending on the amount of sodium hydroxide used. The reaction pathway involves aldol condensation and thia-Michael addition, with the highest conversion (99%) achieved at elevated base concentrations, yielding bis-sulfide as the major product.

Technology Process of 2-Propanethiol

There total 45 articles about 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: 8.0%

Zn(2+)*2SC3H7(1-) = Zn(SC3H7)2 → propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + diisopropyl sulfide (4253-89-8) + zinc sulfide + 2-propanethiol (75-33-2)

Guidance literature:

In neat (no solvent); under vac.,heated at 260 °C, 8 h,; GC;

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + diethyltetrasulfane (13730-34-2) → diisopropylsulfide (625-80-9) + Prop-1-en-1-thiol (925-89-3) + 2-propanethiol (75-33-2)

Guidance literature:

at 180 ℃;

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) → 1,2-dithiole-3-thione (534-25-8) + 2-propanethiol (75-33-2)

Guidance literature:

With sulfur; at 240 ℃;

DOI:10.1080/10789669.2002.10391297

upstream raw materials:

hexamethyl-[1,3,5]trithiane

2-iodo-propane

propene

diethyltetrasulfane

Downstream raw materials:

2-isopropylsulfanyl-ethylamine

(2-chloro-phenyl)-thiocarbamic acid S-isopropyl ester

(2,5-dichloro-phenyl)-thiocarbamic acid S-isopropyl ester

Isopropyl-<2,4-dinitro-phenyl>-disulfid

Refernces

Condensation of Propan-2-one with Formaldehyde and Propane-2-thiol

10.1134/S1070363220040015

The research investigates the three-component condensation reaction of propan-2-one (acetone) with formaldehyde and propane-2-thiol in the presence of sodium hydroxide to produce various ?-keto sulfides. The study aims to determine the optimal conditions for forming different products, namely 4-[(propan-2-yl)sulfanyl]butan-2-one (1), 3-{[(propan-2-yl)sulfanyl)methyl]but-3-en-2-one (2), and 4-[(propan-2-yl)sulfanyl]-3-{[(propan-2-yl)sulfanyl)methyl}butan-2-one (3), by varying the amount of sodium hydroxide. The key findings are that the product ratio depends on the quantity of sodium hydroxide used. When the molar ratio of acetone : formaldehyde : propane-2-thiol : sodium hydroxide is 1 : 1 : 1 : 0.03, compound 1 is initially formed, which then transforms into compounds 2 and 3. Increasing the amount of sodium hydroxide to 0.4 mol results in a maximum conversion of propane-2-thiol to 99% within 5 hours, with bis-sulfide 3 being the major product. The study concludes that the formation of compound 2 involves an aldol condensation of compound 1 with formaldehyde, and compound 3 is produced via a base-catalyzed thia-Michael addition of propane-2-thiol to the C=C double bond of compound 2.