CAS 146374-27-8 Tert-Butanesulfinamide (HCID 3382465)

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Basic information

CAS: 146374-27-8
Standard SMILES: CC(C)(C)S(N)=O
InChIKey: CESUXLKAADQNTB-UHFFFAOYSA-N
Molecular formula: C4H11NOS
Average molar mass: 121.2 g/mol

Overview

structure in first source

Names & identifiers

Preferred name: Tert-Butanesulfinamide
IUPAC: 2-methylpropane-2-sulfinamide
English name: tert-Butanesulfinamide
Molecular formula: C4H11NOS
Molecular weight: 121.2

Names & synonyms

tert-butanesulfinamideDTXSID90463241RefChem:476183DTXCID408220012-methylpropane-2-sulfinamide146374-27-82-Methyl-2-propanesulfinamidetert-Butylsulfinamidet-Butylsulfinamide2-Propanesulfinamide, 2-methyl-Ellman's sulfinamide1,1-dimethylethylsulfinamide

Show more names

(S)-tert-ButanesulfinamideMethyl-2-propanesulfinaMideS-(-)-2-Methyl-2-propanesulfinamidetert-ButanesuL(S)-(C4H11NOS-)ert-Butylsulfinamide

2-Methylpropan-2-sulfinamideTERT-BUTYL SULFINAMIDEtert-butylsulphinamidetert-Butylsulfinamide, (+/-)-MFCD01863616C4H11NOS42F4K704G02-Methyl-propane-2-sulfinic acid amide

Database identifiers

CAS: 146374-27-8、196929-78-9、343338-28-3
PubChem CID: 3382465
DTXSID: DTXSID20391967
UNII: 42F4K704G0、7FEC1T720F、I85YC2ZA8O
EC Number: 619-964-4、926-811-8
Nikkaji

Properties

Computed structural properties

XLogP: 0
Topological polar surface area: 62.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 7
Formal charge: 0
Complexity: 84.2

Physicochemical properties

Melting point: 97 · 97-101 °C(lit.)
Boiling point: 220 · 220.0±23.0 °C(Predicted)
Density: 1.124 · 1.124
storage temp.: 2 · 2-8°C
solubility: Soluble in methanol.
pka: 10.11 · 10.11±0.50(Predicted)
form: Powder or Crystals
color: White to tan
InChI: InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3
InChIKey: CESUXLKAADQNTB-UHFFFAOYSA-N
SMILES: CC(C)(S(N)=O)C
CAS DataBase Reference: 146374 · 146374-27-8(CAS DataBase Reference)
FDA UNII: 42 F4K704G0 · 42F4K704G0
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 14.3% (1 of 7) of reports.

Danger

H301 (42.9%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (42.9%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29309090
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P271-P280

Chemistry & industry

Applications · 3 items

Description(S)-tert-Butanesulfinamide (also known as 2-Methyl-2-propanesulfinamide) is used for the synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidne.It can be also used to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine1,2-(R)-(+)-2-Methyl-2-propanesulfinamide may be used to prepare N-(1-cyclohexylmethylidene)-2-methylpropane-2-sulfinamide via copper mediated condensation with cyclohexane carboxaldehyde. It may also be used to prepare (20E)-N-[t-butyl-(R)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the development of androgen receptor antagonists. (S)-(-)-2-Methyl-2-propanesulfinamide may be used to develop benzofuran-based farnesyltransferase inhibitors as anti-cancer agents.

Uses(±)-2-Methyl-2-propanesulfinamide is used in the synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidne. It is also used to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine.

UsesEllman′s Sulfinamides