| Identification | Back Directory | [Name]
2-NITRO-5-THIOCYANATOBENZOIC ACID | [CAS]
30211-77-9 | [Synonyms]
NTCB
Nitrothiocyanobenzoic acid
2-NITRO-5-THIOCYANOBENZOIC ACID
2-nitro-5-thiocyanato-benzoicaci
2-NITRO-5-THIOCYANATOBENZOIC ACID
2-Nitro-5-thiocyanatobenzoic acid,98%
2-Nitro-5-thiocyanobenzoic acid, NTCB | [EINECS(EC#)]
250-093-9 | [Molecular Formula]
C8H4N2O4S | [MDL Number]
MFCD00007139 | [MOL File]
30211-77-9.mol | [Molecular Weight]
224.19 |
| Chemical Properties | Back Directory | [Appearance]
yellow fine crystalline powder | [Melting point ]
156-157 °C(lit.)
| [Boiling point ]
449.0±40.0 °C(Predicted) | [density ]
1.63 | [refractive index ]
1.5690 (estimate) | [Fp ]
225.4℃ | [storage temp. ]
2-8°C
| [solubility ]
DMF: 25 mg/ml; DMSO: 11 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): 0.3 mg/ml | [form ]
powder
| [pka]
1.75±0.25(Predicted) | [color ]
yellow
| [BRN ]
2124001 | [InChI]
InChI=1S/C8H4N2O4S/c9-4-15-5-1-2-7(10(13)14)6(3-5)8(11)12/h1-3H,(H,11,12) | [InChIKey]
NQUNIMFHIWQQGJ-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(SC#N)=CC=C1[N+]([O-])=O | [EPA Substance Registry System]
Benzoic acid, 2-nitro-5-thiocyanato- (30211-77-9) |
| Hazard Information | Back Directory | [Chemical Properties]
yellow fine crystalline powder | [Uses]
2-Nitro-5-thiocyanatobenzoic acid (NTCB) is a highly reactive reagent that transfers its cyano group rapidly to a nucleophilic thiolate. 2-Nitro-5-thiocyanatobenzoic acid has been proposed as a reagent for converting thiol groups in proteins into their S-cyano derivatives[1][2]. | [Biological Activity]
2-nitro-5-thiocyanatobenzoic acid (NTCB) is commonly used to cyanylate and cleave proteins at cysteine residues. | [References]
[1] Qiao Y, et al. Site-Specific Conversion of Cysteine in a Protein to Dehydroalanine Using 2-Nitro-5-thiocyanatobenzoic Acid. Molecules. 2021;26(9):2619. Published 2021 Apr 29. DOI:10.3390/molecules26092619
[2] Price NC. Alternative products in the reaction of 2-nitro-5-thiocyanatobenzoic acid with thiol groups. Biochem J. 1976;159(1):177-180. DOI:10.1042/bj1590177 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3
| [F ]
8-21 | [TSCA ]
TSCA listed | [HS Code ]
29309090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
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