CAS 2158-14-7 4-Acetamidobenzenesulfonyl azide (HCID 5129185)

Names & identifiers

Preferred name: 4-Acetamidobenzenesulfonyl azide
IUPAC: N-(4-azidosulfonylphenyl)acetamide
English name: 4-Acetamidobenzenesulfonyl azide
Molecular formula: C8H8N4O3S
Molecular weight: 240.24

Names & synonyms

4-Acetamidobenzenesulfonyl azide2158-14-7DTXSID10408598RefChem:97602DTXCID10359450606-801-7N-(4-azidosulfonylphenyl)acetamidep-ABSA4-acetamidophenylsulfonyl azide4-acetamidobenzene-1-sulfonyl azide4-(acetylamino)benzenesulfonyl azide4-acetamidobenzenesulfonylazide

Show more names

4-AcetamidobenzenesulfonylDKSI122DKFELEX03374-AcetamidobenzenesuL4-acetamidobenzenesulphon4-ACETAMIDENZENESULFONYLAZIDE

MFCD00029626p-acetamidobenzenesulfonyl azideNSC 82543NSC-825434-Acetamidobenzenesulfonyl azide; 4-Acetamidophenylsulfonyl azide; N-(4-Azidosulfonylphenyl)acetamide; NSC 82543;4-Acetamidobenzene sulfonyl azide4-Acetamidophenyl sulphonyl azideN-Acetylsulfanilyl Azide; 4-(Acetylamino)benzenesulfonyl Azide; 4-Acetamidobenzenesulfonyl Azide; NSC 82543; p-Acetamidobenzenesulfonyl Azide

Database identifiers

CAS: 2158-14-7
PubChem CID: 5129185
DTXSID: DTXSID10408598
UNII: HFH5H2MX8S
EC Number: 606-801-7
Nikkaji: J1.396.154I

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 86 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 3
Heavy atoms: 16
Formal charge: 0
Complexity: 399

Physicochemical properties

Melting point: 107 · 107-111 °C (lit.)
storage temp.: 2 · 2-8°C
form: powder to crystal
color: White to Amber to Dark purple
Water Solubility: Insoluble in water.
BRN: 2219568 · 2219568
InChI: InChI=1S/C8H8N4O3S/c1-6(13)10-7-2-4-8(5-3-7)16(14,15)12-11-9/h2-5H,1H3,(H,10,13)
InChIKey: NTMHWRHEGDRTPD-UHFFFAOYSA-N
SMILES: C1(S(=O)(=O)N=[N+]=[N-])=CC=C(NC(=O)C)C=C1
CAS DataBase Reference: 2158 · 2158-14-7(CAS DataBase Reference)
UNSPSC Code: 12352125 · 12352125
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
HS Code: 29350090 · 29350090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29350090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses4-Acetamidobenzenesulfonyl azide is an important organic intermediate (building block) to synthetize substituted amidobenzene products.

Uses4-Acetamidobenzenesulfonyl azide is used as a hydroazidation catalyst for facile preparation of organoazides. It is used as a reagent for synthesis of: monosaccharide-derived alcohols, a late-stage intermolecular C-H olefination, intramolecular isomuenchnone cycloaddition approach to antitumor agents, rhodium-catalyzed carbene cyclization cycloaddition cascade reaction of vinylsulfonates and Suzuki-Miyaura cross coupling reaction.

UsesHydroazidation Catalyst for Facile Preparation of OrganoazidesDiazo transfer agent.