CAS 42014-51-7 N-succinimidyl bromoacetate (HCID 3565210)

Names & identifiers

Preferred name: N-succinimidyl bromoacetate
IUPAC: (2,5-dioxopyrrolidin-1-yl) 2-bromoacetate
English name: Bromoacetic acid N-hydroxysuccinimide ester
Molecular formula: C6H6BrNO4
Molecular weight: 236.02

Names & synonyms

42014-51-7N-Succinimidyl bromoacetateU5PMU8UHL8DTXSID90194821RefChem:164210DTXCID301173122,5-Dioxopyrrolidin-1-yl 2-bromoacetateBromoacetic acid N-hydroxysuccinimide esterSBA Crosslinker1-[(Bromoacetyl)oxy]pyrrolidine-2,5-dioneC6H6BrNO4succinimidyl bromoacetate

Show more names

NHS BROMOACETATEBromoacetic Acid NHS EsterBromoacetic Acid NHS EsterN-(Bromoacetoxy)succinimideN-Succinimidyl Bromoacetate >(SBA): Succinimidyl bromoacetate

MFCD00058571(2,5-dioxopyrrolidin-1-yl) 2-bromoacetateBromoacetic Acid N-Succinimidyl EsterBAANSSCHEMBL1094462-Bromoacetic Acid 2,5-Dioxo-1-pyrrolidinyl EsterGS-6096SY051341

Database identifiers

CAS: 42014-51-7
PubChem CID: 3565210
DTXSID: DTXSID90194821
UNII: U5PMU8UHL8
EC Number: 629-027-1
Nikkaji: J441.016E

Properties

Computed structural properties

XLogP: 0
Topological polar surface area: 63.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 224

Physicochemical properties

Melting point: 115 · 115-116°C
Boiling point: 291.7 · 291.7±42.0 °C(Predicted)
Density: 1.85 · 1.85±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: 25 mg/mL · acetone: 25 mg/mL
form: powder
color: White to off-white
InChI: InChI=1S/C6H6BrNO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2
InChIKey: NKUZQMZWTZAPSN-UHFFFAOYSA-N
SMILES: C(ON1C(=O)CCC1=O)(=O)CBr
CAS DataBase Reference: 42014 · 42014-51-7(CAS DataBase Reference)
FDA UNII: 5 PMU8UHL8 · U5PMU8UHL8
UNSPSC Code: 12352106 · 12352106
NACRES: 7 · NC.07
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (95.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (95.2%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 3 items

Usesiodoacetate amine and sulfhydryl reactive homobifunctional cross-linking reagent

UsesA heterobifunctional cross-linking reagent which allows bromoacetylation of primary amine groups followed by coupling to sulfhydryl-containing compounds. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. The second reaction results in thioether bonding in pH range 7.0-8.0.

UsesA sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent.