CAS 13139-12-3 Carbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester (HCID 83168)

Names & identifiers

Preferred name: Carbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester
IUPAC: tert-butyl (2,5-dioxopyrrolidin-1-yl) carbonate
English name: BOC-OSU
Molecular formula: C9H13NO5
Molecular weight: 215.2

Names & synonyms

13139-12-3tert-Butyl N-succinimidyl carbonateCarbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester2,5-Pyrrolidinedione, 1-[[(1,1-dimethylethoxy)carbonyl]oxy]-EINECS 236-071-1DTXSID40653612,5-Pyrrolidinedione, 1-(((1,1-dimethylethoxy)carbonyl)oxy)-RefChem:123580DTXCID7034042Boc-OSutert-butyl (2,5-dioxopyrrolidin-1-yl) carbonateN-(tert-Butoxycarbonyloxy)succinimide

Show more names

BOC-ONSUBOC-OSU PURUMBoc-OSu >=98.0% (CHN)LABOTEST-BB LT00645757T-BUTYL N-SUCCINIMIDO CARBONATET-BUTYL N-SUCCINIMIDYL CARBONATEN-succinimide Tert-butyl Carbonate

tert-butyl 2,5-dioxopyrrolidin-1-yl carbonateMFCD00037903tert-Butyl succinimido carbonate2,5-dioxoazolidinyl (tert-butoxy)formate1-[(tert-butoxycarbonyl)oxy]pyrrolidine-2,5-dioneRJ8UGW9ZA6BOC-OSU, tert-Butyl N-succinimidyl carbonatetert-Butyl(2,5-dioxopyrrolidin-1-yl)carbonate

Database identifiers

CAS: 13139-12-3
PubChem CID: 83168
DTXSID: DTXSID4065361
ChEMBL: CHEMBL4959537
UNII: RJ8UGW9ZA6
EC Number: 236-071-1
Nikkaji: J317.827G

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 72.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 15
Formal charge: 0
Complexity: 288

Physicochemical properties

Melting point: 95 °C · ~95 °C (dec.)
Boiling point: 272.8 · 272.8±23.0 °C(Predicted)
Density: 1.26 · 1.26±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: sol ether, ethyl acetate, acetone; insol water, petroleum ether.
form: Powder
color: White
Sensitive: Moisture Sensitive
BRN: 1536756 · 1536756
Major Application: peptide synthesis
InChI: InChI=1S/C9H13NO5/c1-9(2,3)14-8(13)15-10-6(11)4-5-7(10)12/h4-5H2,1-3H3
InChIKey: VTGFSVGZCYYHLO-UHFFFAOYSA-N
SMILES: C(ON1C(=O)CCC1=O)(=O)OC(C)(C)C
CAS DataBase Reference: 13139 · 13139-12-3
EPA Substance Registry System: 2 · 2,5-Pyrrolidinedione, 1-[[(1,1-dimethylethoxy)carbonyl]oxy]- (13139-12-3)
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H317
Precautionary statements: 280 · P280-P301+P312+P330-P302+P352
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22-43
Safety Statements: 36 · 36/37-60-37-24
WGK Germany: 2 · 2
F: 10 · 10-21
TSCA: TSCA listed
HS Code: 29280000 · 29280000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralSkin · Acute Tox. 4 OralSkin Sens. 1

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 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 CategoriesAcute Tox. 4 (100%)；Skin Sens. 1 (100%)

Safety data

F: 10-21
PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 2
tsca: TSCA listed
hs_code: 29280000
risk_code: 22-43
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 36/37-60-37-24
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H317
Hazard Classifications: Acute Tox. 4 OralSkin Sens. 1
Precautionary statements: P280-P301+P312+P330-P302+P352

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationCarbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester: INACTIVE

Applications · 2 items

UsesN-hydroxysuccinimide fatty acid esters are intermediates in organic synthesis and pharmaceutical research and development, and can be used in laboratory research.

DescriptionBoc-OSu is a reagent in peptide synthesis that protects amino acid amine groups as a selective protecting group. It forms a stable carbamate with the amine in the presence of a base, preventing unwanted reactions. This selective protection and deprotection process is key to the stepwise synthesis of peptides.