Benzyl succinimido carbonate

HCID 83172CAS 13139-17-8
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(OCc1ccccc1)ON1C(=O)CCC1=O
InChIKey
MJSHDCCLFGOEIK-UHFFFAOYSA-N
Molecular formula
C12H11NO5
Average molar mass
249.22 g/mol
Monoisotopic mass
249.06372245

Names & identifiers

Preferred name
Benzyl succinimido carbonate
IUPAC
benzyl (2,5-dioxopyrrolidin-1-yl) carbonate
English name
N-(Benzyloxycarbonyloxy)succinimide
Molecular formula
C12H11NO5
Molecular weight
249.22

Names & synonyms

13139-17-8Benzyl succinimido carbonate2,5-Pyrrolidinedione, 1-[[(phenylmethoxy)carbonyl]oxy]-EINECS 236-075-3DTXSID201570202,5-Pyrrolidinedione, 1-(((phenylmethoxy)carbonyl)oxy)-RefChem:118901DTXCID9079511236-075-3N-(Benzyloxycarbonyloxy)succinimidebenzyl (2,5-dioxopyrrolidin-1-yl) carbonatecbz-osu
Show more names
Cbz-ClBENZYL N-SUCCINIMIDYL CARBONATEBENZYLOXYCARBONYLOXYSUCCINIMIDEZ-ONSUoxycarbonyL
Z-OSucbz-onsubenzyl 2,5-dioxopyrrolidin-1-yl carbonateMFCD00005513N-Carbobenzoxyoxysuccinimiden-(benzyloxycarbonyloxy) succinimideN-(N-Benzyloxycarbonyloxy)succinimideO-Cbz-N-hydroxysuccinimide

Database identifiers

CAS
13139-17-8
PubChem CID
83172
DTXSID
DTXSID20157020
EC Number
236-075-3
Nikkaji
J208.262D

Properties

Computed structural properties

XLogP
1.1
Topological polar surface area
72.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
5
Heavy atoms
18

Physicochemical properties

Melting point
80 · 80-82 °C(lit.)
Boiling point
392.32 °C · 392.32°C (rough estimate)
Density
1.3189 · 1.3189 (rough estimate)
refractive index
1.556 · 1.5560 (estimate)
Flash point
81 °C · 81°C
storage temp.
2 · Keep in dark place,Inert atmosphere,2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 69.2% (9 of 13) of all reports.

Warning

H315 (23.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 13 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 28-02-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19071

2,5-Pyrrolidinedione, 1-(phenylmethoxy)carbonyloxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (23.1%)

Safety data

F
8-10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29252900
risk_code
43-24/25-36/37/38-20/21/22
Signal word
Warning

Chemistry & industry

Applications · 2 items

UsesReagents for the selective introduction of the Z-protecting group into amino compounds

UsesN-(N-Benzyloxycarbonyloxy)succinimide is a reagent used in the preparation of peptide thioacids view peptide precursors. Also used in the preparation of amino glycoside derivatives for the function of topoisomerase for both human and bacterial inhibition.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

342 records
New reaction record

Linked notes

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