tert-butoxycarbonyl anhydride
CAS No.: 24424-99-5 Formula: C10H18O5 Molecular Weight: 218.24700
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tert-butoxycarbonyl anhydride

CAS No.: 24424-99-5 Formula: C10H18O5 Molecular Weight: 218.24700
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Description

Di-tert-butyl dicarbonate is a reagent widely used in organic synthesis. This carbonate ester reacts with amines to give N-tert-butoxycarbonyl or so-called Boc derivatives. These derivatives do not behave as amines, which allows certain subsequent transformations to occur that would have otherwise affected the amine functional group. The Boc can later be removed from the amine using acids. Thus, Boc serves as a protective group, for instance in solid phase peptide synthesis. It is unreactive to most bases and nucleophiles, allowing for an orthogonal Fluorenylmethyloxycarbonyl chloride (FMOC-Cl) protection.

Basic Info

Chemical Name tert-butoxycarbonyl anhydride
Synonyms

Bis(tert-butoxycarbonyl)oxide; BOC ANHYDRIDE; BOC; boc-acidanhydride; DIBOC; Di-tert-butyl dicarbonate; Di-tert-butyl Pyrocarbonate; Pyrocarbonic Acid Di-tert-butyl Ester; Dibutyldicarbonate; DIBOC,BOC; DBDC; Expand

CAS No. 24424-99-5
Molecular Formula C10H18O5
Molecular Weight 218.24700
PSA 61.83000
LogP 2.87320

Numbering system

EINECS number 246-240-1
RTECS number HT0230000
MDL number MFCD00008805
BRN number 1911173
PubChem number 24862282

Properties

Appearance & Physical State White to off-white microcrystalline powder
Density 0.95 g/mL at 25 °C(lit.)
Boiling Point 65-67 °C
Melting Point 23 °C(lit.)
Flash Point 99 °F
Refractive Index n20/D 1.409(lit.)
Storage Condition 2-8°C

Safety Info

RTECS HT0230000
Hazard Class 6.1
Safety Statements S16; S26; S28
HS Code 29209010
Packing Group I
WGK Germany 3
RIDADR UN 2929 6.1/PG 1
Risk Statements R11; R19; R26; R36/37/38; R43; R10
Hazard Codes T+; Xi; F+
Caution Statement P210; P280; P304 + P340 + P310; P305 + P351 + P338 + P310; P370 + P378; P403 + P235
Signal Word Danger
Symbol GHS02, GHS05, GHS06
Hazard Declaration H225; H315; H317; H318; H330; H335; H336
1H NMR : PredictExpand

NMR Spectrum 1H NMR : Predict

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IR : liquid filmExpand
Mass Expand
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