Di-tert-butyl dicarbonate CAS#24424-99-5

CAS Number: 24424-99-5
Chemical Formula: C10H18O5
Synonyms:

(BOC)2O
(BOC)2O FLUKA
Boc Anhydride, solid/liquid

Appearance: Transperant Liquid

MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)

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Product Details

Di-tert-butyl dicarbonate CAS#24424-99-5

Di-tert-butyl dicarbonate (Boc2O) is a reagent mainly used for the introduction of the Boc protecting group to amine functionalities. It is also used as a dehydrating agent in some organic reactions, particularly with carboxylic acids, certain hydroxyl groups, or with primary nitroalkanes.

Di-tert-butyl dicarbonate Chemical Properties

Melting point	23 °C (lit.)
Boiling point	56-57 °C/0.5 mmHg (lit.)
density	0.95 g/mL at 25 °C (lit.)
vapor pressure	3.85Pa at 25℃
refractive index	n20/D 1.409(lit.)
Fp	99 °F
storage temp.	2-8°C
solubility	Chloroform (Sparingly), Methanol (Slightly)
form	Low Melting Crystalline Solid
color	White
Specific Gravity	0.950
Water Solubility	Miscible with decalin, toluene, carbon tetrachloride, tetrahydrofuran, dioxane, alcohols, acetone, acetonitrile and dimethylformamide. Immiscible with water.
Sensitive	Moisture Sensitive
BRN	1911173
Stability:	Acid Sensitive
Major Application	peptide synthesis
InChI	1S/C10H18O5/c1-9(2,3)14-7(11)13-8(12)15-10(4,5)6/h1-6H3
InChIKey	DYHSDKLCOJIUFX-UHFFFAOYSA-N
SMILES	CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
LogP	1.87 at 25℃
CAS DataBase Reference	24424-99-5(CAS DataBase Reference)
EPA Substance Registry System	Dicarbonic acid, bis(1,1-dimethylethyl) ester (24424-99-5)

Safety Information

Hazard Codes	T+,T,F,Xi,F+
Risk Statements	11-19-26-36/37/38-43-10-40
Safety Statements	16-26-28-36/37-45-7/9-37/39-24-36/37/39-33
RIDADR	UN 2929 6.1/PG 1
WGK Germany	3
RTECS	HT0230000
F	4.4-10-21
Autoignition Temperature	460 °C
Hazard Note	Flammable/Irritant/Very Toxic
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	I
HS Code	29209010
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 1 Inhalation Eye Dam. 1 Flam. Liq. 3 Skin Irrit. 2 Skin Sens. 1 STOT SE 3
Toxicity	LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 2000 mg/kg

Product Application Of Di-tert-butyl dicarbonate CAS#24424-99-5

Di-tert-butyl dicarbonate has the following uses:
(1) As part of a series of bovine plasma amine oxidase inactivators. Aminomethylenes were prepared by the reaction of Boc propargylamine with formaldehyde, diisopropylamine and copper bromide.
(2) It can be used as a general purpose carboxylation reagent. Carbon nucleophiles generated by a non-nucleophilic base (LDA) were effectively trapped with di-tert-butyl dicarbonate (Boc-anhydride) to provide the corresponding tert-butyl aryl acetates, di-tert-butyl aryl malonates, unsymmetrical aryl malonates and tert-butyl benzoates in high yields.
(3) Alcohols as Boc derivatives were catalytically protected by Lewis acids. Reagents for the introduction of Boc protecting groups.
(4) Reagents for the preparation of Boc-protected amines. Tri-tert-butoxycarbonyl-protected hydrazines prepare Fmoc esters in chromogenic reagents for monitoring solid-phase aldehydes.

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