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Di-tert-butyl dicarbonate

Di-tert-butyl dicarbonate
Di-tert-butyl dicarbonate structure
CAS No.
24424-99-5
Chemical Name:
Di-tert-butyl dicarbonate
Synonyms
BOC;DBDC;DIBOC;BOC O2;(BOC)2O;DIBOC,BOC;(t.-Boc)2O;BOC ANHYDRIDE;(BOC)2O FLUKA;Di-tert-butyL
CBNumber:
CB4267614
Molecular Formula:
C10H18O5
Formula Weight:
218.25
MOL File:
24424-99-5.mol

Di-tert-butyl dicarbonate Properties

Melting point:
23 °C(lit.)
Boiling point:
65-67 °C
Density 
0.95 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.409(lit.)
Flash point:
99 °F
storage temp. 
2-8°C
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
InChIKey
DYHSDKLCOJIUFX-UHFFFAOYSA-N
CAS DataBase Reference
24424-99-5(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
Z10Q236C3G
EPA Substance Registry System
Dicarbonic acid, bis(1,1-dimethylethyl) ester (24424-99-5)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS02,GHS05,GHS06,GHS08,GHS07
Signal word  Danger
Hazard statements  H302-H319-H371-H372-H304-H370-H401-H228-H225-H315-H317-H318-H330-H335-H336-H351-H373-H226
Precautionary statements  P302+P352-P304+P340-P305+P351+P338-P310-P201-P202-P233-P240-P241+P242+P243-P264-P270-P271-P284-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P307+P311-P405-P501-P273-P301+P310+P331-P301+P312+P330-P308+P311-P241-P210-P280-P304+P340+P310-P305+P351+P338+P310-P370+P378-P403+P235-P260-P403+P233
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
4.4-10-21
Autoignition Temperature 460 °C
Hazard Note  Flammable/Irritant/Very Toxic
TSCA  Yes
HazardClass  6.1
PackingGroup  I
HS Code  29209010
Toxicity LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 2000 mg/kg

Di-tert-butyl dicarbonate price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 205249 Di-tert-butyl dicarbonate ReagentPlus , 99% 24424-99-5 10g $43 2020-08-18 Buy
Sigma-Aldrich 205249 Di-tert-butyl dicarbonate ReagentPlus , 99% 24424-99-5 1kg $1480 2020-08-18 Buy
TCI Chemical D1547 Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid] >95.0%(T) 24424-99-5 25g $36 2020-06-24 Buy
TCI Chemical D1547 Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid] >95.0%(T) 24424-99-5 100g $113 2020-06-24 Buy
Alfa Aesar A14708 Di-tert-butyl dicarbonate, 97+% 24424-99-5 25g $41.8 2020-06-24 Buy

Di-tert-butyl dicarbonate Chemical Properties,Uses,Production

Chemical Properties

White to off-white microcrystalline powder

Chemical Properties

Di-tert-butyl dicarbonate (Boc2O) and di-tert-butyl tricarbonate ((BocO)2CO)  have been used as amine carbonylating reagents to obtain linear or branched aliphatic isocyanates.
most of the known methods for transforming amines into isocyanates are not mild enough and furnish undefined products as a result of uncontrolled side reactions. However, 4-dimethylaminopyridine (DMAP)-catalyzed reaction with activated carbonates as C1 building blocks constitutes a convenient laboratory method for the phosgene-free isocyanation of amines. A procedure has been described whereby alkyl- and arylamines are converted into isocyanates in high yields by reaction with activated carbonates (for example, di-tert-butyl dicarbonate, Boc2O) in the presence of a catalytic amount of a nucleophilic nitrogen base at room temperature.
Di-tert-butyl dicarbonate (Boc2O) is a widely used reagent for introducing protecting groups in peptide synthesis. The reaction of substituted anilines with Boc2O in the presence of a stoichiometric amount of 4-dimethylaminopyridine (DMAP) in an inert solvent (acetonitrile, dichloromethane, ethyl acetate, tetrahydrofuran, toluene) at room temperature leads to aryl isocyanates in almost quantitative yields within 10 min.

Uses

Reagent commonly used in organic chemistry for the introduction of the BOC protecting group.

Uses

reagent for t-BOC-protected amines

Uses

Reagent for the preparation of Boc-amino acids and peptides in high yields.

Purification Methods

Melt the ester by heating at ~35o, and distil it in a vacuum. If IR and NMR ( 1810m 1765 cm-1 , in CCl4 1.50 singlet) suggest very max impure, then wash with an equal volume of H2O containing citric acid to make the aqueous layer slightly acidic, collect the organic layer and dry it over anhydrous MgSO4 and distil it in a vacuum. [Pope et al. Org Synth 57 45 1977, Keller et al. Org Synth 63 160 1985, Grehn et al. Angew Chem 97 519 1985.] FLAMMABLE.

Di-tert-butyl dicarbonate Preparation Products And Raw materials

Raw materials

Preparation Products

TERT-BUTYL 4-(4-FORMYL-1,3-THIAZOL-2-YL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE N-4-Boc-2-piperazinecarboxylic acid TERT-BUTYL 4-(HYDROXYMETHYL)PYRIDIN-2-YLCARBAMATE 1-BOC-PIPERAZINE TERT-BUTYL N-(2-HYDROXYETHYL)CARBAMATE TERT-BUTYL 3-(4-AMINO-2,6-DICHLOROPHENOXY)PROPYLCARBAMATE 1-TERT-BUTYL 6-METHYL 3-FORMYL-1H-INDOLE-1,6-DICARBOXYLATE Spermidine 3-[(N-(TERT-BUTYLOXYCARBONYL)AMINO)METHYL]PYRIDINE tert-Butyl N-(2-bromoethyl)carbamate 3-TERT-BUTOXYCARBONYLAMINO-ISONICOTINIC ACID TERT-BUTYL 4-FORMYL-2-METHOXYPHENYL CARB ONATE, 99 (S)-N-Boc-allylglycine N-BOC-piperidine-4-carboxylic acid TERT-BUTYL 3-FORMYLPYRIDIN-4-YLCARBAMATE 4-ALLYL-PIPERIDINE-1,4-DICARBOXYLIC ACID MONO-TERT-BUTYL ESTER 1-Boc-3-oxopiperazine 2-(2,2-DIMETHYL-PROPIONYLAMINO)-ISONICOTINIC ACID 1-(4-PYRIDYLMETHYL)PIPERAZINE 6-(BOC-AMINO)-HEXYL BROMIDE BOC-L-Isoleucine 1-Boc-piperazine acetate 1-BOC-4-HYDROXY-4-(HYDROXYMETHYL)-PIPERIDINE 4-CHLORO-(N-BOC)ANILINE 97 (S)-(-)-1-Boc-2-pyrrolidinemethanol N,N-DIMETHYL-2-PIPERAZIN-1-YL-ACETAMIDE N-Boc-D-proline N-Boc-N,N-bis(2-chloroethyl)amine 4-(BOC-AMINOMETHYL)PYRIDINE N-1-BOC-N-4-CBZ-2-PIPERAZINECARBOXYLIC ACID T-BUTYL ESTER TERT-BUTYL 4-(METHOXYCARBONYL)PYRIDIN-2-YLCARBAMATE 4-BOCAMINO-NICOTINIC ACID (S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine 5-[N-(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROPYRIDINE 6-BOC-HYDRAZINONICOTINIC ACID TERT-BUTYL 4-(5-FORMYL-4-METHYL-1,3-THIAZOL-2-YL)PIPERIDINE-1-CARBOXYLATE 6-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLIC ACID (R)-PIPERAZINE-2-CARBOXYLIC ACID (3-HYDROXYMETHYL-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER 1-Boc-4-cyanopiperidine

Di-tert-butyl dicarbonate Suppliers

Global( 562)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
SIMAGCHEM CORP
13806087780 +86 13806087780
shaobowang@simagchem.com CHINA 17852 58
Nanjing Sinoda Biological Technology Co., Ltd
13401983379 0086-13401983379
0086-25-83151634 sales@njmcn.cn CHINA 44 58
Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 19929 60
Hangzhou Bayee Chemical Co., Ltd.
0086-571-86990109
0086-571-85775919 rachelhoo@bayeechem.com China 105 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22623 55
Hangzhou FandaChem Co.,Ltd.
0086 158 5814 5714 (Mobile
+86-571-56059825 fandachem@gmail.com CHINA 3276 55
Jiangsu Qingquan Chemical Co., Ltd.
+86-571-86589381/86589382/86589383
lyy@qqpharm.com sales1@qqpharm.com CHINA 154 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 24935 60
Zjartschem
+86-571-8723 8903 jocelynpan@zjarts.com
+86-571-87063838 jocelynpan@zjarts.com CHINA 997 58

Related articles


View Lastest Price from Di-tert-butyl dicarbonate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-07-10 Di-tert-butyl dicarbonate
24424-99-5
1KG 98% 500 Ton/Tons per Month Hebei Xibaijie Biotechnology Co., Ltd.
2019-07-13 Dicarbonic acid bis(1,1-dimethylethyl)ester Pyrocarbonic acid di-tert-butyl ester 24424-99-5 in stock factory Di-tert-butyl pyrocarbonate
24424-99-5
US $1.50-1.10 / KG 1KG 99.5% high quality purified in stock bulk metric tons per month Chemwill Asia Co.,Ltd.
2019-07-13 Di-tert-butyl dicarbonate 24424-99-5 in stock factory Di-tert-butyl pyrocarbonate
24424-99-5
US $1.50-1.10 / KG 1KG 99.5% high quality purified in stock bulk metric tons per month Chemwill Asia Co.,Ltd.

Di-tert-butyl dicarbonate Spectrum


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