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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;Dicarbonic acid
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
Specific Gravity
0.950
color 
White
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)
EPA Substance Registry System
Dicarbonic acid, bis(1,1-dimethylethyl) ester(24424-99-5)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
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
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H226 Flammable liquid and vapour Flammable liquids Category 3 Warning
H228 Flammable solid Flammable solids Category 1
Category 2
Danger
Warning
P210, P240,P241, P280, P370+P378
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H304 May be fatal if swallowed and enters airways Aspiration hazard Category 1 Danger
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H317 May cause an allergic skin reaction Sensitisation, Skin Category 1 Warning P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H318 Causes serious eye damage Serious eye damage/eye irritation Category 1 Danger P280, P305+P351+P338, P310
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H330 Fatal if inhaled Acute toxicity,inhalation Category 1, 2 Danger P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H336 May cause drowsiness or dizziness Specific target organ toxicity,single exposure; Narcotic effects Category 3 Warning P261, P271, P304+P340, P312,P403+P233, P405, P501
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H370 Causes damage to organs Specific target organ toxicity, single exposure Category 1 Danger P260, P264, P270, P307+P311, P321,P405, P501
H371 May cause damage to organs Specific target organ toxicity, single exposure Category 2 Warning P260, P264, P270, P309+P311, P405,P501
H372 Causes damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 1 Danger P260, P264, P270, P314, P501
H373 May cause damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 2 Warning P260, P314, P501
H401 Toxic to aquatic life Hazardous to the aquatic environment, acute hazard Category 2 P273, P501
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233 Keep container tightly closed.
P240 Ground/bond container and receiving equipment.
P241 Use explosion-proof electrical/ventilating/lighting/…/equipment.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P284 Wear respiratory protection.
P310 Immediately call a POISON CENTER or doctor/physician.
P302+P352 IF ON SKIN: wash with plenty of soap and water.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P307+P311 IF exposed: call a POISON CENTER or doctor/physician.
P370+P378 In case of fire: Use … for extinction.
P405 Store locked up.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P403+P235 Store in a well-ventilated place. Keep cool.
P501 Dispose of contents/container to..…

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 $40.5 2018-11-13 Buy
Sigma-Aldrich 205249 Di-tert-butyl dicarbonate ReagentPlus , 99% 24424-99-5 1kg $1390 2018-11-13 Buy
TCI Chemical D1547 Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid] >95.0%(T) 24424-99-5 25g $36 2018-11-22 Buy
TCI Chemical D1547 Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid] >95.0%(T) 24424-99-5 100g $113 2018-11-22 Buy
Alfa Aesar A14708 Di-tert-butyl dicarbonate, 97+% 24424-99-5 100g $118 2018-11-13 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 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( 480)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 1374 55
Hangzhou Bayee Chemical Co., Ltd.
0086-571-86990109; 0086-18605816692
0086-571-85775919 rachelhoo@bayeechem.com China 98 55
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19953 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22043 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20786 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32651 55
Jiangsu Qingquan Chemical Co., Ltd.
+86-571-86589381/86589382/86589383
lyy@qqpharm.com sales1@qqpharm.com CHINA 177 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 16534 60
Zjartschem
+86-571-8723 8903 jocelynpan@zjarts.com
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SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 521 58

View Lastest Price from Di-tert-butyl dicarbonate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-04-02 Di-tert-butyl dicarbonate Manufacturer; In stock GMP Factory
24424-99-5
US $1.00 / KG 1KG High quality manufacturer TOP 3 largest production factory in China Chemwill Asia Co.,Ltd.
2018-12-16 Di-tert-butyl dicarbonate
24424-99-5
US $7.00 / kg 1kg 99% 100KG career henan chemical co

Di-tert-butyl dicarbonate Spectrum


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