2-ETHOXY-1-ETHOXYCARBONYL-1,2-DIHYDROQUINOLINE

PRODUCT IDENTIFICATION

CAS NO.

16357-59-8

2-ETHOXY-1-ETHOXYCARBONYL-1,2-DIHYDROQUINOLINE

EINECS NO. 240-418-2
FORMULA C14H17NO3
MOL WT. 247.29

H.S. CODE

 

TOXICITY

 

SYNONYMS N-Ethoxycarbonyl-2-ethoxy-1,2-Dihydroquinoline;
Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate; 2-Ethoxy-1-(2H)-quinoline carboxylic acid, ethyl ester; EEDQ;
SMILES

 

CLASSIFICATION

COUPLING REAGENTS /

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white powder
MELTING POINT 66 - 67 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER

 

pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT

 

STABILITY

Stable under ordinary conditions

GENERAL DESCRIPTION & APPLICATIONS

Carbodiimides are a group of organic compounds which have the resonance formula  N=C=N. Carbodiimide is formed by dehydration of urea or from thiourea. Carbodiimides are readily reacts with various form of amines and hydroxyl functional groups. Carbodiimides are used as dehydration agents and as activating agent of carboxylic acids to form esters or amides. The disubstituted carboxyl activating agents are used for crosslinking proteins to nucleic acids and formation of immunoconjugates in peptide synthesis. N,N'-dicyclohexylcarbodiimide (DCC) is one of the most common peptide coupling agents. It is a low melting point waxy solid; insoluble in water but highly soluble in common organic solvents like acetonitrile dichloromethane, dimethylformamide, and tetrahydrofuran. DCC is a potent allergen. N,N'-diisopropylcarbodiimide (DIC) is an alternative to DCC, DIC is a liquid and is not an allergen. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) is a water-soluble activating agent for amide bonding with primary amines. It also activates phosphate groups. Typically, it is utilized in the pH range 4.0-6.0 without buffers. In particular, amine and carboxylate buffers should be avoided. Carbodiimides are so active and cause racemization of the amino acid. Active esters are less reactive and less in danger of racemization. 1-Hydroxybenzotriazole (HOBt) and 1-hydroxy-7-aza-benzotriazole (HOAt) are substances that react with the O-acylurea to form active esters. HOAt is a condensation additive in peptide synthesis. It efficiently speeds up coupling process, reduces the loss of chiral integrity, and provides a visual indication (yellow to colorless) of the reaction course. Other active esters exit as non-nucleophilic anionic salts of uronium or phosphonium such as O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate(HBTU), O-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU), (Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP).

COUPLING REAGENTS

Reagents

CAS RN

3-Methyl-1-phenyl-2-pyrazoline-5-one

89-25-8

2-Thiazoline-2-thiol

96-53-7

Boron trifluoride diethyl etherate

109-63-7

N-Bromosuccinimide

128-08-5

N-Hydroxyphthalimide

524-38-9

1,1'-Carbonyldiimidazole

530-62-1

N,N'-Dicyclohexylcarbodiimide

538-75-0

Isobutyl chloroformate

543-27-1

4-Nitrophenyl trifluoroacetate

658-78-6

N,N'-Di-tert-butylcarbodiimide

691-24-7

N,N'-Di-tert-butylcarbodiimide

691-24-7

N,N'-Diisopropylcarbodiimide

693-13-0

1,3-Di-p-tolylcarbodiimide

726-42-1

2,3,4,5,6-Pentafluorophenol

771-61-9

2-Bromo-1-ethyl-pyridinium tetrafluoroborate

878-23-9

4,5-Dicyanoimidazole 1122-28-7

1-tert-Butyl-3-ethylcarbodiimide

1433-27-8

N-(1-Naphthyl)ethylenediamine dihydrochloride

1465-25-4

Diphenylphosphinic chloride

1499-21-4

N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide

1892-57-5

1-(p-Toluenesulfonyl)imidazole

2232-08-8

N-Cyclohexyl-N'-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate

2491-17-0

N-Hydroxybenzotriazole

2592-95-2

2-Mercaptopyridine

2637-34-5

Diethyl cyanophosphonate

2942-58-7

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

3945-69-5

2-Ethyl-5-phenylisoxazolium-3'-sulfonate

4156-16-5

4-Nitrobenzyl chloroformate

4457-32-3

N-Hydroxymaleimide

4814-74-8

Bis(4-nitrophenyl) carbonate

5070-13-3

N-Hydroxysuccinimide

6066-82-6

2,4,6-Triisopropylbenzenesulfonyl chloride

6553-96-4

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

7226-23-5

4-Nitrophenyl chloroformate

7693-46-1

Lithium perchlorate

7791-03-9

Tetrabutylammonium cyanide

10442-39-4

Palmitic acid N-hydroxysuccinimide ester

14464-31-4

Trifluoroacetic acid pentafluorophenyl ester

14533-84-7

Pentafluorophenyl trifluoroacetate

14533-84-7

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

16357-59-8

N-Succinimidyl N-methylcarbamate

18342-66-0

Oxalic acid diimidazolide

18637-83-7

1,1'-Oxalyldiimidazole

18637-83-7

8-Quinolinesulfonyl chloride

18704-37-5

N-Hydroxy-5-norbornene-2,3-dicarboxylic acid imide

21715-90-2

1-(3-(Dimethylamino)propyl)-3-ethylcarbodiimide methiodide

22572-40-3

N-Ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride 25952-53-8

6-Chloro-1-hydroxybenzotriazole

26198-19-6

Hydroxy-3,4-dihydro-4-oxo-1,2,3-benzotriazine 28230-32-2

3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester

34071-95-9

2-Chloro-1,3-dimethylimidazolidinium chloride

37091-73-9

1-Isobutoxycarbonyl-2-isobutoxy-1,2-dihydroquinoline

38428-14-7

Phenoxyacetic acid N-hydroxysuccinimide ester

38678-58-9

Acrylic acid N-hydroxysuccinimide ester

38862-24-7

Iodoacetic acid N-hydroxysuccinimide ester

39028-27-8

1-Hydroxy-7-azabenzotriazole

39968-33-7

1,1'-Carbonyl-di-(1,2,4-triazole)

41864-22-6

Bromotris(dimethylamino)phosphonium hexafluorophosphate

50296-37-2

Bromotris(dimethylamino)phosphonium hexafluorophosphate

50296-37-2

Copper(I) trifluoromethanesulfonate toluene complex

51913-38-3

4-Hydroxy-2,5-diphenyl-3(2H)-thiophenone 1,1-dioxide

54714-10-2

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

56602-33-6

N,N'-Disuccinimidyl oxalate

57296-03-4

Di(N-succinimidyl) oxalate

57296-03-4

Isopropenyl chloroformate

57933-83-2

2-Fluoro-1-methylpyridinium p-toluenesulfonate

58086-67-2

Bis(pentafluorophenyl) carbonate

59483-84-0

N-(4-Aminobutyl)-N-ethylisoluminol

66612-29-1

(+)-Biotin hydrazide

66640-86-6

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

68641-49-6

Propylphosphonic anhydride

68957-94-8

Ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester)

70539-42-3

Bis(pinacolato)diboron

73183-34-3

N,N'-Disuccinimidyl carbonate

74124-79-1

1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole

74257-00-4

2-Iminobiotin hydrazide hydrochloride

76939-69-0

2-Iminobiotin N-hydroxysuccinimide ester hydrobromide

76939-67-8

1-(p-Toluenesulfonyl)-3-nitro-1,2,4-triazole

77451-51-5

2-Morpholinoethyl isocyanide

78375-48-1

1,1'-Carbonyldipyrrolidine

81759-25-3

Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester

89889-52-1

O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

94790-37-1

Photobiotin acetate

96087-38-6

2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate

101385-69-7

2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate

101385-69-7

O-(Benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate

105379-24-6

O-(Benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate

105379-24-6

N,N,N',N'-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate

105832-38-0

N,N,N',N'-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate

105832-38-0

N-Hydroxysulfosuccinimide sodium salt

106627-54-7

(+)-Biotinamidohexanoic acid hydrazide

109276-34-8

Niobium(III) chloride 1,2-dimethoxyethane complex

110615-13-9

Chloro-N,N,N',N'-bis(tetramethylene)formamidinium tetrafluoroborate

115007-14-2

Biotin 3-sulfo-N-hydroxysuccinimide ester sodium salt

119616-38-5

1-Hydroxybenzotriazole hydrate

123333-53-9

O-(5-Norbornene-2,3-dicarboximido)-N,N,N',N'-tetramethyluronium tetrafluoroborate

125700-73-4

O-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

125700-69-8

O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

125700-67-6

O-(2-Oxo-1(2H)pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

125700-71-2

Benzotriazol-1-yl-tetramethyluronium tetrafluoroborate 125700-67-6

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

128625-52-5

Bromotripyrrolidinophosphonium hexafluorophosphate

132705-51-2

Chlorotripyrrolidinophosphonium hexafluorophosphate

133894-48-1

Chlorodipyrrolidinocarbenium hexafluorophosphate

135540-11-3

(Benzotriazol-1-yloxy)dipiperidinocarbenium tetrafluoroborate

136605-16-8

O-((Ethoxycarbonyl)cyanomethylenamino)-N,N,N',N'-tetramethyluronium tetrafluoroborate

136849-72-4

N-Hydroxysuccinimidyl acetoacetate

139549-71-6

Biotin disulfide N-hydroxysuccinimide ester

142439-92-7

O-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

148893-10-1

2-Chloro-1,3-dimethylimidazolidinium tetrafluoroborate

153433-26-2

Chloro-dipiperidinocarbenium hexafluorophosphate

161308-40-3

2-Fluoro-1,3-dimethylimidazolidinium hexafluorophosphate

164298-27-5

Fluoro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate

164298-25-3

Fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate

164298-23-1

3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one

165534-43-0

O-(1,2-Dihydro-2-oxo-1-pyridyl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate

177966-55-1

(Benzotriazol-1-yloxy)dipiperidinocarbenium hexafluorophosphate

190849-64-0

O-Benzotriazol-1-yl-N,N,N',N'-bis(pentamethylene)uronium hexafluorophosphate

206752-41-2

Dipyrrolidino(N-succinimidyloxy)carbenium hexafluorophosphate

207683-26-9

Chloro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate

207915-99-9

S-(1-Oxido-2-pyridyl)-N,N,N',N'-tetramethylthiuronium hexafluorophosphate

212333-72-7

Biotin ethylenediamine hydrobromide

216299-38-6

S-(1-Oxido-2-pyridyl)-N,N,N',N'-tetramethylthiuronium tetrafluoroborate

255825-38-8

N,N,N',N'-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate

265651-18-1

O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

330641-16-2

O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

330645-87-9

Coupling reagent used in peptide synthesis. EEDQ enables the coupling of acylamino acids with amino acid esters without racemization. Enzyme inhibitor acting by carboxyl activation.

SALES SPECIFICATION

APPEARANCE

white to off-white powder

PURITY

99.0% min

MELTING POINT 66 - 67 C
TRANSPORTATION
PACKING

20kgs in fiber drum

HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: , Risk Phrases: 38, Safety Phrases: 24,25-36/37/38