4-Nitrophenyl chloroformate supplier

Name
4-Nitrophenyl chloroformate
EINECS 231-706-9
CAS No. 7693-46-1
Article Data23
CAS DataBase
Density 1.506 g/cm³
Solubility decomposes in water
Melting Point 77-79 °C(lit.)
Formula C₇H₄ClNO₄
Boiling Point 283.7 °C at 760 mmHg
Molecular Weight 201.566
Flash Point 125.3 °C
Transport Information UN 3261 8/PG 2
Appearance cream solid
Safety 26-36/37/39-45-38-28A-36-16-27
Risk Codes 34-36/37-23/24/25-41-36/37/38-11
Molecular Structure
Hazard Symbols C,Xi,T,F
Synonyms AI3-52204;Carbonochloridicacid, 4-nitrophenyl ester;
PSA 72.12000
LogP 2.85560

Synthetic route

: 100-02-7
4-nitro-phenol

: 32315-10-9
bis(trichloromethyl) carbonate

: 7693-46-1
4-Nitrophenyl chloroformate

Conditions

Conditions	Yield
With N,N-diethylaniline In toluene at 0℃; for 1h;	95%
With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 75℃; for 0.5h; Inert atmosphere;
With triethylamine In tetrahydrofuran at 0 - 20℃; for 6.25h; Inert atmosphere;

: 75-44-5
phosgene

: 100-02-7
4-nitro-phenol

: 7693-46-1
4-Nitrophenyl chloroformate

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 25℃; Green chemistry;	92%
With N,N-dimethyl-aniline; triethylamine

: 100-02-7
4-nitro-phenol

: 503-38-8
trichloromethyl chloroformate

: 7693-46-1
4-Nitrophenyl chloroformate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane 1.) 0 deg C, 0.5 h, 2.) reflux, 2 h;	90%
With N-ethyl-N,N-diisopropylamine In dichloromethane Heating;	36%

: 75-44-5
phosgene

: 824-78-2
4-nitrophenol sodium salt

: 7693-46-1
4-Nitrophenyl chloroformate

: 75-44-5
phosgene

sodium salt of p-nitro-phenol: sodium salt of p-nitro-phenol

: 7693-46-1
4-Nitrophenyl chloroformate

Conditions

Conditions	Yield
With benzene

: 103421-61-0
3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

: 108-45-2
m-phenylenediamine

A N-{1,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl}-N'-{[3-(amino)phenyl]urea}: N-{1,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl}-N'-{[3-(amino)phenyl]urea}

B: 7693-46-1
4-Nitrophenyl chloroformate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide

...Expand

: 100-02-7
4-nitro-phenol

: 7693-46-1
4-Nitrophenyl chloroformate

Conditions

Conditions	Yield
Stage #1: 4-nitro-phenol With bis(trichloromethyl) carbonate In dichloromethane at 0℃; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Heating / reflux;

: 50-02-2
dexamethasone

: 7693-46-1
4-Nitrophenyl chloroformate

: 79360-11-5
dexamethasone 21-(p-nitrophenyl carbonate)

Conditions

Conditions	Yield
With pyridine In chloroform Ambient temperature;	100%
With pyridine In dichloromethane at 20℃; for 0.4h; Sealed tube;	72%
With 4-methyl-morpholine In tetrahydrofuran at 20℃; for 24h;	55%
With 4-methyl-morpholine In tetrahydrofuran at 20℃; for 4h;
With pyridine at 20℃; for 2h; Concentration;

: 7693-46-1
4-Nitrophenyl chloroformate

: 81924-41-6
5-O-(tert-butyldimethylsilyl)avermectin B1a

: 81924-49-4
5-O-(tert-butyldimethylsilyl)-4''-O-<<(4-nitrophenyl)oxy>carbonyl>avermectin B1a

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;	100%

: 7693-46-1
4-Nitrophenyl chloroformate

: 69304-38-7
3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

: 202533-73-1
2′-O-(4-nitrophenoxycarbonyl)-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 16h;	100%
In pyridine; toluene for 1h; Ambient temperature;	96%
With pyridine In toluene at 20℃; for 5h; Inert atmosphere;	81%

: 110-91-8
morpholine

: 7693-46-1
4-Nitrophenyl chloroformate

: 17376-42-0
morpholine-4-carboxylic acid 4-nitrophenyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3.5h;	100%
With triethylamine In dichloromethane at 20℃; for 3.5h;	100%
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Acylation;	58%

: 122745-41-9, 130008-89-8, 130007-86-2
tert-butyl (1S)-1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indole-3-carboxylate

: 7693-46-1
4-Nitrophenyl chloroformate

(S)-tert-butyl 1-(chloromethyl)-5-((4-nitrophenoxy)carbonyloxy)-1H-benzo[e]indole-3(2H)-carboxylate: (S)-tert-butyl 1-(chloromethyl)-5-((4-nitrophenoxy)carbonyloxy)-1H-benzo[e]indole-3(2H)-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;	100%
With triethylamine In dichloromethane at 25℃; for 2h; Substitution;
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 5h;

: 7693-46-1
4-Nitrophenyl chloroformate

: 122760-31-0
(2-Phenyl-2-trimethylsilyl)ethanol

: 327026-58-4
(2-Phenyl-2-trimethylsilyl)ethyl 4-nitrophenyl carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 4h;	100%

: 33069-62-4
taxol

: 31499-54-4
4-azidobenzyl alcohol

: 7693-46-1
4-Nitrophenyl chloroformate

: 2'-(4-azidobenzyloxycarbonyl)paclitaxel

Conditions

Conditions	Yield
Stage #1: 4-azidobenzyl alcohol; 4-Nitrophenyl chloroformate With pyridine; dmap In dichloromethane for 0.666667h; Stage #2: taxol With dmap In dichloromethane for 70h;	100%

...Expand

: 7693-46-1
4-Nitrophenyl chloroformate

: 71989-33-8, 128107-47-1
Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether

: 439905-03-0
3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 4-nitro-phenyl ester

Conditions

Conditions	Yield
Stage #1: 4-Nitrophenyl chloroformate; Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether With TEA In dichloromethane at 0℃; for 0.25h; Stage #2: With dmap at 0℃; for 0.5h;	100%

: 7693-46-1
4-Nitrophenyl chloroformate

: 100-46-9
benzylamine

: 393521-87-4
(6-hydroxymethyl-naphthalen-2-yl)-carbamic acid allyl ester

: 393521-89-6
(6-benzylcarbamoyloxymethyl-naphthalen-2-yl)-carbamic acid allyl ester

Conditions

Conditions	Yield
Stage #1: 4-Nitrophenyl chloroformate; (6-hydroxymethyl-naphthalen-2-yl)-carbamic acid allyl ester In tetrahydrofuran; pyridine at 20℃; for 4h; Stage #2: benzylamine In tetrahydrofuran; pyridine at 20℃; for 19h; Further stages.;	100%

...Expand

: 7693-46-1
4-Nitrophenyl chloroformate

: 100-46-9
benzylamine

: 393522-89-9
(4'-hydroxymethyl-biphenyl-4-yl)-carbamic acid allyl ester

: 393522-92-4
(4'-benzylcarbamoyloxymethyl-biphenyl-4-yl)-carbamic acid allyl ester

Conditions

Conditions	Yield
Stage #1: 4-Nitrophenyl chloroformate; (4'-hydroxymethyl-biphenyl-4-yl)-carbamic acid allyl ester With triethylamine In tetrahydrofuran at 20℃; for 19h; Stage #2: benzylamine In tetrahydrofuran for 21h; Further stages.;	100%

...Expand

: 7693-46-1
4-Nitrophenyl chloroformate

: 393522-16-2
C49H57N7O12

: 393522-19-5
Carbonic acid 4-[4-(4-{(S)-6-allyloxycarbonylamino-2-[(S)-2-((R)-2-allyloxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-hexanoylamino}-benzyloxycarbonylamino)-benzyloxycarbonylamino]-benzyl ester 4-nitro-phenyl ester

Conditions

Conditions	Yield
In tetrahydrofuran; pyridine; dichloromethane at -40 - 6℃; for 48h;	100%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 7693-46-1
4-Nitrophenyl chloroformate

: 371783-15-2
N-(4-nitrophenoxycarbonyloxy)succinimide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 0.5h;	100%

: 475160-70-4
4-(diisopropylsilanyl)-phenyl methanol

: 7693-46-1
4-Nitrophenyl chloroformate

: carbonic acid 4-(diisopropyl-silanyl)-benzyl ester 4-nitrophenyl ester

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane for 0.75h;	100%

: 104-94-9
4-methoxy-aniline

: 7693-46-1
4-Nitrophenyl chloroformate

: 4058-71-3
4-nitrophenyl (4-methoxyphenyl)carbamate

Conditions

Conditions	Yield
With pyridine In dichloromethane for 72h;	100%
With pyridine In dichloromethane at 20℃;
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;
With pyridine In tetrahydrofuran at 0℃; Inert atmosphere;

: 104-87-0
4-methyl-benzaldehyde

: 7693-46-1
4-Nitrophenyl chloroformate

: 3848-42-8
O-(4-nitrophenyl)-N-(4-tolyl)carbamate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 0.5h;	100%

: 7693-46-1
4-Nitrophenyl chloroformate

: 20662-53-7
4-(2-keto-1-benzimidazolinyl)piperidine

: 633312-78-4
C19H18N4O5

Conditions

Conditions	Yield
With triethylamine In 1,2-dichloro-ethane	100%
With triethylamine In 1,2-dichloro-ethane for 1h; Heating / reflux;	100%

: (8E,12E,14E)-7-acetoxy-6,21-dihydroxy-6,10,12,16,20-pentamethyl-3-(4-nitrophenoxycarboxy)-18,19-epoxytricosa-8,12,14-trien-11-olide

: 7693-46-1
4-Nitrophenyl chloroformate

: (8E,12E,14E)-7-acetoxy-3-carbamoyloxy-6,21-dihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran; water for 21.5h;	100%

: 63038-27-7
L-tert-leucine methyl ester hydrochloride

: 7693-46-1
4-Nitrophenyl chloroformate

: 854755-78-5
methyl (2S)-3,3-dimethyl-2-{[(4-nitrophenoxy)carbonyl]amino}butanoate

Conditions

Conditions	Yield
With 4-methyl-morpholine In dichloromethane at 25℃; for 64h;	100%

: 817618-70-5
methyl 2(S)-ethoxy-3-[6-(3-methylaminophenyl)pyrid-3-yl]propanoate

: 7693-46-1
4-Nitrophenyl chloroformate

: 817618-71-6
methyl 2(S)-ethoxy-3-(6-{3-[methyl(4-nitrophenoxycarbonyl)amino]phenyl}pyrid-3-yl)propanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	100%

: 817618-76-1
methyl 2(S)-ethoxy-3-[4-(6-methylaminopyrid-2-yl)phenyl]propanoate

: 7693-46-1
4-Nitrophenyl chloroformate

: 817618-75-0
methyl 2(S)-ethoxy-3-(4-{6-[methyl(4-nitrophenoxycarbonyl)amino]pyrid-2-yl}phenyl)propanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h;	100%

: 855778-06-2
(R)-methyl 2-hydroxy-3-(2-(methoxymethyl)-7-methyl-2H-indazol-5-yl)propanoate

: 7693-46-1
4-Nitrophenyl chloroformate

: 855778-07-3
(R)-methyl 3-(2-(methoxymethyl)-7-methyl-2H-indazol-5-yl)-2-((4-nitrophenoxy)carbonyloxy)propanoate

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃;	100%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃;	100%

: 855778-80-2
methyl 3-(2-((2-(trimethylsilyl)ethoxy)methyl)-7-methyl-2H-indazol-5-yl)-2-hydroxypropanoate

: 7693-46-1
4-Nitrophenyl chloroformate

: 855778-81-3
1-(methoxycarbonyl)-2-(2-((2-(trimethylsilyl)ethoxy)methyl)-7-methyl-2H-indazol-5-yl)ethyl 4-nitrophenyl carbonate

Conditions

Conditions	Yield
With pyridine at 20℃;	100%
With pyridine at 20℃;	100%

: (8E,12E,14E)-7-hydroxy-6,10,12,16,20-pentamethyl-3,16,21-tris(triethylsiloxy)-18,19-epoxytricosa-8,12,14-trien-11-olide

: 7693-46-1
4-Nitrophenyl chloroformate

: (8E,12E,14E)-6,10,12,16,20-pentamethyl-7-((4-nitrophenoxy)carboxy)-3,16,21-tris(triethylsiloxy)-18,19-epoxytricosa-8,12,14-trien-11-olide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 5℃; for 1h;	100%

: 865626-75-1
(R)-2-hydroxy-3-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)-1-(4-(piperidin-1-yl)piperidin-1-yl)propan-1-one

: 7693-46-1
4-Nitrophenyl chloroformate

: 865626-76-2
(R)-3-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)-1-oxo-1-(4-(piperidin-1-yl)piperidin-1-yl)propan-2-yl 4-nitrophenyl carbonate

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	100%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane

: 871021-84-0
tert-butyl 4-{[4-(aminomethyl)piperidin-1-yl]methyl}tetrahydro-2H-pyran-4-carboxylate

: 7693-46-1
4-Nitrophenyl chloroformate

: 871021-85-1
tert-butyl 4-{[4-({[(3-isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl]amino}methyl)piperidin-1-yl]methyl}tetrahydro-2H-pyran-4-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-Nitrophenyl chloroformate; 1,3-dihydro-1-(1-methylethyl)-2H-benzimidazol-2-one With triethylamine In dichloromethane at 20℃; for 4h; Stage #2: tert-butyl 4-{[4-(aminomethyl)piperidin-1-yl]methyl}tetrahydro-2H-pyran-4-carboxylate In dichloromethane at 20℃; for 24h;	100%

: 882745-59-7
4-methyl-3-(1-{[4-(2,4,5-trifluorophenoxy)phenyl]methyl}(4-piperidyl))phenylamine

: 7693-46-1
4-Nitrophenyl chloroformate

: 882746-18-1
N-[4-methyl-3-(1-{[4-(2,4,5-trifluorophenoxy)phenyl]methyl}(4-piperidyl))phenyl](4-nitrophenoxy)carboxamide

Conditions

Conditions	Yield
With pyridine In dichloromethane for 5h; Heating / reflux;	100%
With pyridine In dichloromethane for 5h; Heating / reflux;	100%

C17H16FN3OS*ClH: C17H16FN3OS*ClH

: 7693-46-1
4-Nitrophenyl chloroformate

: C24H19FN4O5S

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 1h;	100%

: 1114225-30-7
N-(2-aminoethyl)-2,3-dichloro-N-methylbenzenesulphonamide trifluoroacetate

: 7693-46-1
4-Nitrophenyl chloroformate

: 886236-65-3
4-nitrophenyl {2-[(2,3-dichlorobenzenesulphonyl)methylamino]ethyl}carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h;	100%

: (3R*,4R*)-N-[3,5-bis(trifluoromethyl)benzyl]-N-methyl-3-phenylpiperidine-4-carboxamide hydrochloride

: 7693-46-1
4-Nitrophenyl chloroformate

: C29H25F6N3O5*ClH

Conditions

Conditions	Yield
Stage #1: (3R,4R)-N-[3,5-bis(trifluoromethyl)benzyl]-N-methyl-3-phenylpiperidine-4-carboxamide hydrochloride; 4-Nitrophenyl chloroformate With triethylamine In dichloromethane at 20℃; for 1h; Stage #2: With ammonium chloride In dichloromethane; water; ethyl acetate	100%

: 885066-89-7
3-{6-[2-(2,4-dichloro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenol

: 7693-46-1
4-Nitrophenyl chloroformate

: 885068-19-9
carbonic acid 3-{6-[2-(2,4-dichloro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl ester 4-nitro-phenyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	100%

4-Nitrophenyl chloroformate Specification

1.Introduction of 4-Nitrophenyl chloroformate
The 4-Nitrophenyl chloroformate, with the CAS registry number 7693-46-1, is also known as Carbonochloridic acid, 4-nitrophenyl ester. It belongs to the product categories of Blocks; Building Blocks; Nitro Compounds; Miscellaneous; Protection & Derivatization Reagents (for Synthesis); Synthetic Organic Chemistry. Its IUPAC name is called (4-nitrophenyl) carbonochloridate. What's more, 4-Nitrophenyl chloroformate is used as intermediate of Anti-HIV drug.

2.Physical properties of 4-Nitrophenyl chloroformate
(1)ACD/LogP: 2.84; (2)ACD/LogD (pH 5.5): 2.84; (3)ACD/LogD (pH 7.4): 2.84; (4)ACD/BCF (pH 5.5): 84.98; (5)ACD/BCF (pH 7.4): 84.98; (6)ACD/KOC (pH 5.5): 836.81; (7)ACD/KOC (pH 7.4): 836.81; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.577; (11)Molar Refractivity: 44.35 cm³; (12)Molar Volume: 133.7 cm³; (13)Surface Tension: 54.1 dyne/cm; (14)Density: 1.506 g/cm³; (15)Flash Point: 125.3 °C; (16)Enthalpy of Vaporization: 52.26 kJ/mol; (17)Boiling Point: 283.7 °C at 760 mmHg; (18)Vapour Pressure: 0.00312 mmHg at 25°C.

3.Structure descriptors of 4-Nitrophenyl chloroformate
(1)Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC(=O)Cl
(2)InChI: InChI=1S/C7H4ClNO4/c8-7(10)13-6-3-1-5(2-4-6)9(11)12/h1-4H
(3)InChIKey: NXLNNXIXOYSCMB-UHFFFAOYSA-N

4.Uses of 4-Nitrophenyl chloroformate
4-Nitrophenyl chloroformate can be used to produce 4-nitrophenyl diazoacetate with diazomethane at temperature of -5 - 0 °C. This reaction is a kind of Acylation. It will need solvent diethyl ether with reaction time of 3 hours. The yield is about 47%.

4-Nitrophenyl chloroformate can be used to produce 4-nitrophenyl diazoacetate with diazomethane

5.Safety information of 4-Nitrophenyl chloroformate
This chemical may destroy living tissue on contact and may cause burns. It may also cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

Product Name

4-Nitrophenyl chloroformate

Synthetic route

4-Nitrophenyl chloroformate Specification

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