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4-Nitrobenzoyl chloride is a chemical compound that exists in the form of yellow needles or powder and has a pungent odor. It is known for its chemical properties, which include being a yellow-colored solid in the form of needles or powder.

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  • 122-04-3 Structure
  • Basic information

    1. Product Name: 4-Nitrobenzoyl chloride
    2. Synonyms: 4-NITROBENZOYL CHLORIDE;4-NITROBENZOIC ACID CHLORIDE;LABOTEST-BB LT00077260;P-NITROBENZOYL CHLORIDE;NITROBENZOYL-4 CHLORIDE;4-nitro-benzoylchlorid;Benzoyl chloride, 4-nitro-;Benzoyl chloride, p-nitro-
    3. CAS NO:122-04-3
    4. Molecular Formula: C7H4ClNO3
    5. Molecular Weight: 185.56
    6. EINECS: 204-517-4
    7. Product Categories: Absolute Configuration Determination (Exciton Chirality CD Method);Amino Group Labeling Reagents for HPLC;Analytical Chemistry;Enantiomer Excess & Absolute Configuration Determination;Exciton Chirality CD Method (for Hydroxyl Groups);HPLC Labeling Reagents;Hydroxyl Group Labeling Reagents for HPLC;UV Detection (HPLC Labeling Reagents);Acid Halides;Carbonyl Compounds;Organic Building Blocks;Derivatization Reagents;Derivatization Reagents HPLC;UV-VIS
    8. Mol File: 122-04-3.mol
  • Chemical Properties

    1. Melting Point: 71-74 °C(lit.)
    2. Boiling Point: 202-205 °C105 mm Hg(lit.)
    3. Flash Point: 102 °C
    4. Appearance: Yellow/Flakes or Crystals
    5. Density: 1.53
    6. Vapor Pressure: 0.00442mmHg at 25°C
    7. Refractive Index: 1.5890 (estimate)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: Soluble in terahydrofuran, dichloromethane, chloroform and pyrid
    10. Water Solubility: Decomposes
    11. Sensitive: Moisture Sensitive
    12. Stability: Stability Stable, but moisture sensitive. Combustible. Incompatible with water, alcohols, strong oxidizing agents, strong bases.
    13. Merck: 14,6589
    14. BRN: 473192
    15. CAS DataBase Reference: 4-Nitrobenzoyl chloride(CAS DataBase Reference)
    16. NIST Chemistry Reference: 4-Nitrobenzoyl chloride(122-04-3)
    17. EPA Substance Registry System: 4-Nitrobenzoyl chloride(122-04-3)
  • Safety Data

    1. Hazard Codes: C
    2. Statements: 34
    3. Safety Statements: 26-36/37/39-45
    4. RIDADR: UN 3261 8/PG 2
    5. WGK Germany: 2
    6. RTECS: DM6651000
    7. F: 9-19-21
    8. TSCA: Yes
    9. HazardClass: 8
    10. PackingGroup: II
    11. Hazardous Substances Data: 122-04-3(Hazardous Substances Data)

122-04-3 Usage

Uses

Used in Organic Synthesis:
4-Nitrobenzoyl chloride is used as a reagent in various organic synthesis processes, such as Michael additions, Henry reactions, O-alkylation, and cycloaddition reactions. These reactions are crucial for the creation of different organic compounds and contribute to the compound's versatility in chemical applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Nitrobenzoyl chloride is utilized as an intermediate in the production of active pharmaceutical ingredients. Its role in the synthesis of various drugs highlights its importance in the development of new medications and therapies.
Used in Dye Industry:
4-Nitrobenzoyl chloride is also employed in the dye industry, where it serves as an intermediate for the synthesis of different types of dyes. This application showcases the compound's ability to contribute to the creation of a wide range of products across various industries.
Used in Synthesis of Polysubstituted Furanonaphthoquinoines:
4-Nitrobenzoyl chloride is specifically used in the synthesis of polysubstituted furanonaphthoquinoines, which are complex organic compounds with potential applications in various fields, including pharmaceuticals and materials science.

Air & Water Reactions

Unstable in moist surroundings and should be kept in a tightly-closed container. React with water or steam .

Reactivity Profile

4-Nitrobenzoyl chloride is incompatible with bases (including amines), with strong oxidizing agents, and with alcohols. May react with reducing agents. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Flash point data are not available for 4-Nitrobenzoyl chloride, but 4-Nitrobenzoyl chloride is combustible.

Safety Profile

Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx and Cl-. See also NITRO COhlPOUNDS OF AROMATIC HYDROCARBONS and CHLORIDES.

Purification Methods

Crystallise the acid chloride from dry pet ether (b 60-80o), *C6H6 or CCl4. Distil it under vacuum. Irritant. [Adama & Jenkins Org Synth Coll Vol I 394 1941, Beilstein 9 III 1709, 9 IV 1191.]

Check Digit Verification of cas no

The CAS Registry Mumber 122-04-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 122-04:
(5*1)+(4*2)+(3*2)+(2*0)+(1*4)=23
23 % 10 = 3
So 122-04-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H4ClNO3/c8-7(10)5-1-3-6(4-2-5)9(11)12/h1-4H

122-04-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A12543)  4-Nitrobenzoyl chloride, 98%   

  • 122-04-3

  • 10g

  • 217.0CNY

  • Detail
  • Alfa Aesar

  • (A12543)  4-Nitrobenzoyl chloride, 98%   

  • 122-04-3

  • 250g

  • 443.0CNY

  • Detail
  • Alfa Aesar

  • (A12543)  4-Nitrobenzoyl chloride, 98%   

  • 122-04-3

  • 1000g

  • 1181.0CNY

  • Detail
  • Sigma-Aldrich

  • (73120)  4-Nitrobenzoylchloride  for HPLC derivatization, ≥99.0% (GC)

  • 122-04-3

  • 73120-25G

  • 374.40CNY

  • Detail
  • Sigma-Aldrich

  • (73120)  4-Nitrobenzoylchloride  for HPLC derivatization, ≥99.0% (GC)

  • 122-04-3

  • 73120-100G

  • 1,029.60CNY

  • Detail
  • Sigma-Aldrich

  • (73120)  4-Nitrobenzoylchloride  for HPLC derivatization, ≥99.0% (GC)

  • 122-04-3

  • 73120-500G

  • 4,264.65CNY

  • Detail
  • Aldrich

  • (112208)  4-Nitrobenzoylchloride  98%

  • 122-04-3

  • 112208-50G

  • 468.00CNY

  • Detail
  • Aldrich

  • (112208)  4-Nitrobenzoylchloride  98%

  • 122-04-3

  • 112208-250G

  • 905.58CNY

  • Detail
  • Aldrich

  • (112208)  4-Nitrobenzoylchloride  98%

  • 122-04-3

  • 112208-500G

  • 1,466.01CNY

  • Detail

122-04-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrobenzoyl chloride

1.2 Other means of identification

Product number -
Other names p-NO2-PhCO3tBu

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:122-04-3 SDS

122-04-3Synthetic route

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
Stage #1: (4-nitrophenyl)ethanone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2.5h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 21h; Reagent/catalyst; Temperature;
90%
Stage #1: (4-nitrophenyl)ethanone With pyridine; sulfur monochloride In chlorobenzene at 20℃;
Stage #2: With thionyl chloride In chlorobenzene at 20 - 132℃;
71%
With pyridine; disulfur dichloride at 70 - 138℃; for 21.5h;83 %Spectr.
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In ethyl acetate for 2h; Heating;100%
With thionyl chloride for 1h; Reflux;100%
With thionyl chloride; N,N-dimethyl-formamide for 5h; Reflux;100%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With pyridine; triethylamine In toluene at 0 - 20℃; for 20h;90%
5-fluorouracil
51-21-8

5-fluorouracil

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
52.9%
potassium 4-nitrobenzoate
15922-01-7

potassium 4-nitrobenzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at 70 - 75℃; for 0.5h;98.5%
oxalyl dichloride
79-37-8

oxalyl dichloride

RT

RT

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide; benzene
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With iron(III) chloride; Benzotrichlorid In benzene at 60℃; Rate constant; Mechanism; Thermodynamic data; various concentration ratios;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Inert atmosphere; Irradiation;
With N-chloro-succinimide; thio-xanthene-9-one In acetonitrile at 20℃; for 7h; Irradiation;
N-amino-(4-nitrophenyl)carboxamide
636-97-5

N-amino-(4-nitrophenyl)carboxamide

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With hydrogenchloride; Nitroethane; chlorine
oxalyl dichloride
79-37-8

oxalyl dichloride

sodium-4-nitro benzoate

sodium-4-nitro benzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With benzene
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
tert-butyl 4-nitrobenzoate
19756-72-0

tert-butyl 4-nitrobenzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; water In toluene at 100℃; for 16h; Sealed tube;
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

aroyl chloride

aroyl chloride

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;
tert-butyl 4-nitrobenzoate
19756-72-0

tert-butyl 4-nitrobenzoate

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With sodium hydroxide at 25℃; Rate constant; Equilibrium constant;
trans-5-methyl-2-cyclohexen-p-nitrobenzoate
52393-62-1, 92248-91-4, 99659-46-8

trans-5-methyl-2-cyclohexen-p-nitrobenzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With water
(p-nitrophenyl)chlorocarbene
102146-13-4

(p-nitrophenyl)chlorocarbene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With oxygen In 1,1,2-Trichloro-1,2,2-trifluoroethane at 20℃; Kinetics; Further Variations:; Temperatures;
pyridine
110-86-1

pyridine

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; diethyl ether
benzoyl chloride
98-88-4

benzoyl chloride

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

Conditions
ConditionsYield
With tetrachloromethane; phosphorus pentaoxide; dinitrogen pentoxide
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With zinc(II) chloride
oxalyl dichloride
79-37-8

oxalyl dichloride

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

oxalyl dichloride
79-37-8

oxalyl dichloride

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

<4-nitro-benzoic acid >-anhydride

<4-nitro-benzoic acid >-anhydride

C

oxalic acid bis-<4-nitro-benzoic acid >-anhydride

oxalic acid bis-<4-nitro-benzoic acid >-anhydride

3-chloro-3-(p-nitrophenyl)diazirine
39184-67-3

3-chloro-3-(p-nitrophenyl)diazirine

A

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

B

4-nitrobenzyl chloride
100-14-1

4-nitrobenzyl chloride

C

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With oxygen In 2,2,4-trimethylpentane Product distribution; Mechanism; Ambient temperature; Irradiation;
1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

P2O5

P2O5

A

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

B

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
at 180℃; Einleiten von Chlor;
1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

B

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
at 180℃; Einleiten von Chlor;
tetrachloromethane
56-23-5

tetrachloromethane

benzoyl chloride
98-88-4

benzoyl chloride

nitrogen pentoxide

nitrogen pentoxide

phosphorus pentoxide

phosphorus pentoxide

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

Conditions
ConditionsYield
at -10℃;
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In ethyl acetate for 2h; Heating;100%
With thionyl chloride for 1h; Reflux;100%
With thionyl chloride; N,N-dimethyl-formamide for 5h; Reflux;100%
potassium 4-nitrobenzoate
15922-01-7

potassium 4-nitrobenzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at 70 - 75℃; for 0.5h;98.5%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
Stage #1: (4-nitrophenyl)ethanone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2.5h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 21h; Reagent/catalyst; Temperature;
90%
Stage #1: (4-nitrophenyl)ethanone With pyridine; sulfur monochloride In chlorobenzene at 20℃;
Stage #2: With thionyl chloride In chlorobenzene at 20 - 132℃;
71%
With pyridine; disulfur dichloride at 70 - 138℃; for 21.5h;83 %Spectr.
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With pyridine; triethylamine In toluene at 0 - 20℃; for 20h;90%
5-fluorouracil
51-21-8

5-fluorouracil

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
52.9%
pyridine
110-86-1

pyridine

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; diethyl ether
benzoyl chloride
98-88-4

benzoyl chloride

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

Conditions
ConditionsYield
With tetrachloromethane; phosphorus pentaoxide; dinitrogen pentoxide
N-amino-(4-nitrophenyl)carboxamide
636-97-5

N-amino-(4-nitrophenyl)carboxamide

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With hydrogenchloride; Nitroethane; chlorine
oxalyl dichloride
79-37-8

oxalyl dichloride

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With zinc(II) chloride
tert-butyl 4-nitrobenzoate
19756-72-0

tert-butyl 4-nitrobenzoate

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With sodium hydroxide at 25℃; Rate constant; Equilibrium constant;
trans-5-methyl-2-cyclohexen-p-nitrobenzoate
52393-62-1, 92248-91-4, 99659-46-8

trans-5-methyl-2-cyclohexen-p-nitrobenzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With water
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With iron(III) chloride; Benzotrichlorid In benzene at 60℃; Rate constant; Mechanism; Thermodynamic data; various concentration ratios;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Inert atmosphere; Irradiation;
With N-chloro-succinimide; thio-xanthene-9-one In acetonitrile at 20℃; for 7h; Irradiation;
3-chloro-3-(p-nitrophenyl)diazirine
39184-67-3

3-chloro-3-(p-nitrophenyl)diazirine

A

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

B

4-nitrobenzyl chloride
100-14-1

4-nitrobenzyl chloride

C

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With oxygen In 2,2,4-trimethylpentane Product distribution; Mechanism; Ambient temperature; Irradiation;
oxalyl dichloride
79-37-8

oxalyl dichloride

sodium-4-nitro benzoate

sodium-4-nitro benzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With benzene
tetrachloromethane
56-23-5

tetrachloromethane

benzoyl chloride
98-88-4

benzoyl chloride

nitrogen pentoxide

nitrogen pentoxide

phosphorus pentoxide

phosphorus pentoxide

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

Conditions
ConditionsYield
at -10℃;
oxalyl dichloride
79-37-8

oxalyl dichloride

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

A

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

B

<4-nitro-benzoic acid >-anhydride

<4-nitro-benzoic acid >-anhydride

C

oxalic acid bis-<4-nitro-benzoic acid >-anhydride

oxalic acid bis-<4-nitro-benzoic acid >-anhydride

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

B

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
at 180℃; Einleiten von Chlor;
1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

P2O5

P2O5

A

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

B

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
at 180℃; Einleiten von Chlor;
(p-nitrophenyl)chlorocarbene
102146-13-4

(p-nitrophenyl)chlorocarbene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With oxygen In 1,1,2-Trichloro-1,2,2-trifluoroethane at 20℃; Kinetics; Further Variations:; Temperatures;
oxalyl dichloride
79-37-8

oxalyl dichloride

RT

RT

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide; benzene
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
tert-butyl 4-nitrobenzoate
19756-72-0

tert-butyl 4-nitrobenzoate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; water In toluene at 100℃; for 16h; Sealed tube;
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

aroyl chloride

aroyl chloride

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;
isobutylamine
78-81-9

isobutylamine

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

N-isobutyl-4-nitrobenzamide
2585-25-3

N-isobutyl-4-nitrobenzamide

Conditions
ConditionsYield
With triethylamine In benzene100%
With triethylamine In chloroform78%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

aniline
62-53-3

aniline

4-nitrobenzanilide
3460-11-5

4-nitrobenzanilide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2.5h;100%
With pyridine Reflux;95%
With pyridine at 20℃; Inert atmosphere; Reflux;91%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

benzyl alcohol
100-51-6

benzyl alcohol

benzyl 4-nitrobenzoate
14786-27-7

benzyl 4-nitrobenzoate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 96h; Inert atmosphere;100%
With dmap In dichloromethane at 20℃; for 24h;92%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;82%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

recorcinol
108-46-3

recorcinol

3-(4-nitrobenzoyloxy)phenyl 4-nitrobenzoate
187264-29-5

3-(4-nitrobenzoyloxy)phenyl 4-nitrobenzoate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 20℃; for 24h;100%
With tetralin at 160℃;
With pyridine at 100℃;
With pyridine In toluene Heating;
(-)-kainic acid
487-79-6

(-)-kainic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

[(3S)-2t-carboxy-4c-isopropenyl-1-(4-nitro-benzoyl)-pyrrolidin-3r-yl]-acetic acid
101575-64-8

[(3S)-2t-carboxy-4c-isopropenyl-1-(4-nitro-benzoyl)-pyrrolidin-3r-yl]-acetic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 20℃; for 20h; Inert atmosphere;100%
With water; sodium carbonate
3-hydroxymethyl-3-methyloxethane
3143-02-0

3-hydroxymethyl-3-methyloxethane

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

(3-methyloxetan-3-yl)methyl 4-nitrobenzoate
140635-77-4

(3-methyloxetan-3-yl)methyl 4-nitrobenzoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 0.333333h;100%
L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride
6234-01-1

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

α-methyl γ-tert-butyl N-(p-nitrobenzoyl)-L-glutamate
95485-03-3

α-methyl γ-tert-butyl N-(p-nitrobenzoyl)-L-glutamate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 18h;100%
tetramethylstannane
594-27-4

tetramethylstannane

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.166667h; Mechanism;100%
With bis(η3-allyl-μ-chloropalladium(II)) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.166667h;100%
With benzoylchlorobis(triphenylphosphine)palladium(II) In chloroform at 65℃; for 24h;95%
With N,N,N,N,N,N-hexamethylphosphoric triamide; poly-γ-(diphenylphosphino)propylsiloxane palladium(0) at 65℃; for 20h;83%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

1-(2-oxazolinyl)indole
140934-56-1

1-(2-oxazolinyl)indole

N-(2-Chloro-ethyl)-N-(indole-1-carbonyl)-4-nitro-benzamide

N-(2-Chloro-ethyl)-N-(indole-1-carbonyl)-4-nitro-benzamide

Conditions
ConditionsYield
In benzene for 12h; Heating;100%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

2,3,6-tridesoxy-3-(trifluoroacetamido)-L-ribo-hex-1-enitol
73891-06-2

2,3,6-tridesoxy-3-(trifluoroacetamido)-L-ribo-hex-1-enitol

2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-(trifluoroacetamido)-L-ribo-hex-1-enitol
73891-07-3

2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-(trifluoroacetamido)-L-ribo-hex-1-enitol

Conditions
ConditionsYield
In pyridine at 20℃; for 16h;100%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

methyl 5-O-benzoyl-3-O-benzyl-β-D-ribofuranoside
101024-28-6

methyl 5-O-benzoyl-3-O-benzyl-β-D-ribofuranoside

methyl 5-O-benzoyl-3-O-benzyl-2-O-(p-nitrobenzoyl)-β-D-ribofuranoside
101024-29-7

methyl 5-O-benzoyl-3-O-benzyl-2-O-(p-nitrobenzoyl)-β-D-ribofuranoside

Conditions
ConditionsYield
With pyridine for 18h; Ambient temperature;100%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

methyl 5-O-benzoyl-2-O-benzyl-β-D-ribofuranoside
101024-26-4

methyl 5-O-benzoyl-2-O-benzyl-β-D-ribofuranoside

methyl 5-O-benzoyl-2-O-benzyl-3-O-(p-nitrobenzoyl)-β-D-ribofuranoside
101024-27-5

methyl 5-O-benzoyl-2-O-benzyl-3-O-(p-nitrobenzoyl)-β-D-ribofuranoside

Conditions
ConditionsYield
With pyridine for 18h; Ambient temperature;100%

122-04-3Relevant articles and documents

Synthesis and antibacterial activity of some N-(3-hydroxy-2-pyridyl) benzamides

Mobinikhaledi,Forughifar,Shariatzadeh,Fallah

, p. 427 - 430 (2006)

N-(3-Hydroxy-2-pyridyl)benzamides 3(a-J) were synthesized under weak basic solution by reacting of 2-amino-3-pyridinol and an appropriate carboxylic acid chloride, obtained by reaction of carboxylic acids with thionyl chloride. The microbiological activity of these compounds was tested in vitro against Escherichia Coil (PTCC 1338), Pseudomonas aeruginosa (PTCC 1074), Entrococcus faecalis (PTCC 1237) and Staphylococcus aureus (PTCC 1119) bacteria. Compounds 3a, 3e and 3f were the active benzamide derivatives against the Ef and Sa bacteria with a MIC value of 128 μg/ml. Compound 3g was the active entry against Ec and Pa bacteria with a MIC value of 128 μg/.

Reactivity of (2-alkenyl-3-pentene-1,5-diyl)iron complexes: Preparation of functionalized vinylcyclopropanes and cycloheptadienes

Pandey, Rajesh K.,Wang, Lizhu,Wallock, Nathaniel J.,Lindeman, Sergey,Donaldson, William A.

, p. 7236 - 7245 (2008)

(Chemical Equation Presented) The reactivity of (2-alkenyl-3-pentene-1,5- diyl)iron complexes toward olefin metathesis, cycloaddition, and mild oxidations (MnO2 or mCPBA) was examined. Cycloaddition reactions were observed to occur with modest

Chemically assisted directed assembly of carbon nanotubes for the fabrication of large-scale device arrays

Tulevski, George S.,Hannon, James,Afzali, Ali,Chen, Zhihong,Avouris, Phaedon,Kagan, Cherie R.

, p. 11964 - 11968 (2007)

We report the directed assembly of single-walled carbon nanotubes (SWCNTs) at lithographically defined positions on gate oxide surfaces, allowing for the high yield (~90%) and parallel fabrication of SWCNT device arrays. SWCNTs were first chemically funct

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.

supporting information, p. 7915 - 7922 (2021/05/03)

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

Stereoselective Synthesis of a cis-Cedrane-8,9-diol as a Key Intermediate for an Amber Odorant

Stefanow, Vivian,Grandane, Aiga,Eh, Marcus,Panten, Johannes,Spannenberg, Anke,Werner, Thomas

supporting information, p. 89 - 97 (2021/01/09)

The naturally occurring (-)-α-cedrene exhibits a weak woody and cedarlike odor. In contrast, cis-cedrene acetonide, which is a derivative of cedrene, is an extremely powerful semisynthetic aroma molecule. The current process starting from cedrene yields cis-cedrene acetonide in an overall yield of 99% yield.

Immobilization of (l)-valine and (l)-valinol on SBA-15 nanoporous silica and their application as chiral heterogeneous ligands in the Cu-catalyzed asymmetric allylic oxidation of alkenes

Ashouri, Akram,Mahramasrar, Mahsa,Majidian, Shiva,Rashid, Hersh I,Samadi, Saadi

supporting information, p. 17630 - 17641 (2021/10/04)

SBA-15 nanoporous silica was synthesized by hydrothermal method using P123 surfactant and tetraethoxyortosilicate in acidic condition and then functionalized by 3-chloropropyltrimethoxysilane. Next, by immobilization of chiral amino acid (S)-2-amino-3-methyl butanoic acid (l-valine) and chiral amino alcohol (S)-2-amino-3-methylbutane-1-ol (l-valinol), preparedviathe reduction ofl-valine by NaBH4/I2in THF, on functionalized-SBA-15, chiral heterogeneous ligands AL*-i-Pr-SBA-15 and AA*-i-Pr-SBA-15 were prepared and characterized by FT-IR, XRD, TGA, EDX, SEM, BET-BJH techniques. The asymmetric allylic oxidation of alkenes was done using copper-complexes of these ligands and the as-synthesized peresters. The reactions were optimized by varying various parameters such as temperature, solvent, amount of chiral heterogeneous ligand, as well as the type and amount of copper salt. Under optimized conditions, 6 mg of AL*-i-Pr-SBA-15 and 3.2 mol% of Cu(CH3CN)4PF6in acetonitrile at 50 °C, the chiral allylic ester was obtained with 80% yield and 39% enantiomeric excess in 24 h. The recyclability of the chiral heterogeneous catalysts was also evaluated without significant reduction in the reaction results up to three runs.

1, 8-naphthalic anhydride derivatives containing 8-(benzoylamino) quinoline as well as synthesis and application thereof

-

Paragraph 0016; 0024-0026, (2021/02/20)

The invention discloses naphthalene anhydride derivatives containing 8-(benzoylamino) quinoline as well as a preparation method and application thereof, and belongs to the field of biological organicsynthesis. According to the naphthalic anhydride derivat

One-step Conversion of Amides and Esters to Acid Chlorides with PCl3

Li, Fangshao,Wu, Xiaofang,Guo, Fengzhe,Tang, Zi-Long,Xiao, Jing

supporting information, p. 4314 - 4317 (2021/07/16)

A general and efficient iodine-promoted chlorination of amides and esters with phosphorus trichloride is described. For the first time. Various inactivated amides including secondary and tertiary amides were directly converted to the corresponding acid chlorides in one-step. The substrate scope of methyl esters including aromatic and aliphatic esters was also explored under this system. This method is simple, scalable and wide in scope, which provides an approach to preparation of these acid chlorides.

Carbon dots as photocatalysts for organic synthesis: Metal-free methylene-oxygen-bond photocleavage

Cailotto, Simone,Negrato, Matteo,Daniele, Salvatore,Luque, Rafael,Selva, Maurizio,Amadio, Emanuele,Perosa, Alvise

supporting information, p. 1145 - 1149 (2020/03/11)

We report for the first time that irradiation of four different citric acid-derived carbon dots (CDs), in the absence of any other redox mediators, promotes an organic reaction. In this proof-of-concept study methylene-oxygen bond reductive photocleavage in N-methyl-4-picolinium esters is demonstrated. Cyclic voltammetry and UV-Vis spectra of the CDs and of the esters indicate that photocleavage reactivity correlates with the redox properties and the relative energies expressed in the Fermi scale. A photo-fragmentation mechanism is proposed. This study offers a new possibility to employ inexpensive and readily available CDs to promote photo-organic reactions.

Design, synthesis and biological evaluation of anthranilamide derivatives as potent SMO inhibitors

Ji, Dezhong,Xu, Yungen,Zhang, Jing-Jing,Zhang, Wanwan

, (2020/02/22)

A series of anthranilamide derivatives were designed and synthesized as novel smoothened (SMO) inhibitors based on the SMO inhibitor taladegib (LY2940680), which can also inhibit the SMO-D473H mutant, via a ring-opening strategy. The phthalazine core in LY2940680 was replaced with anthranilamide, which retained the inhibitory activity towards the hedgehog (Hh) signaling pathway as evidenced by a dual luciferase reporter gene assay. Compound 12a displayed the best inhibitory activity against the Hh signaling pathway with IC50 value of 34.09 nM, and exhibited better proliferation inhibitory activity towards the Daoy cell line (IC50 = 0.48 μM) than LY2940680 (IC50 = 0.79 μM).

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