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4-Methoxybenzoyl chloride

CAS No.
100-07-2
Chemical Name:
4-Methoxybenzoyl chloride
Synonyms
P-ANISOYL CHLORIDE;ANISOYL CHLORIDE;4-methoxybenzoyl;P-METHOXYBENZOYL CHLORIDE;Anisoylchlorid;P-ANSIOYHLORIDE;P-anisoylcloride;AKOS BBS-00003907;4-ANISOYL CHLORIDE;4-Anisoylchloride99%
CBNumber:
CB8726991
Molecular Formula:
C8H7ClO2
Molecular Weight:
170.59
MDL Number:
MFCD00000687
MOL File:
100-07-2.mol
MSDS File:
SDS
Last updated:2023-12-25 17:47:29

4-Methoxybenzoyl chloride Properties

Melting point 22 °C(lit.)
Boiling point 262-263 °C(lit.)
Density 1.260 g/mL at 20 °C(lit.)
vapor pressure 1.853Pa at 25℃
refractive index n20/D 1.581(lit.)
Flash point 190 °F
storage temp. 2-8°C
form Liquid After Melting
color Clear colorless to brown
Odor Sharp, penetrating.
Water Solubility It reacts in water.
Sensitive Moisture Sensitive
Merck 14,673
BRN 471918
Stability Stable, but reacts violently with water. Ensure no moisture enters the container in which this material is stored, to prevent pressure build-up. Incompatible with water, moisture, strong bases, strong oxidizing agents.
InChIKey MXMOTZIXVICDSD-UHFFFAOYSA-N
LogP 1.52
CAS DataBase Reference 100-07-2(CAS DataBase Reference)
FDA UNII TV6DMQ9451
NIST Chemistry Reference 4-Methoxybenzoic acid chloride(100-07-2)
EPA Substance Registry System Benzoyl chloride, 4-methoxy- (100-07-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P260-P280-P303+P361+P353-P305+P351+P338+P310
Hazard Codes  C,F
Risk Statements  14-34-67-65-63-48/20-11
Safety Statements  26-36/37/39-45-62-16
RIDADR  UN 1729 8/PG 2
WGK Germany  1
RTECS  CA0270000
10-21
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29163990
NFPA 704
1
3 0

4-Methoxybenzoyl chloride price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A88476 4-Methoxybenzoyl chloride 99% 100-07-2 5g $53 2024-03-01 Buy
Sigma-Aldrich A88476 4-Methoxybenzoyl chloride 99% 100-07-2 25g $55.3 2024-03-01 Buy
TCI Chemical M0721 4-Methoxybenzoyl Chloride >99.0%(GC) 100-07-2 25g $44 2024-03-01 Buy
TCI Chemical M0721 4-Methoxybenzoyl Chloride >99.0%(GC) 100-07-2 100g $119 2024-03-01 Buy
Alfa Aesar L13120 4-Methoxybenzoyl chloride, 97% 100-07-2 25g $47 2024-03-01 Buy
Product number Packaging Price Buy
A88476 5g $53 Buy
A88476 25g $55.3 Buy
M0721 25g $44 Buy
M0721 100g $119 Buy
L13120 25g $47 Buy

4-Methoxybenzoyl chloride Chemical Properties,Uses,Production

Chemical Properties

4-methoxybenzoyl chloride appears as an amber-colored crystalline solid. Melting point 72 °F. Corrosive to metals and skin. Vapors may cause serious burns to the eyes. Decompose with water or alcohol, soluble in acetone and benzene.

Definition

The hydrolysis of 4-Methoxybenzoyl chloride (OMe) generally occurs through a  dissociative mechanism (SN1). The reaction  rate is strongly affected by the polarity of the medium and the  ability to stabilize the leaving group. Water encapsulated within a reverse micellar system is less polar and less available compared to a continuous aqueous phase; Consequently, the hydrolysis of OMe in the micellar medium is slower than in pure water.

Uses

4-Methoxybenzoyl chloride is used in the synthesis of stilbene and dihydrostilbene derivatives as potential anti-cancer agents. It is also used in the synthesis of coumarin dimers with potential HIV-1 activity.

Application

4-Methoxybenzoyl chloride is one of the reactive acylating agents that can react with carboxylic acids, alcohols and amines to yield respective carboxylic anhydrides, esters and amides.
4-Methoxybenzoyl chloride can be used as radical precursor in visible-light photocatalysis to synthesize various heterocyclic compounds.
It can be used to synthesize acylphosphine ligands for the rhodium-catalyzed hydrosilylation of alkenes.
Incorporation of 4-methoxybenzoyl chloride modified indium tin oxide (ITO) as cathode for the fabrication of organic light-emitting diodes (OLEDs) has been reported.
1,3 diketones synthesized from 4-methoxybenzoyl chloride can be used in one pot synthesis of various pyrazole derivatives.
It can also be used in the total synthesis of bioactive compounds like echinoside A and salinosporamide A.

Synthesis

4-Methoxybenzoyl chloride is synthesized from the direct chlorination of 4-methoxybenzoic acid by thionyl chloride.

General Description

4-methoxybenzoyl chloride appears as an amber-colored crystalline solid. Melting point 72°F. Corrosive to metals and skin. Vapors may cause serious burns to the eyes.

Air & Water Reactions

Fumes in air. Reacts exothermically with water (including moisture in air or soil) to form hydrochloric acid and insoluble anisic acid [Merck 11th ed. 1989].

Reactivity Profile

ANISOYL CHLORIDE reacts exothermically with bases, including amines. Incompatible with water, strong oxidizing agents, alcohols. Sealed containers held at room temperature may explode, due to slow decomposition that builds up pressure. This situation is more dangerous with heat. May react vigorously or explosively with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Hazard

Solutions corrosive to tissue. Explosion risk when in closed containers due to pressure caused by decomposition at room temperature.

Health Hazard

Vapor irritates mucous membranes. Contact of liquid with eyes or skin causes severe irritation. Ingestion causes severe irritation of mouth and stomach.

Fire Hazard

Special Hazards of Combustion Products: Irritating hydrogen chloride fumes may be formed.

Flammability and Explosibility

Not classified

Chemical Reactivity

Reactivity with Water Reacts slowly to generate hydrogen chloride (hydrochloric acid). The reaction is not hazardous; Reactivity with Common Materials: Corrodes metal slowly; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water, rinse with sodium bicarbonate or lime solution; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Corrosive to skin, eyes, mucous membranes, and other tissue.Evolves HCl by hydrolysis. A storage hazard; can explode spontaneously at room temperature. When heated to decomposition it emits toxic fumes of Cland may explode.

storage

Stored in a closed container can cause an explosion due to the pressure caused by decomposition, should be stored at low temperature (5°C).

Structure and conformation

Anisoyl chloride, also known as methoxybenzoyl chloride), is an acyl halide, specifically an aromatic acyl chloride, and may be formed from anisic acid by replacing a hydroxyl group of the carboxylic acid with a chloride group. There are three isomers: the ortho-, meta-, and para- forms. 4-Methoxybenzoyl chloride is para- forms. Their structures differ in the arene substitution pattern—the location of the methoxy group on the ring as compared to the acyl halide.

100-09-4
100-07-2
Synthesis of 4-Methoxybenzoyl chloride from 4-Methoxybenzoic acid
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View Lastest Price from 4-Methoxybenzoyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Methoxybenzoyl chloride pictures 2024-04-18 4-Methoxybenzoyl chloride
100-07-2
US $130.00-99.00 / Litre 10Litre 99 500 KG Hebei Dangtong Import and export Co LTD
p-Anisoyl chloride pictures 2024-01-18 p-Anisoyl chloride
100-07-2
US $10.00 / KG 1KG 99% 100000T Xiamen Wonderful Bio Technology Co., Ltd.
4-Methoxybenzoyl chloride pictures 2023-12-26 4-Methoxybenzoyl chloride
100-07-2
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4-methoxy-benzoicacichloride 4-methoxy-benzoylchlorid Benzoyl chloride, 4-methoxy- Benzoyl chloride, methoxy- P-ANISIC ACID CHLORIDE 4-ANISOYL CHLORIDE 4-METHOXYBENZOIC ACID CHLORIDE 4-METHOXYBENZOYL CHLORIDE p-Anisoyl chloride solution Anisoylchlorid P-ANISOYL CHLORIDE SOLUTION, ~58% IN TOLUENE 4-Anisoylchloride99% AKOS BBS-00003907 Benzoyl chloride, p-methoxy- methoxy-benzoylchlorid pentaanisoylchloride p-Methoxybenzoic acid chloride p-methoxybenzoicacidchloride P-ANSIOYHLORIDE 4-Methoxybenzenecarbonyl chloride Anisic acid chloride 4-methoxybenzoyl choride p-Anisoyl chloride,99% 4-Methoxybenzoyl chloride solution 4-Methoxybenzoyl chloride ,99% 4-Methoxybenzoyl chl P-anisoylcloride p-Anisoyl chloride, 99% 100GR p-Anisoyl chloride, 99% 5GR The Methoxy benzoyl chloride 100-07-2 CAS NO.100-07-2 p-Anisoyl chloride cas100-07-2 (skype:lisa_21819) Dronedarone Intermediate 4-ANISOYL CHLORIDE/4-METHOXYBENZOIC ACID CHLORIDE 4-Methoxybenzoyl Chloride > 4-Methoxybenzoyl Chloride,98% 4-Methoxybenzoyl chloride/GBL Para-methoxybenzoyl chloride P-ANISOYL CHLORIDE,CAS:100-07-2 4-Methoxybenzoyl chloride ISO 9001:2015 REACH 4-Methoxybenzoyl chlo P-ANISOYL CHLORIDE P-METHOXYBENZOYL CHLORIDE ANISOYL CHLORIDE 4-methoxybenzoyl 100-07-2 H3COC6H4COCl CH3OC6H4COCl ACID CHLORIDE Carbonyl Compounds Building Blocks Organic Building Blocks Acid Halides Amino Group Labeling Reagents for HPLC Enantiomer Excess & Absolute Conefiguration Determination Exciton Chirality CD Method (for Hydroxyl Groups) HPLC Labeling Reagents UV Detection (HPLC Labeling Reagents)