ChemicalBook > CAS DataBase List > 4-Methoxybenzoyl chloride

4-Methoxybenzoyl chloride

Product Name
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
Formula Weight
170.59
MOL File
100-07-2.mol
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4-Methoxybenzoyl chloride Property

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)
NIST Chemistry Reference
4-Methoxybenzoic acid chloride(100-07-2)
EPA Substance Registry System
Benzoyl chloride, 4-methoxy- (100-07-2)
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Safety

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
F 
10-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29163990
Hazardous Substances Data
100-07-2(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A88476
Product name
4-Methoxybenzoyl chloride
Purity
99%
Packaging
5g
Price
$53
Updated
2024/03/01
Sigma-Aldrich
Product number
A88476
Product name
4-Methoxybenzoyl chloride
Purity
99%
Packaging
25g
Price
$55.3
Updated
2024/03/01
TCI Chemical
Product number
M0721
Product name
4-Methoxybenzoyl Chloride
Purity
>99.0%(GC)
Packaging
25g
Price
$44
Updated
2024/03/01
TCI Chemical
Product number
M0721
Product name
4-Methoxybenzoyl Chloride
Purity
>99.0%(GC)
Packaging
100g
Price
$119
Updated
2024/03/01
Alfa Aesar
Product number
L13120
Product name
4-Methoxybenzoyl chloride, 97%
Packaging
25g
Price
$47
Updated
2024/03/01
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4-Methoxybenzoyl chloride Chemical Properties,Usage,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.

4-Methoxybenzoyl chloride Preparation Products And Raw materials

Raw materials

4-Methoxybenzoic acid Thionyl chloride

Preparation Products

NOCODAZOLE Amiodarone (4-AMINO-3-NITROPHENYL)-(2-THIENYL)METHANONE Aniracetam BENZAMIDE, 4-METHOXY-N-[2-[2-(1-METHYL-2-PIPERIDINYL)ETHYL]PHENYL]- N,N'-(9,10-dihydro-4,8-dihydroxy-9,10-dioxoanthracene-1,5-diyl)bis[4-methoxybenzamide] (4-Methoxy-3-nitrophenyl)-(thiophen-2-yl)methanone ,98% 2-(4-METHOXYBENZOYL)THIOPHENE
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View Lastest Price from 4-Methoxybenzoyl chloride manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
4-Methoxybenzoyl chloride 100-07-2
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100 mt
Release date
2024-11-13
Hebei Yanxi Chemical Co., Ltd.
Product
p-Anisoyl chloride 100-07-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100tons
Release date
2023-09-11
Hebei Chuanghai Biotechnology Co,.LTD
Product
4-Methoxybenzoyl Chloride 100-07-2
Price
US $10.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20

100-07-2, 4-Methoxybenzoyl chlorideRelated Search:

4-Methoxybenzenesulfonyl chloride 4-Chlorobenzoyl chloride Anisonitrile Sodium chloride Potassium chloride Thionyl chloride Benzoyl chloride p-Anisaldehyde 4-Methoxybenzoic acid 3-Methylbenzoyl chloride p-Toluoyl chloride Methyl anisate 2-Fluorobenzoyl chloride Calcium chloride Ammonium chloride p-Anisidine Choline chloride Polyvinyl chloride Anisoyl Chloride

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  • H3COC6H4COCl
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