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4-methoxybenzoyl chloride

CAS number:1300-64-7    molecular formula:C8H7ClO2

overview

compound introduction

物理描述 | 4-甲氧基苯甲酰氯为琥珀色结晶固体。熔点72 °F。对金属和皮肤有腐蚀性。蒸气可能对眼睛造成严重灼伤。

Specs

Chinese alias-
English alias-
CAS number1300-64-7molecular formulaC8H7ClO2
molecular weight170.59Exact mass-
PSA26.3logp2.9

numbering system

CAS1300-64-7
UNIITV6DMQ9451
WikidataQ4117661
UN Number1729
NSC NumberNSC Number: NSC86125
PubChem CID7477
Nikkaji NumberJ28.748B
DSSTox Substance IDDTXSID9059204
European Community (EC) Number202-816-4
PubChem Reference Collection SID505853911

physicochemical properties

XLogP32.9
Density1.261 g/cu cm at 20 °C
Color/FormClear crystals or amber liquid
Complexity139
Exact Mass170.0134572
SolubilitySoluble in ether and acetone. Very soluble in benzene. Slightly soluble in carbon tetrachloride.
Boiling Point262-263 °C
DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride/ and may explode.
Formal Charge0
Melting Point22 °C
Vapor Pressure0.01 [mmHg]
Chemical ClassesReactive agents - 3rd degree
Heavy Atom Count11
Molecular Weight170.59
Refractive IndexIndex of refraction = 1.580 at 20 °C
Monoisotopic Mass170.0134572
Isotope Atom Count0
Henry's Law Constant7.8X10-6 atm-cu m/mol at 25 °C
Physical DescriptionClear solid or amber liquid; [Hawley] Liquid or low melting solid; [MSDSonline]
Rotatable Bond Count2
Stability/Shelf LifeSlow decomposition at room temperature.
Kovats Retention IndexSemi-standard non-polar: 1400
Hydrogen Bond Donor Count0
Covalently-Bonded Unit Count1
Hydrogen Bond Acceptor Count2
Other Experimental PropertiesHydroxyl radical reaction rate constant = 2.0X10-11 cu cm/molec-sec at 25 °C
Topological Polar Surface Area26.3 Ų
Defined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Atom Stereocenter Count0
Undefined Bond Stereocenter Count0

Safety information

DOT Label:
Corrosive
First Aid:
ERG2024, Guide 156 (Anisoyl chloride): In Canada, an Emergency Response Assistance Plan (ERAP) may be required for this product. Please consult the shipping paper and/or the "ERAP" section.
Fire Hazards:
ERG2024, Guide 156 (Anisoyl chloride): · Containers may explode when heated or if contaminated with water.
Fire Fighting:
FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)
Health Hazards:
ERG2024, Guide 156 (Anisoyl chloride): · Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.
Reactive Group:
Acyl Halides, Sulfonyl Halides, and Chloroformates
Adverse Effects:
Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Hazards Summary:
Decomposed by water; Corrosive to tissue; Explosion risk from Sealed containers due to pressure from decomposition at room temperature; [Hawley] May cause serious burns to eyes; Releases hydrochloric acid by hydrolysis; Emergency treatment: acids; Reacts with moisture forming hydrochloric acid; [CAMEO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause edema and chemical pneumonitis; [MSDSonline]
DOT ID and Guide:
1729 156
Disposal Methods:
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Reactivity Alerts:
Air-Reactive
Environmental Fate:
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), p-anisoyl chloride, which has an estimated vapor pressure of 0.014 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase p-anisoyl chloride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 19 hours(SRC), calculated from its rate constant of 2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). p-Anisoyl chloride absorbs light greater than 290 nm and may be subject to direct photolysis in the environment; however, the rate of thi...
Reactivity Profile:
4-METHOXYBENZOYL 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].
Storage Conditions:
Explosion risk when in closed containers due to pressure caused by decomposition at room temperature.
Preventive Measures:
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Nonfire Spill Response:
SMALL SPILL: Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. (ERG, 2024)
Air and 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].
Fire Fighting Procedures:
If material on fire or involved in fire: Use dry chemical or carbon dioxide. Do not use water on material itself. If large quantities of combustibles are involved, use water in flooding quantities as spray and fog. Use water spray to knock-down vapors. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.
Isolation and Evacuation:
Evacuation: ERG2024, Guide 156 (Anisoyl chloride): · If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions.
Soil Adsorption/Mobility:
Using a structure estimation method based on molecular connectivity indices(1), the Koc for p-anisoyl chloride can be estimated to be 37(SRC). According to a classification scheme(2), this estimated Koc value suggests that p-anisoyl chloride is expected to have very high mobility in soil(SRC).
DOT Hazard Classification:
Placard/Label(s)
Toxic Combustion Products:
After several weeks storage in a dessicator at room temperature, a 200-gram bottle of commercial anisoyl chloride exploded with copious emmision of hydrogen chloride.
Accidental Release Measures:
Spill or Leak: ERG2024, Guide 156 (Anisoyl chloride): · Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal.
Artificial Pollution Sources:
p-Anisoyl chloride's production and use as an intermediate for dyes and medications(1) may result in its release to the environment through various waste streams(SRC).
Hazard Classes and Categories:
Corrosives, Flammable agents - 2nd degree, Reactive agents - 3rd degree
Environmental Bioconcentration:
An estimated BCF of 3 was calculated for p-anisoyl chloride(SRC), using an estimated log Kow of 1.52(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Explosive Limits and Potential:
Sealed containers may explode because slow decomposition at room temperature may build up pressure.
Volatilization from Water/Soil:
The Henry's Law constant for p-anisoyl chloride is estimated as 7.8X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that p-anisoyl chloride is expected to volatilize from water surfaces(2). However, the hydrolysis half-life of benzoyl chloride, a structural analog, is on the order of several minutes(3), suggesting that p-anisoyl chloride will undergo rapid hydrolysis in the environment. Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 50 days(SRC). p-Anisoyl chloride's Henry's Law const...
Shipment Methods and Regulations:
The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
Environmental Abiotic Degradation:
The rate constant for the vapor-phase reaction of p-anisoyl chloride with photochemically-produced hydroxyl radicals has been estimated as 2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 19 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). p-Anisoyl chloride absorbs light greater than 290 nm and may be subject to direct photolysis in the environment; however, the rate of this potential reaction is unknown(SRC). p-Anisoyl chloride is decomposed in water(2), but the rate of this reaction is not known(SRC). However, the hydrolysis half-life of benzoyl chloride, a structural analog, is on the order of several minutes(3), suggesting that p-anisoyl chloride will undergo rapid h...
Probable Routes of Human Exposure:
NIOSH (NOES Survey 1981-1983) has statistically estimated that 4,354 workers (276 of these are female) are potentially exposed to p-anisoyl chloride in the US(1). Occupational exposure to p-anisoyl chloride may occur through inhalation and dermal contact with this compound at workplaces where p-anisoyl chloride is produced or used(SRC).
Environmental Fate/Exposure Summary:
p-Anisoyl chloride's production and use as an intermediate for dyes and medications may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 0.014 mm Hg at 25 °C indicates p-anisoyl chloride will exist solely as a vapor in the ambient atmosphere. Vapor-phase p-anisoyl chloride will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 19 hours. p-Anisoyl chloride absorbs light greater than 290 nm and may be susceptible to direct photolysis; however, the rate of this reaction is not known. If released to soil, p-anisoyl chloride is expected to have very high mobility based upon an estimated Koc of 37. Volatilization from mois...
Personal Protective Equipment (PPE):
Personnel protection: ... Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective gloves, boots and goggles.
Shipping Name/ Number DOT/UN/NA/IMO:
UN 1729; Anisoyl chloride
Emergency Response Planning Guidelines:
Emergency Response: ERG2024, Guide 156 (Anisoyl chloride): · ALWAYS stay away from tanks in direct contact with flames.
Skin, Eye, and Respiratory Irritations:
Vapors can cause serious eye burns.
Exposure Control and Personal Protection:
Protective Clothing: ERG2024, Guide 156 (Anisoyl chloride): · Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.
Hazardous Reactivities and Incompatibilities:
Self-reactive

Production methods and uses

Production method
Prepared from p-anisic acid and thionyl chloride: Vanderhaeghe et al, J Pharm Pharmacol 6, 119 (1954).
purpose
Uses:
Intermediate for dyes and medicines

Related

upstream information
Methods of Manufacturing:
p-anisic acid (CID:7478); thionyl chloride (CID:24386)
downstream information

No downstream information yet

MSDS

Found 0 shareMSDS