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101-10-0

101-10-0

Identification

Synonyms:Propionicacid, 2-(m-chlorophenoxy)- (6CI,7CI,8CI);(RS)-2-(3-Chlorophenoxy)propionicacid;2-(3-Chlorophenoxy)propanoic acid;2-(3-Chlorophenoxy)propionic acid;2-(m-Chlorophenoxy)propionic acid;3-CPPA;3CP;Cloprop;Fruitone CPA;Metachlorphenprop;Swelpine;a-(3-Chlorophenoxy)propionic acid;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. Absorption, Distribution and ExcretionThe chlorophenoxy compounds are absorbed across the gut wall, lung, and skin. They are not significantly fat storable. Excretion occurs almost entirely by way of the urine. /Chlorophenoxy herbicides/

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. The maximum degradation rate of 2-(3-chlorophenoxy)propionic acid, present at 40-45 mg/L, using an activated sludge from a municipal wastewater treatment plant and an ultimate biodegradability test, ISO 7287, was 12 and 18 umol/hr, following a 16-day lag phase and being completely removed after 25 days; the study was conducted using a racemic mixture of five chiral phenoxyalkanoic acids.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

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  • Manufacture/Brand:TRC
  • Product Description:2-(3-Chlorophenoxy)propionic acid
  • Packaging:5g
  • Price:$ 75
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:2-(3-Chlorophenoxy)propionic acid
  • Packaging:500mg
  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-(3-Chlorophenoxy)propionic Acid >98.0%(T)
  • Packaging:25g
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  • Product Description:2-(3-Chlorophenoxy)propionic acid 98%
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:2-(3-Chlorophenoxy)propionic acid 99%
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:2-(3-Chlorophenoxy)propionic acid 99%
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  • Manufacture/Brand:American Custom Chemicals Corporation
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Relevant articles and documentsAll total 17 Articles be found

Kinetics and mechanism of thermal gas-phase elimination of α-substituted carboxylic acids: Role of relative basicity of α-substituents and acidity of incipient proton

Al-Awadi, Nouria A.,Kaul, Kamini,El-Dusouqui, Osman M. E.

, p. 499 - 504 (2000)

2-Phenoxypropanoic acid together with five of its aryl derivatives, its phenylthio and its N-phenylamino analogues were pyrolyzed at 494-566 K. The reactions were homogeneous, polar and free from catalytic and radical pathways, and obeyed a first-order rate equation. The limits of the Arrhenius log A (s-1) and E (kJ mol-1) values obtained for these reactions averaged 11.98 ± 1.71 and 158.1 ± 17.4, respectively. Analysis of the pyrolysates showed the elimination products to be carbon monoxide, acetaldehyde and the corresponding phenol, thiophenol or aniline compounds. The pyrolysis of 2-phenoxy- and 2-(N-phenylamino)-1-propanol was also investigated over the temperature range 638-792 K. The kinetic results and products analysis lend support to a reaction pathway involving a five-membered cyclic polar transition state. Copyright

Optimization of benzoxazole-based inhibitors of Cryptosporidium parvum inosine 5′-monophosphate dehydrogenase

Gorla, Suresh Kumar,Kavitha, Mandapati,Zhang, Minjia,Chin, James En Wai,Liu, Xiaoping,Striepen, Boris,Makowska-Grzyska, Magdalena,Kim, Youngchang,Joachimiak, Andrzej,Hedstrom, Lizbeth,Cuny, Gregory D.

, p. 4028 - 4043 (2013/06/27)

Cryptosporidium parvum is an enteric protozoan parasite that has emerged as a major cause of diarrhea, malnutrition, and gastroenteritis and poses a potential bioterrorism threat. C. parvum synthesizes guanine nucleotides from host adenosine in a streamlined pathway that relies on inosine 5′-monophosphate dehydrogenase (IMPDH). We have previously identified several parasite-selective C. parvum IMPDH (CpIMPDH) inhibitors by high-throughput screening. In this paper, we report the structure-activity relationship (SAR) for a series of benzoxazole derivatives with many compounds demonstrating CpIMPDH IC50 values in the nanomolar range and >500-fold selectivity over human IMPDH (hIMPDH). Unlike previously reported CpIMPDH inhibitors, these compounds are competitive inhibitors versus NAD +. The SAR study reveals that pyridine and other small heteroaromatic substituents are required at the 2-position of the benzoxazole for potent inhibitory activity. In addition, several other SAR conclusions are highlighted with regard to the benzoxazole and the amide portion of the inhibitor, including preferred stereochemistry. An X-ray crystal structure of a representative E·IMP·inhibitor complex is also presented. Overall, the secondary amine derivative 15a demonstrated excellent CpIMPDH inhibitory activity (IC 50 = 0.5 ± 0.1 nM) and moderate stability (t1/2 = 44 min) in mouse liver microsomes. Compound 73, the racemic version of 15a, also displayed superb antiparasitic activity in a Toxoplasma gondii strain that relies on CpIMPDH (EC50 = 20 ± 20 nM), and selectivity versus a wild-type T. gondii strain (200-fold). No toxicity was observed (LD 50 > 50 μM) against a panel of four mammalian cells lines.

(R,S)-2-chlorophenoxyl pyrazolides as novel substrates for improving lipase-catalyzed hydrolytic resolution

Kao, Min-Fang,Lu, Pei-Yu,Kao, Jou-Yan,Wang, Pei-Yun,Wu, An-Chi,Tsai, Shau-Wei

, p. 60 - 66 (2012/05/04)

The best reaction condition of Candida antartica lipase B as biocatalyst, 3-(2-pyridyl)pyrazole as leaving azole, and water-saturated methyl t-butyl ether as reaction medium at 45°C were first selected for performing the hydrolytic resolution of (R,S)-2-(4-chlorophenoxyl) azolides (1-4). In comparison with the kinetic resolution of (R,S)-2-phenylpropionyl 3-(2-pyridyl)pyrazolide or (R,S)-α-methoxyphenylacetyl 3-(2-pyridyl)pyrazolide at the same reaction condition, excellent enantioselectivity with more than two order-of-magnitudes higher activity for each enantiomer was obtained. The resolution was then extended to other (R,S)-3-(2-pyridyl)pyrazolides (5-7) containing 2-chloro, 3-chloro, or 2,4-dichloro substituent, giving good (E > 48) to excellent (E > 100) enantioselectivity. The thermodynamic analysis for 1, 2, and 4-7 demonstrates profound effects of the acyl or leaving moiety on varying enthalpic and entropic contributions to the difference of Gibbs free energies. A thorough kinetic analysis further indicates that on the basis of 6, the excellent enantiomeric ratio for 4 and 7 is due to the higher reactivity of (S)-4 and lower reactivity of (R)-7, respectively.

Process route upstream and downstream products

Process route

2-(3-Chloro-phenoxy)-propionic acid ethyl ester
52095-00-8

2-(3-Chloro-phenoxy)-propionic acid ethyl ester

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
With water; sodium hydroxide; In tetrahydrofuran; at 80 ℃; for 3h; Inert atmosphere;
95%
With alkali; Ambient temperature;
With sodium hydroxide; In water; Heating;
3-monochlorophenol
108-43-0

3-monochlorophenol

2-Bromopropionic acid
598-72-1,10327-08-9

2-Bromopropionic acid

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
With sodium hydroxide; In ethanol; for 24h; Heating;
With sodium hydroxide; In ethanol; for 24h; Schlenk technique; Inert atmosphere; Reflux;
3-monochlorophenol
108-43-0

3-monochlorophenol

(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
With sodium hydroxide; for 1h; Heating;
With sodium hydroxide; In water; for 20h; Heating;
With sodium hydroxide;
3-monochlorophenol
108-43-0

3-monochlorophenol

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / 10 h / Heating
2: 10 percent sodium hydroxide / H2O / Heating
With sodium hydroxide; potassium carbonate; In water; acetone; 1: Substitution / 2: Hydrolysis;
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere
2: water; sodium hydroxide / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
With water; potassium carbonate; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
m-chlorophenol, potassium salt
2362-28-9

m-chlorophenol, potassium salt

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
2: alkali / Ambient temperature
With alkali;
Multi-step reaction with 2 steps
2: alkali / Ambient temperature
With alkali;
methyl 2-(3-chlorophenoxy)propionate
122623-81-8

methyl 2-(3-chlorophenoxy)propionate

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
With alkali; Ambient temperature;
sodium m-chlorophenoxide
3046-27-3

sodium m-chlorophenoxide

Ethyl 2-bromopropionate
535-11-5,41978-69-2

Ethyl 2-bromopropionate

2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
With ethanol; Behandeln des Reaktionsprodukts mit wss. NaOH;
2-(3-chlorophenoxy)propionic acid
101-10-0

2-(3-chlorophenoxy)propionic acid

Conditions
Conditions Yield
methyl 2-(3-chlorophenoxy)propionate
122623-81-8

methyl 2-(3-chlorophenoxy)propionate

(R)-(+)-2-(3-chlorophenoxy)propionic acid
101-10-0,31460-39-6,31460-40-9,87860-36-4

(R)-(+)-2-(3-chlorophenoxy)propionic acid

(S)-2-(3-chlorophenoxy) propanoic acid
101-10-0,31460-39-6,31460-40-9,87860-36-4

(S)-2-(3-chlorophenoxy) propanoic acid

Conditions
Conditions Yield
With phosphate buffer; α-chimotripsine; In water; at 20 ℃; for 29h; Yield given. Title compound not separated from byproducts;
With sodium hydroxide; In water; at 40 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; titrisol buffer pH 8, carboxylesterase NP;
methyl 2-(3-chlorophenoxy)propionate
122623-81-8

methyl 2-(3-chlorophenoxy)propionate

(R)-(+)-2-(3-chlorophenoxy)propionic acid
101-10-0,31460-39-6,31460-40-9,87860-36-4

(R)-(+)-2-(3-chlorophenoxy)propionic acid

(S)-2-(3-chlorophenoxy) propanoic acid
101-10-0,31460-39-6,31460-40-9,87860-36-4

(S)-2-(3-chlorophenoxy) propanoic acid

Conditions
Conditions Yield
With phosphate buffer; α-chimotripsine; In water; at 20 ℃; for 29h; Yield given. Title compound not separated from byproducts;
With sodium hydroxide; In water; at 40 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; titrisol buffer pH 8, carboxylesterase NP;

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