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[ CAS No. 5538-51-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}

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Chemical Structure| 5538-51-2

Chemical Structure| 5538-51-2

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Quality Control of [ 5538-51-2 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 5538-51-2 ]

Product Citations

Product Details of [ 5538-51-2 ]

CAS No. :	5538-51-2	MDL No. :	MFCD00000663
Formula :	C₉H₇ClO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DSGKWFGEUBCEIE-UHFFFAOYSA-N
M.W :	198.60	Pubchem ID :	79668
Synonyms :		Chemical Name :	2-(Chlorocarbonyl)phenyl acetate

Safety of [ 5538-51-2 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338	UN#:	3261
Hazard Statements:	H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 5538-51-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 5538-51-2 ]

[ 5538-51-2 ] Synthesis Path-Downstream 1~7

1
[ 6265-73-2 ]
[ 5538-51-2 ]
[ 88354-02-3 ]
[ 88353-97-3 ]

Reference： [1]Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry,1983,vol. 37,p. 351 - 359

2
[ 558-42-9 ]
[ 5538-51-2 ]
2-Acetoxy-benzoic acid 2-chloro-1,1-dimethyl-ethyl ester [ No CAS ]
[ 132305-33-0 ]

Reference： [1]Acta Chemica Scandinavica,1990,vol. 44,p. 952 - 956
[2]Acta Chemica Scandinavica,1990,vol. 44,p. 952 - 956

3
[ 280-13-7 ]
[ 5538-51-2 ]
3-(acetylsalicyloyl)-8-oxa-3-azabicyclo(3.2.1)octane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In benzene;	EXAMPLE 29 3-(Acetylsalicyloyl)-8-Oxa-3-Azabicyclo(3.2.1)Octane SPC8 o-Acetoxybenzoyl chloride (0.1 mole, 19.85 grams) was slowly added to a mixture of 8-oxa-3-azabicyclo(3.2.1)octane (0.1 mole, 11.13 grams) and triethylamine (0.1 mole) in 60 ml of benzene at 20 C. The reaction mixture was stirred 2.5 hours at 25 C. The salt was filtered off and washed with benzene. After removal of benzene, the product was obtained as a viscous liquid which was purified by column chromatography (alumina). Impurities were eluted with ether and the product with methanol to yield the product represented by formula (IX). Analysis for C15 H17 NO4. Calculated: C, 65.44%; H, 6.23%; N, 5.09%. Found: C, 65.55%; H, 6.05%; N, 5.05%.

Reference： [1]Patent: US3953596,1976,A

4
[ 84500-41-4 ]
[ 5538-51-2 ]
[ 852055-87-9 ]

Yield	Reaction Conditions	Operation in experiment
88%	With pyridine; In dichloromethane; at 0 - 20℃; for 24h;	A mixture of N-carbobenzyloxy-L-threonine benzyl ester (Z-Thr-OBzl, 21.77 g, 63.40 mmole) and pyridine (25 mL) in anhydrous dichloromethane (500 mL) was cooled in an ice bath while under a nitrogen atmosphere. Acetylsalicyloyl chloride (17.63 g, 88.76 mmole) was added and the mixture was allowed to warm to room temperature and stir overnight. After 24 hours, the mixture was poured into ice-cold 2N hydrochloric acid (400 mL). After mixing, the layers were separated and the dichloromethane fraction was washed with water (500 mL), saturated sodium bicarbonate solution (500 mL), water (500 mL), brine (500 mL) and dried over sodium sulfate (25 g). After filtration, concentration under reduced pressure, and drying under high vacuum, the remaining yellow oil (35.43 g) was purified by flash chromatography on silica gel (300 g, 0.035- 0.070 mm, 6 nm pore diameter), eluting with hexanes/ethyl acetate (3: 1). After concentration of the product containing fractions under reduced pressure and drying under high vacuum until the weight was constant, the experiment produced the protected acetylsalicylic-L-threonine ester SPIB0010201 (28.1 g, 88% yield) as a colorless oil. IH NMR (300 MHz, CDC13) : 5 = 7.74 (1H, d, J= 7. 5 Hz), 7.51 (1H, dt, J= 7. 5,1. 5 Hz), 7. 34-7. 17 (lah, m), 7.06 (1H, d, J= 7. 2 Hz), 5.62 (2H, m), 5.13 (4H, m), 4.65 (1H, dd, J= 9.6, 2.4 Hz), 2.29 (3H, s), 1. 38 (3H, d, J= 6.6 Hz). 3C NMR (75 MHz, CDC13) : 8 = 169.35, 169.22, 162.73, 156.26, 150.41, 135.79, 134.67, 133.77, 131.24, 128.35, 128.24, 128.08, 127.95, 125.78, 123.51, 122.61, 71.22, 67.72, 67.26, 57.64, 20.98, 16. 88.

Reference： [1]Patent: WO2005/46575,2005,A2 .Location in patent: Page/Page column 108-110

5
[ 104594-70-9 ]
[ 5538-51-2 ]
3-[3,4-bis[2-(acetyloxy)benzoyloxy]phenyl]-(2E)-2-propenoic acid 2-phenylethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 22℃; for 4h;Inert atmosphere;	Fig. 2 shows the synthesis of VP939. A solution of CAPE (500mg, 1.76mmol) and N,N-diisopropylethylamine (0.67ml, 3.87mmol) in 7ml of anhydrous tetrahydrofurane (THF) was added drop-wise to a solution of 2-(acetyloxy)benzoyl chloride (Sigma Aldrich, Italy; 769mg, 3.87mmol) in anhydrous THF (2ml) and the mixture was stirred under nitrogen for 4h at 22C. After removing the THF, the mixture was dissolved in ethyl acetate. The obtained organic phase was washed with water (2×75ml) followed by saturated sodium chloride solution, dried over sodium sulfate, filtered, and evaporated. The isolated crude material was purified by column chromatography (silica gel 60, 230-400mesh, Merck) using ethyl acetate/cyclohexane (3:7) as eluant. The title compound was obtained as a colorless sticky oil (861mg, 81%): IR (KBr) cm-1 3055, 2987, 1752, 1717, 1607, 1265, 1243, 1193, 1112, 1037, and 739; 1H NMR (DMSO-d6) delta 8.07-7.90 (m, 3H, aromatic), 7.83-7.64 (m, 3H+1H, aromatic+CH=CHCOO), 7.53-7.45 (m, 1H, aromatic), 7.42-7.18 (m, 9H, aromatic), 6.71 (d, J=16.0, 1H, CH=CHCOO), 4.38 (t, J=6.8Hz, 2H, OCH2CH2Ph), 2.98 (t, J=6.8Hz, 2H, OCH2CH2Ph), 2.21 (s, 3H, OCOCH3), 2.20 (s, 3H, OCOCH3). Anal. (C35H28O10) C, H.

Reference： [1]European Journal of Pharmacology,2015,vol. 752,p. 78 - 83

6
[ 436-77-1 ]
[ 5538-51-2 ]
7-O-(2-acetoxylbenzoyl)-fangchinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%		General procedure: Fangchinoline (100 mg, 0.16 mmol) was dissolved in 8 mL of CH2Cl2. The mixture was cooled to 0 C under N2. Pyridine (25 mg, 0.32 mmol) was added to the mixture. The solution was stirred for 1 h and various types of acyl chlorides (0.24 mmol, in 2 mL of CH2Cl2) were added dropwise over 10 min. The mixture was stirred for 1 h at 0 C and was stirred another hour at room temperature. The mixture was washed with water, dried over anhydrous Na2SO4 and filtered. After being concentrated under vacuum, the residue was purified by flash chromatography on silica gel using CH2Cl2/CH3OH as eluant to afford the desired products 6a-6p.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 533 - 536

7
[ 3425-46-5 ]
[ 98-32-8 ]
[ 5538-51-2 ]
2-(((2-hydroxy-5-sulfamoylphenyl)carbamoselenoyl)carbamoyl)phenyl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%		General procedure: Potassium selenocyanate (0.14 g, 1.0 mmol) dissolved inacetone (5.0 mL) was treated with the appropriate acyl chloride1a?i (1.0 mmol). The reaction mixture was stirred at r.t. for15 min, followed by addition of appropriate aminobenzensulfonamide(2?6) (1.0 mmol) and stirred for 40 min at the same temperature.After this time the mixture was quenched with H2O and theformed precipitate was filtered-off and dried on air. The obtainedproducts 7?22 were used as they are.

Reference： [1]Bioorganic and Medicinal Chemistry,2017,vol. 25,p. 3567 - 3573

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Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Bouveault-Blanc Reduction • Catalytic Hydrogenation • Complex Metal Hydride Reductions • Ester Cleavage • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Preparation of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Rosenmund Reduction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling

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[ 5538-51-2 ]

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
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Code	Phrase
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P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
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Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
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P306	IF ON CLOTHING:
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P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
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P362	Take off contaminated clothing and wash before reuse.
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P370	In case of fire:
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
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P411
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P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
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P501	Dispose of contents/container to ...
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Ghs Hazard Statements

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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