[ CAS No. 497-26-7 ] {[proInfo.proName]}

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Quality Control of [ 497-26-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 497-26-7 ]

SDS Specification

Alternatived Products of [ 497-26-7 ]

Product Details of [ 497-26-7 ]

CAS No. :	497-26-7	MDL No. :	MFCD00003210
Formula :	C₄H₈O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	88.11	Pubchem ID :	-
Synonyms :

Safety of [ 497-26-7 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P210-P370+P378-P403+P235	UN#:	1993
Hazard Statements:	H225	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 497-26-7 ]

* 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.

Upstream synthesis route of [ 497-26-7 ]
Downstream synthetic route of [ 497-26-7 ]

[ 497-26-7 ] Synthesis Path-Upstream 1~4

1
[ 107-21-1 ]
[ 646-06-0 ]
[ 497-26-7 ]
[ 5694-68-8 ]
[ 64-18-6 ]
[ 64-19-7 ]

Reference： [1] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1994, vol. 336, # 4, p. 307 - 310

2
[ 497-26-7 ]
[ 4360-63-8 ]

Reference： [1] Russian Journal of General Chemistry, 1998, vol. 68, # 6, p. 914 - 916
[2] Chemistry of Heterocyclic Compounds, 1981, vol. 17, # 2, p. 120 - 123

3
[ 497-26-7 ]
[ 4360-63-8 ]
[ 927-68-4 ]

Reference： [1] Russian Journal of General Chemistry, 1996, vol. 66, # 7, p. 1147 - 1149
[2] Russian Journal of General Chemistry, 1998, vol. 68, # 2, p. 283 - 284

4
[ 111-46-6 ]
[ 497-26-7 ]
[ 123-91-1 ]
[ 543-75-9 ]
[ 3041-16-5 ]

Reference： [1] Chemistry of Heterocyclic Compounds, 1996, vol. 32, # 1, p. 23 - 29
[2] Chemistry of Heterocyclic Compounds, 1996, vol. 32, # 1, p. 23 - 29

Yield	Reaction Conditions	Operation in experiment
91%	With 3,3-dimethyldioxirane In acetone at 25℃;
91%	With 3,3-dimethyldioxirane In acetone at 25℃;
84%	With dinitrogen tetraoxide at 0℃; for 2h; var. reag.: O₂ with Co(II)salt and 18-crown-6; O₃ or hydroperoxides;

Yield	Reaction Conditions	Operation in experiment
	With di-tert-butyl peroxide at 140℃; for 1h;

Yield	Reaction Conditions	Operation in experiment
	With (t-BuO)2 In benzene Heating;

Yield	Reaction Conditions	Operation in experiment
54%	In dichloromethane at 20℃; for 3h;

Yield	Reaction Conditions	Operation in experiment
85 % Spectr.	With Iodine monochloride for 2h; Ambient temperature;

Yield	Reaction Conditions	Operation in experiment
1: 0.36 mol 2: 0.50 mol	With tetrachloromethane; dihydrogen peroxide at 100℃; for 0.333333h;
1: 7 % Spectr. 2: 26 % Spectr.	With water; Iodine monochloride at 0℃; for 0.05h;

Yield	Reaction Conditions	Operation in experiment
80%	With (Bu₄N)₂S₂O₈ In 1,2-dichloro-ethane at 70℃; for 1.5h; Inert atmosphere; regioselective reaction;	Typical experimental procedure: A mixture of methyl crotonate (50.1 mg, 0.50 mmol), TBAP (677.0 mg, 1.0 mmol) and 2-methyl-1,3-dioxolane (881.1 mg, 10.0 mmol) in anhyd dichloroethane (2 mL) was heated at 70 °C for 2.5 h under Ar. The reaction mixture was concentrated to give a viscous oil which was diluted with saturated aqueous NaHCO3 (1 mL) and distilled H2O (10 mL). The product was extracted with Et2O (10 mL × 3), and the combined organic layers were dried over anhyd MgSO4, filtered and concentrated. The oily residue was purified by flash chromatography on SiO2 (Et2O/hexane = 1:3) to afford methyl 3-(2-methyl-1,3-dioxolan-2-yl)butanoate (93.0 mg, 99 %).

Yield	Reaction Conditions	Operation in experiment
96%	With (Bu₄N)₂S₂O₈ In 1,2-dichloro-ethane at 70℃; for 0.333333h; Inert atmosphere; regioselective reaction;	Typical experimental procedure: A mixture of methyl crotonate (50.1 mg, 0.50 mmol), TBAP (677.0 mg, 1.0 mmol) and 2-methyl-1,3-dioxolane (881.1 mg, 10.0 mmol) in anhyd dichloroethane (2 mL) was heated at 70 °C for 2.5 h under Ar. The reaction mixture was concentrated to give a viscous oil which was diluted with saturated aqueous NaHCO3 (1 mL) and distilled H2O (10 mL). The product was extracted with Et2O (10 mL × 3), and the combined organic layers were dried over anhyd MgSO4, filtered and concentrated. The oily residue was purified by flash chromatography on SiO2 (Et2O/hexane = 1:3) to afford methyl 3-(2-methyl-1,3-dioxolan-2-yl)butanoate (93.0 mg, 99 %).
95%	With di-tert-butyl peroxide at 20℃; for 0.5h; Inert atmosphere; UV-irradiation;	General procedure for the photolysis. General procedure: An ether or acetal (2A-L) (10mL) solution of olefin (1a-f) (0.2mmol) and DTBP (0.1mmol) was introduced into a quartz cylindrical cell (diameter: 3cm) equipped with a three-way stopcock. The three-way stopcock was connected to the cell, a nitrogen source, and small vacuum pump. The solution was evacuated to about 50mmHg under sonication for 5s and nitrogen was then introduced into the cell; this cycle was repeated 10 times. The photolysis was conducted using a 500-W xenon lamp (USHIO Optical Modulex SX-UI500XQ) fitted with an 18-cm water filter and a cut-off filter (Toshiba UV-29) under a nitrogen atmosphere. The irradiated light intensity was 20mW/cm2, which was measured by an Ushio UIT-150-A Ultraviolet Radiometer equipped with a UVD-S365 photo detector. After photolysis, the ether or acetal was removed in vacuo at 40-50°C/< 150Torr (most of the products were volatile under reduced pressure) and the consumption of the olefin and the products yield were determined by NMR spectroscopy using a precise amount of naphthalene as an internal standard; the yields of each product were calculated based on the consumed starting material. The isolation of the products was conducted using silica gel column chromatography.
	With di-tert-butyl peroxide at 20℃; for 3h; Sonication; Inert atmosphere; Photolysis;	4.2.1. Photolysis General procedure: A solution of alcohol/cyclic ether/cyclic acetal (2) (10 mL), olefin(1) (0.2 mmol) and DTBP (0.1 mmol) was introduced into a quartz cylindricalcell (diameter: 3 cm) or 30 mL Pyrex eggplant-shape flaskequipped with a three-way stopcock. The three-way stopcock was connectedto the cell, a nitrogen source, and small vacuum pump. The solutionwas evacuated to about 50 mmHg under sonication for 5 s andnitrogen was then introduced into the cell; this cycle was repeated 10times. The photolysis was conducted under sunlight irradiation or a500 W Xe lamp (USHIO Optical Modulex SX-UI500XQ) fitted with an 18-cm water filter and a cut-off filter (Toshiba UV-29) under a nitrogenatmosphere. The light intensity was measured by an Ushio UIT-150-AUltraviolet Radiometer equipped with a UVD-S365 photo detector andemission spectra of sunlight by an Ushio USR-40D spectral radiometer.After photolysis, the alcohol/cyclic ether/cyclic acetal was removed invacuo at 40-50 C / < 150 Torr (most of the products were volatileunder reduced pressure) and the consumption of the olefin and theproducts yield were determined by NMR spectroscopy using a preciseamount of naphthalene as an internal standard; the yields of eachproduct were calculated based on the consumed starting material. Theisolation of products were conducted using silica gel columnchromatography.

Yield	Reaction Conditions	Operation in experiment
30%	With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 20℃; for 24h;	4-(3,4-Dimethoxyphenyl)-2-methyl-6,7-dihydro-2H-1,5,3-dioxazepine (17) To a solution of 3,4-dimethoxybenzonitrile (400 mg, 2.5 mmol) in anhyd DCE (5 mL) was added TfOH (0.22 mL, 2.5 mmol) and 2-methyl-1,3-dioxolane (0.22 mL, 2.5 mmol) at r.t. After stirring for 24 h, the reaction mixture was poured into H2O and adjusted to pH 8 with sat. aq NaHCO3, which was then extracted with CH2Cl2 (3 ×). The organic layers were combined and washed with H2O and brine, dried over anhyd Na2SO4, and concentrated in vacuo to give the product. The crude product was purified by reversed-phase column chromatography with a mobile phase of 40% MeOH to give the product 17 (185 mg, 30%) as an oil.

Yield	Reaction Conditions	Operation in experiment
70%	With di-tert-butyl peroxide at 20℃; for 0.5h; Inert atmosphere; UV-irradiation;	General procedure for the photolysis. General procedure: An ether or acetal (2A-L) (10mL) solution of olefin (1a-f) (0.2mmol) and DTBP (0.1mmol) was introduced into a quartz cylindrical cell (diameter: 3cm) equipped with a three-way stopcock. The three-way stopcock was connected to the cell, a nitrogen source, and small vacuum pump. The solution was evacuated to about 50mmHg under sonication for 5s and nitrogen was then introduced into the cell; this cycle was repeated 10 times. The photolysis was conducted using a 500-W xenon lamp (USHIO Optical Modulex SX-UI500XQ) fitted with an 18-cm water filter and a cut-off filter (Toshiba UV-29) under a nitrogen atmosphere. The irradiated light intensity was 20mW/cm2, which was measured by an Ushio UIT-150-A Ultraviolet Radiometer equipped with a UVD-S365 photo detector. After photolysis, the ether or acetal was removed in vacuo at 40-50°C/< 150Torr (most of the products were volatile under reduced pressure) and the consumption of the olefin and the products yield were determined by NMR spectroscopy using a precise amount of naphthalene as an internal standard; the yields of each product were calculated based on the consumed starting material. The isolation of the products was conducted using silica gel column chromatography.
	With di-tert-butyl peroxide at 20℃; for 3h; Sonication; Inert atmosphere; Photolysis;	4.2.1. Photolysis General procedure: A solution of alcohol/cyclic ether/cyclic acetal (2) (10 mL), olefin(1) (0.2 mmol) and DTBP (0.1 mmol) was introduced into a quartz cylindricalcell (diameter: 3 cm) or 30 mL Pyrex eggplant-shape flaskequipped with a three-way stopcock. The three-way stopcock was connectedto the cell, a nitrogen source, and small vacuum pump. The solutionwas evacuated to about 50 mmHg under sonication for 5 s andnitrogen was then introduced into the cell; this cycle was repeated 10times. The photolysis was conducted under sunlight irradiation or a500 W Xe lamp (USHIO Optical Modulex SX-UI500XQ) fitted with an 18-cm water filter and a cut-off filter (Toshiba UV-29) under a nitrogenatmosphere. The light intensity was measured by an Ushio UIT-150-AUltraviolet Radiometer equipped with a UVD-S365 photo detector andemission spectra of sunlight by an Ushio USR-40D spectral radiometer.After photolysis, the alcohol/cyclic ether/cyclic acetal was removed invacuo at 40-50 C / < 150 Torr (most of the products were volatileunder reduced pressure) and the consumption of the olefin and theproducts yield were determined by NMR spectroscopy using a preciseamount of naphthalene as an internal standard; the yields of eachproduct were calculated based on the consumed starting material. Theisolation of products were conducted using silica gel columnchromatography.

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Ghs Precautionary Statements

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
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
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.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
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
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

	With ozone In tetrachloromethane at 25℃; ΔH, ΔS;
	With oxygen; ozone at -60℃;
	With tert.-butylhydroperoxide
	With dihydrogen peroxide at 25℃; for 1.33333h; Yield given;
	With oxygen; ozone at -60℃; for 0.75h; Yield given;
	With ozone In ethyl acetate at -78℃; for 3h;

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

Yield	Reaction Conditions	Operation in experiment
	With (t-BuO)2 In benzene at 140℃; kinetics of product accumulation;
	With (t-BuO)2 In benzene at 140℃;

[ CAS No. 497-26-7 ] {[proInfo.proName]}

Quality Control of [ 497-26-7 ]

Related Doc. of [ 497-26-7 ]

Product Details of [ 497-26-7 ]

Safety of [ 497-26-7 ]

Application In Synthesis of [ 497-26-7 ]

[ 497-26-7 ] Synthesis Path-Upstream 1~4

[ 497-26-7 ] Synthesis Path-Downstream 1~17

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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