Structure of 5536-61-8
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 5536-61-8 |
Formula : | C4H5NaO2 |
M.W : | 108.07 |
SMILES Code : | CC(C([O-])=O)=C.[Na+] |
MDL No. : | MFCD00045886 |
InChI Key : | SONHXMAHPHADTF-UHFFFAOYSA-M |
Pubchem ID : | 3255932 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 7 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.25 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 20.7 |
TPSA ? Topological Polar Surface Area: Calculated from |
40.13 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
-5.12 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.93 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
-0.69 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.38 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.03 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-0.91 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.03 |
Solubility | 10.1 mg/ml ; 0.0933 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.36 |
Solubility | 4.73 mg/ml ; 0.0438 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
0.02 |
Solubility | 113.0 mg/ml ; 1.04 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
Yes |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.3 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.17 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88%Chromat. | hexaethylguanidinium chloride; at 100℃; for 3h;Product distribution / selectivity; | COMPARATIVE EXAMPLES 1, 2, AND 4; EXAMPLES 3 AND 5-9; Comparative Example 1; This example was conducted without the use of polymerization inhibitors. To a 100 ml 4-neck round bottom flask fitted with a reflux condenser, thermocouple and magnetic stirrer was charged 4.98 grams (46 mmoles) of sodium methacrylate, 32.3 grams (163 mmoles) of chloropropyltrimethoxysilane and 0.10 grams (0.38 mmole) of hexaethylguanidinium chloride. The mixture was heated to 100 C. and held at that temperature for 3 hours. After this time the reaction mixture was cooled to room temperature and analyzed by gas chromatography. The crude reaction mixture was found to contain 29.2% methacryloxytrimethoxysilane. This represents an 88% yield based on the theoretical amount of contained product. |
94%Chromat. | With 4,4'-Methylenebis(2,6-di-tert-butylphenol);hexaethylguanidinium chloride; In chlorobenzene; xylene; at 100℃; for 5h;Product distribution / selectivity; | Comparative Example 4; This example illustrates the alternate preparation of methacryloxypropyltrimethoxysilane using a diluent solvent and water wash (extraction) to remove by-product sodium chloride salt from the crude product. To a 1000 ml 4-neck round bottom flask fitted with a reflux condenser, thermocouple, and mechanical stirrer was charged 153.21 grams (1.42 moles) of sodium methacrylate, 0.59 grams (1.4 mmoles) Ethanox 702, 253.24 grams (1.27 moles) chloropropyltrimethoxysilane, and 112.33 grams of xylene. The mixture was heated to 100 C. At this temperature 38.66 grams of a 14.5% solution of hexaethylgaunidinium chloride in chlorobenzene was added. The reaction mixture was held at 100 C. for 5 hours. The resultant dark purple solution was then cooled to 50 C. and 257.5 grams of de-ionized water was added to the reaction vessel and stirred until the salt dissolved. The flask contents were poured into a 1-liter separatory funnel and the water layer removed. The organic portion was analyzed by gas chromatography and found to contain 63.7 weight percent methacryloxypropyltrimethoxysilane (94% of theory). |
98%Chromat. | With 4,4'-Methylenebis(2,6-di-tert-butylphenol);hexaethylguanidinium chloride; at 100℃; for 5.5h;Product distribution / selectivity; | C. Use of Co-Dried Sodium Methacrylate and Hexaethylguanidinium Chloride; To a 500 ml 4-neck round bottom flask fitted with a reflux condenser, thermocouple, and mechanical stirrer was charged 45.29 grams of the sodium methacrylate/hexaethylgaunidinium chloride prepared in the above preparation. This mixture contains 0.797 grams (3.02 mmoles) of hexaethylgaunidinium chloride and 44.49 grams (412 mmole) of sodium methacrylate. Also charged to the reaction vessel was 122.89 grams (618 mmole) of chloropropyltrimethoxysilane and 0.16 (0.37 mmole) of Ethanox 702. This mixture was heated to 100 C. and held at that temperature for 5.5 hours. A sample of the crude reaction mixture contained 69.9 weight percent (98% of theory) methacryloxypropyltrimethoxysilane as determined by gas chromatography. |
98%Chromat. | With 2,6-di-tert-butyl-4-methyl-phenol; 4,4'-Methylenebis(2,6-di-tert-butylphenol);hexaethylguanidinium chloride; In 1,2-dichloro-benzene; at 100℃; for 4h;Product distribution / selectivity; | Comparative Example 2; This example was conducted with the use of polymerization inhibitors. To a 250 ml 4-neck round bottom flask fitted with a reflux condenser, thermocouple, and mechanical stirrer was charged 31.34 grams (290 mmole) of sodium methacrylate, 83.22 g (419 mmoles) chloropropyltrimethoxysilane, 0.04 grams of 2,6-di-t-butyl-4-methylphenol (BHT, 0.18 mmole), 0.12 grams of Ethanox 702, and 6.0 grams of a 20% solution of hexaethylguanidinium chloride in o-dichlorobenzene (1.2 grams hexaethylguanidinium chloride, (4.5 mmole). This mixture was heated to 100 C. for 4 hours. After this time the resultant dark purple solution was analyzed by gas chromatography and found to contain 68.0% of methacryloxypropyltrimethoxysilane (98% of theory). |
72.3%Chromat. | With 2,6-di-tert-butyl-4-methyl-phenol; 4,4'-Methylenebis(2,6-di-tert-butylphenol);hexaethylguanidinium chloride; at 110℃; for 3h;Product distribution / selectivity; | Example 5; This example illustrates the use of sodium methoxide as the neutralizing base. To a 500 ml 4-neck round bottom flask equipped with a reflux condenser, addition funnel, thermocouple and magnetic stirrer was charged 38.67 grams (0.45 moles) of methacrylic acid and 52.12 grams of methanol. To the addition funnel was charged 95.89 grams of a 25% solution of sodium methoxide in methanol (23.97 grams of contained sodium methoxide, 0.44 moles, 98.6% of theoretical). The sodium methoxide solution was slowly added to the methacrylic acid over a 1.3 hour period with vigorous stirring. Near the end of the addition the amount of formed solids made stirring difficult. After all of the sodium methoxide solution was charged, the addition funnel was rinsed with 17.53 grams of methanol. To the resulting thick slurry was added 3.21 grams of a 34% aqueous solution of hexaethylguanidinium chloride solution (1.09 grams of contained hexaethylguanidinium chloride, 4.1 mmoles). This material was rinsed into the reaction flask with 7.58 grams of methanol. The methanol was removed by mildly heating the reaction slurry under vacuum. The remaining paste was further dried by heating in a vacuum oven at 90 C. and 125 mmHg overnight. The resulting dry solids were broken up with a spatula and the reaction flask fitted with a reflux condenser, thermocouple and mechanical stirrer. To the solids were added 0.192 grams (0.45 mmoles) of 4,4'-methylenebis(2,6-di-t-butylphenol), 0.081 grams (0.36mmoles) of butylated hydroxytoluene (BHT) and 131.58 grams (0.66 moles) of chloropropyltrimethoxysilane. The mixture was then heated to 110 C. for 3 hours. During this time the color of the reaction mixture changes from purple to yellow. Analysis of the final product by gas chromatograpy indicated that the crude reaction mixture contained 72.3% of the desired gamma-methacryloxypropyltrimethoxysilane. |
Tags: 5536-61-8 synthesis path| 5536-61-8 SDS| 5536-61-8 COA| 5536-61-8 purity| 5536-61-8 application| 5536-61-8 NMR| 5536-61-8 COA| 5536-61-8 structure
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P222 | Do not allow contact with air. |
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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. |
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P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
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P337 | If eye irritation persists: |
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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: |
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P372 | Explosion risk in case of fire. |
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P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
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P378 | |
P380 | Evacuate area. |
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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. |
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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. |
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P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
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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: |
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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. |
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H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
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H240 | Heating may cause an explosion |
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H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
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H260 | In contact with water releases flammable gases which may ignite spontaneously |
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Health hazards | |
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H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
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H305 | May be harmful if swallowed and enters airways |
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H311 | Toxic in contact with skin |
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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 |
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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 |
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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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