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CAS RN: 850661-66-4 | Product Number: I0801

(S)-4-Isopropyl-3-(1-naphthylmethyl)-2,5,5-triphenyl-1,3,2-oxazaborolidine (ca. 6% in Toluene, ca. 0.1mol/L)

18   ≥20 

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Product Number I0801
Molecular Formula / Molecular Weight C__3__4H__3__2BNO = 481.45  
Physical State (20 deg.C) Liquid
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive
Packaging and Container 10ML-Vial (View image)
CAS RN 850661-66-4
Reaxys Registry Number 10385893
PubChem Substance ID 160871411
Appearance Colorless to Light yellow clear liquid
Concentration(HNMR) 5.0 to 8.0 w/w%
Functionality test to pass test
Properties (reference)
Pictogram Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H332 : Harmful if inhaled.
H315 + H320 : Causes skin and eye irritation.
H360 : May damage fertility or the unborn child.
H370 : Causes damage to organs.
H372 : Causes damage to organs through prolonged or repeated exposure.
H335 : May cause respiratory irritation.
H336 : May cause drowsiness or dizziness.
H304 : May be fatal if swallowed and enters airways.
H401 : Toxic to aquatic life.
H225 : Highly flammable liquid and vapor.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P273 : Avoid release to the environment.
P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P202 : Do not handle until all safety precautions have been read and understood.
P240 : Ground/bond container and receiving equipment.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P233 : Keep container tightly closed.
P201 : Obtain special instructions before use.
P243 : Take precautionary measures against static discharge.
P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment.
P242 : Use only non-sparking tools.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P331 : Do NOT induce vomiting.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P301 + P310 : IF SWALLOWED: Immediately call a POISON CENTER/doctor.
P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
P403 + P235 : Store in a well-ventilated place. Keep cool.
P405 : Store locked up.
Related Laws:
Transport Information:
UN Number UN1294
Class 3
Packing Group II
H.S.code* 2934.99-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
An Efficient Asymmetric Organocatalyst for Regio- and Enantio-selective Diels-Alder Reactions

Typical procedure: To a dried Schlenk flask was charged CH2Cl2 (1.95 mL) and a 0.1 M solution of (S)-4-isopropyl-3-(1-naphthylmethyl)-2,5,5-triphenyl- 1,3,2-oxazaborolidine in CH2Cl2 (300 micro-L, 0.03 mmol) under argon atmosphere. After this solution cooled to -78 °C, a 0.1 M solution of 1-[bis(trifluoromethanesulfonyl)methyl]-2,3,4,5,6-pentafluorobenzene in CH2Cl2 (250 micro-L, 0.025 mmol) was added dropwise. The solution was stirred for 15 minutes at the same temperature. To this catalyst solution was added ethyl acrylate (108 micro-L, 1.0 mmol) dropwise. After 1-2 minutes, mono-substituted cyclopentadiene (1.25 mmol) (1:1 (v/v) room temperature solution in CH2Cl2) was added dropwise. Upon completion, the reaction was quenched with 100 micro-L of Et3N at the same temperature. The reaction mixture was allowed to warm to room temperature and the solvent was removed in vacuo. The crude product was purified by flash column chromatography (elution with hexanes/ether = 30:1) to give (1R, 2R, 4R)-5-Methyl-bicyclo[2.2.1]hept- 5-ene-2-carboxylic acid ethyl ester (173 mg, 96% yield, 99 %ee).


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