71935-22-3|(4-(9H-Carbazol-9-yl)phenyl)methanol| Ambeed

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CAS No. :	71935-22-3
Formula :	C₁₉H₁₅NO
M.W :	273.33
SMILES Code :	OCC1=CC=C(N2C3=C(C4=C2C=CC=C4)C=CC=C3)C=C1
InChI Key :	KHXHSSGYKUMCBJ-UHFFFAOYSA-N
Pubchem ID :	13021431

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Yield	Reaction Conditions	Operation in experiment
91%	With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 20℃; for 1.5h;	Example 1.1.2 4-(9H-carbazol-9-yl)phenyl)methanol (2) <strong>[110677-45-7]4-(9H-carbazol-9-yl)benzaldehyde</strong> (1) (8.0 g, 29.5 mmol) was dissolved in a (2:1) mixture of tetrahydrofuran/methanol. Sodium borohydride (1.4 g, 38.3 mmol) was added portion wise to the reaction mixture. The reaction mixture was stirred for about 1.5 hours at room temperature and the solvents were then removed. Deionized water was then added to the crude material, and 1M HCl was added dropwise until the solution was neutral. The material was then extracted with ethyl acetate and washed with water. The ethyl acetate was then removed and the product 2 was precipitated out of dichloromethane/hexanes to yield white solid 2 (91% yield). 1H NMR (400 MHz, DMSO-d): δ 8.25 (d, J=7.7 Hz, 2H), 7.60 (dd, J1=8.4 Hz, J2=20.2 Hz, 4H), 7.45-7.41 (m, 2H), 7.35 (d, J=8.4 Hz, 2H), 7.28 (t, J=7.0 Hz, 2H), 5.42-5.40 (m, 1H), 4.65 (d, J=5.5 Hz, 2H)
83%	With sodium hydroxide; sodium tetrahydroborate; In tetrahydrofuran; methanol; water; at 20℃; for 16h;	4.3 g (0.1585 mol) of the intermediate, <strong>[110677-45-7]4-(9H-carbazol-9-yl)benzaldehyde</strong>, 0.3 g (0.5 equivalents, 0.007925 mol) NaBH4, and 2.3 ml 20% NaOH were added to a mixture of 75 ml THF and 75 ml MeOH. The solution was stirred for 16 hours at 20 C. Most of the solvent was removed under vacuum and the remainder poured into 200 ml H2O. The mixture was neutralized with 3M HCl, extracted with 3×50 ml CH2Cl2, and washed with 2×40 ml H2O and 1×40 ml brine. The solvent was removed under vacuum, and the residue was taken up in 20 ml hot CH2Cl2. Hexanes were added drop-wise until the desired intermediate, (4-(9H-carbazol-9-yl)phenyl)methanol, precipitated out. 3.58 g of fine needles of the alcohol product were obtained. The total yield of intermediate, (4-(9H-carbazol-9-yl)phenyl)methanol, was 3 was 3.58 g or 83%.
82.57%	With sodium tetrahydroborate; sodium hydroxide; In tetrahydrofuran; methanol; at 20℃; for 16h;	2.200 g (0.008 mol) of <strong>[110677-45-7]4-(9H-carbazol-9-yl)benzaldehyde</strong>, 0.153 g (0.5 eq, 0.004 mol) of NaBH4, and 1.2 mL 20% NaOH were added to a mixture of 37 mL THF and 37 mL MeOH. The solution was stirred for 16 h at room temperature. The reaction mixture was poured into 100 mL H2O, and then neutralized with 3 M HCl. The solution was extracted with CH2Cl2 (3 × 50 mL) and then dried over anhydrous MgSO4. After filtering, the solvent was removed under vacuum, and the residue was taken up in 10 mL hot CH2Cl2. Hexanes were added dropwise until (4-(9H-carbazol-9-yl)phenyl)methanol precipitated out. 1.83 g of fine needles of the alcohol product was obtained. The total yield of (4-(9H-carbazol-9-yl)phenyl)methanol was 1.83 g (82.57%). m.p.: 120-122 C. 1H NMR (CDCl3, δ, ppm): 8.15 (d, J = 7.4 Hz, 2H), 7.63 (d, J = 8.8 Hz, 2H), 7.58 (d, J = 8.4 Hz, 2H), 7.42 (t, J = 7.4 Hz, 2H), 7.32 (d, J = 8.2 Hz, 2H), 7.29 (t, J = 7.4 Hz, 2H), 4.85 (d, J = 5.6 Hz, 2H), 1.81 (t, J = 5.6 Hz, 1H).

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Code	Phrase
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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.
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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.
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P265	Wash skin thouroughly after handling.
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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.
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P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
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Code	Phrase
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P321
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P378
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
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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.
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P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
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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:
P370 + P380	In case of fire: Evacuate area.
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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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P401
P402	Store in a dry place.
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P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 71935-22-3

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CAS No.: 71935-22-3

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[ 71935-22-3 ] Synthesis Path-Downstream 1~1

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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