[ CAS No. 771-98-2 ] {[proInfo.proName]}

Name: 771-98-2|2,3,4,5-Tetrahydro-1,1'-biphenyl|97%
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SKU: A108785
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3d Animation Molecule Structure of 771-98-2

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Quality Control of [ 771-98-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 771-98-2 ]

SDS Specification

Alternatived Products of [ 771-98-2 ]

Product Details of [ 771-98-2 ]

CAS No. :	771-98-2	MDL No. :	MFCD00001542
Formula :	C₁₂H₁₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	WCMSFBRREKZZFL-UHFFFAOYSA-N
M.W :	158.24	Pubchem ID :	13043
Synonyms :

Calculated chemistry of [ 771-98-2 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.33
Num. rotatable bonds :	1
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	53.65
TPSA :	0.0 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.05 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.62
Log Po/w (XLOGP3) :	4.53
Log Po/w (WLOGP) :	3.64
Log Po/w (MLOGP) :	4.56
Log Po/w (SILICOS-IT) :	3.73
Consensus Log Po/w :	3.82

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.98
Solubility :	0.0166 mg/ml ; 0.000105 mol/l
Class :	Soluble
Log S (Ali) :	-4.25
Solubility :	0.00886 mg/ml ; 0.000056 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.8
Solubility :	0.025 mg/ml ; 0.000158 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	2.3

Safety of [ 771-98-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 771-98-2 ]

* 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.

Upstream synthesis route of [ 771-98-2 ]
Downstream synthetic route of [ 771-98-2 ]

[ 771-98-2 ] Synthesis Path-Upstream 1~2

1
[ 7677-24-9 ]
[ 771-98-2 ]
[ 2201-23-2 ]

Reference： [1] Organic Letters, 2009, vol. 11, # 22, p. 5286 - 5289

2
[ 7677-24-9 ]
[ 1589-60-2 ]
[ 2201-23-2 ]
[ 771-98-2 ]

Reference： [1] Tetrahedron, 1990, vol. 46, # 18, p. 6331 - 6342

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
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Prevention
Code	Phrase
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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
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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.
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P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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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:
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
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P401
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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.
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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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Yield	Reaction Conditions	Operation in experiment
99%	With hydrogen;micro-encapsulated PI palladium catalyst; In tetrahydrofuran; at 20℃; for 0.0833333h;Product distribution / selectivity;	In Example 7, hydrogenation reaction was conducted under the same condition as Example 1 for THF diluted solution concentration of the substance to be reduced, its flow rate, and hydrogen 9 flow rate, using 1-phenylcyclohexene as the substance to be reduced. The reaction time was within five minutes. The analytical result of the reaction product by 1H-NMR showed almost complete hydrogenation of 1-phenylcyclohexene, and phenylcyclohexane was obtained at 99 % yield (See Fig. 6.).
99%	With C5H14NO(1+)C10H12NO4S(1-)Pd; hydrogen; In glycerol; at 80℃; under 2250.23 Torr; for 2h;Inert atmosphere; Schlenk technique;	General procedure: In a Fisher-Porter bottle (working from 1 to 3 bar total pressure) oran autoclave (working from 3 to 20 bar total pressure), the appropriate substrate (1 mmol for 1 mol % of catalyst or 10 mmol for 0.1 mol% of catalyst) was added to 1 mL of preformed nanoparticles (2.85 mg of Pd) in glycerol under argon. The reaction mixture was put under vacuum and then pressurized with H2 at the convenient pressure, heated up at 80 C and stirred for the appropriate time; then cooled down to room temperature before extraction. Organic products were extracted from glycerol by a biphasic methodology, adding dichloromethane (5×3 mL); organic phases were collected and solvent removed under vacuum. Conversion and yields were determined by GC using decane as internal standard. The obtained products were characterized by GC-MS data and 1H and 13C NMR and compared to literature reports to confirm spectral identity (see Supplementary Material).
> 90%	With chlorotriisopropylsilane; diphenyl(pentafluorophenyl)phosphonium tetrakis(perfluorophenyl)borate; In dichloromethane; at 50℃; for 18h;Inert atmosphere; Schlenk technique;	General procedure: A reaction tube with a Teflon cap was charged with equimolar(0.1 mmol) amounts of olefin and triisopropylsilane. Adichloromethane solution of 10 mol% catalyst was added to the tube and the mixture was heated at 50 C for 18 h. The reactionmixture was taken in volumetric flask and diluted with DCM. Thediluted solution was analysed by GC-MS.

	With palladium/alumina; hydrogen; at 50℃; under 9293.22 Torr; for 144h;	Example 1 (the present disclosure) [0083] A first eggshell catalyst containing 0.3 wt% Pd on an aluminum oxide support was used. The support had a spherical/spheroidal shape. [0084] A downflow reactor was equipped with the first eggshell hydrogenation catalyst. The catalyst was tested at 5 hr"1 WHSV, 50C, and 165 psig. The feed consisted of 0.5 wt% 1-phenylcyclohexene in 99.5% phenylcyclohexane. The catalyst was allowed to perform for 6 days on stream. Conversion of phenylcyclohexene to phenylcyclohexane is reported in Table 1, below. The amount of bicyclohexane (BCH) made is also reported in Table 1.
21%Chromat.	With iron oxide; hydrazine hydrate; In ethanol; at 80℃; for 36h;Inert atmosphere;	General procedure: To an oven-dried, two-necked 25 mL round-bottom flask equipped with a magnetic stir bar and a reflux condenser, Fe3O4 (92 mg, 0.40 mmol) and ethanol (6.0 mL) were added, and the mixture was sonicated in an ultrasonic bath for 1 minute under N2 atmosphere. Styrene (1.0 mmol) and hydrazine monohydrate (380 muL, 8 equiv) were added. Then the reaction mixture was stirred at 80 C under argon atmosphere until the reaction was completed. After magnetic separation of the catalyst (see Fig. 2), the remaining solution was decanted, then directly analyzed with gas chromatography. The remaining catalyst was washed with ethanol (5 mL × 2), dried under vacuum, and reused for the next cycle of the reaction.

Yield	Reaction Conditions	Operation in experiment
98%	With 4-methylmorpholine N-oxide; In water; acetone; at 20℃; for 3.5h;Inert atmosphere;	General procedure: A mixture of alkene (250 mol), 5% Os/CR11 (9.5 mg, 2.50 mol, 1 mol%), NMO (32.2 mg, 275mol), and acetone-H2O (7 : 3, 0.5 mL) in a 15 mL-test tube was stirred under an Ar atmosphere atroom temperature. After the specific time [the consumption of the starting material was confirmedby TLC analysis (hexane-EtOAc)], the mixture was filtered through a Celite pad, and the pad waswashed with acetone (30 mL) and concentrated in vacuo. The residue was purified by columnchromatography on silica gel (hexane-EtOAc) to give the corresponding diol
35%		General procedure: Solid trans-stilbene (40.0 mg, 0.22 mmol, 1.0 eq) and 3, 4-dichlorophthaloyl peroxide (80 mg, 0.34 mmol, 1.5 eq) were dissolved in DCE (4 mL) and placed in an oil bath at 80 C under nitrogen. After stirring for 8 hours the reaction mixture was cooled to 23 C and the solvent was removed under reduced pressure. The residue was dissolved in MeOH (3 ml) and H2O (0.15 mL) and K2CO3 (123 mg, 0.89 mmol, 4 eq) were added resulting in a heterogeneous mixture that was vigorously stirred for 10 hours. The reaction was diluted with EtOAc (10 mL). The organic layer was collected and dried over Na2SO4. After filtration, the solvent was removed under reduced pressure. The resulting residue was purified by column chromatography on silica (hexanes:EtOAc 10:1 to 1:1) to afford (+/-)-hydrobenzoin 15 (34.2 mg, 72%, syn:anti = 19:1).

Yield	Reaction Conditions	Operation in experiment
80%	With iodoxybenzene; oxygen; In water; acetonitrile; at 20℃; for 24h;Schlenk technique;	2,3,4,5-tetrahydro-1,1'-biphenyl (3.2mmol, 500 mg) was dissolved in 25 mL acetonitrile:water (4:1) under air oxygene atmosphere. Iodylbenzene (3.5 mmol, 820 mg) was added at room temperature andresulting solution was stirred for 24 h. The solvent was removed under vacuum.Finally, the crude product was purified by column chromatography using hexane:EtOAcas eluent 480 mg (80%):1HNMR (400 MHz, CDCl3): delta 9.74( t, J= 1.6 Hz, 1H), 7.91-7.93 (m,2H), 7.52 (t, J= 7.6 Hz, 1H),7.44-7.43 (m, 2H), 2.96 (t, J= 6.8Hz, 2H), 2.48.2.45 (m, 2H), 1.70-1.75(m, 4H) ppm. 13C NMR (100 MHz, CDCl3): delta 202.4, 200.5, 133.3, 128.8, 128.6, 128.2, 126.3, 38.4, 37.5, 28.3,23.8 ppm. IR:(KBr) numax = 2920, 2853, 1716, 1681, 1447, 1272, 1256,750 cm-1.
74%		A solution of NaIO4 (0.5 mmol) and NaClO2 (2.0 mmol) in water (5 mL) was added to a solution containing olefin (1.0 mmol) in acetonitrile (5 mL). To the resulting suspension was added 4 wt % aq solution of osmium tetroxide (0.01 mmol, 61 muL), and the mixture was stirred at the room temperature for 14 h. Then 150 mol % of isopropyl alcohol (115 muL) and potassium hydroxide (98 mg) were added to the reaction mixture and the mixture was stirred for another 8 h. Organic products were extracted with TBME (6 mL × 3) and the combined organic layer was dried (anhyd MgSO4). Before running a new reaction cycle, the remaining aqueous layer was neutralized to pH 6-7 by adding 1 N HCl (0.5-0.8 mL) and stirring for 10 min. Then a new substrate (1.0 mmol), NaIO4 (0.5 mmol), NaClO2 (2.0 mmol) and acetonitrile (5 mL) were added, and the mixture was stirred for 14 h as the second run of the reaction. The extracted residue was dried with anhyd MgSO4, and filtered. The organic solution was directly analyzed with HPLC after addition of an internal standard or purified by flash column chromatography to yield the desired product. refText
71%		Typical procedure: A stream of ozone was passed through a solution of alkene (1 mol equiv) in dry CH2Cl2 (30 mL per 6 mmol of starting alkene) at -78 C until the resulting solution became blue-violet. The excess of ozone was removed by passing a stream of oxygen followed by argon through the solution. The resulting mixture was allowed to reach -50 C and carefully quenched by addition of Ph3P (1.2 mol equiv) in dry CH2Cl2 (5 mL per 2 g of Ph3P). After 24 h at rt the reaction mixture was concentrated and the residue was subjected to chromatography on SiO2 (hexane/Et2O) or distillation in vacuo to provide keto aldehydes 1a-g as colorless liquids.

[ CAS No. 771-98-2 ] {[proInfo.proName]}

Quality Control of [ 771-98-2 ]

Related Doc. of [ 771-98-2 ]

Product Details of [ 771-98-2 ]

Calculated chemistry of [ 771-98-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 771-98-2 ]

Application In Synthesis of [ 771-98-2 ]

[ 771-98-2 ] Synthesis Path-Upstream 1~2

[ 771-98-2 ] Synthesis Path-Downstream 1~51

Precautionary Statements-General

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Yield	Reaction Conditions	Operation in experiment
67.5%	Stage #1: N-methyl-N-phenylformamide With trichlorophosphate In chloroform at -5 - 10℃; for 1h; Inert atmosphere; Stage #2: 1-Phenylcyclohexene In chloroform at 45℃; for 20h; Inert atmosphere; Stage #3: aniline hydrochloride With potassium carbonate In chloroform; water at 20℃; for 0.5h; Inert atmosphere;	2.2 N-((E)-(2-phenyl-3-((E)-(phenylimino)methyl)cyclohex-2-enylidene)methyl)aniline, 7b A stirred solution of N-formyl-N-methylaniline (6, 1.28g, 9.5mmol) in chloroform (2mL) at-5°C was treated with phosphorous oxychloride (0.9mL, 9.5mmol), dropwise, and stirred for 1h at 10°C. Phenylcyclohexene (0.5g, 3.2mmol) was added dropwise and then stirred at 45°C for 20h. The reaction mixture was poured into a beaker of vigorous stirred water (20mL), and potassium carbonate (2g, 14.5mmol) was carefully added. A solution of aniline hydrochloride salt (0.92g, 7.11mmol) in water (3mL) was added and the mixture stirred at ambient temperature for 30min. After addition of potassium carbonate (2g, 14.5mmol) portionwise, the mixture was cooled and the resulting precipitate was filtered, washed several times with cold water, stirred vigorously with acetone (2×3mL), filtered and dried in vacuo to afford 7b as a dark red powder (0.85g, 2.12mmol, 67.5%) [22]. Mp=246-250°C; 1H NMR (400MHz, DMSO-d6) d 11.01 (s, 2H), 7.57-7.55 (m, 3H), 7.42-7.40 (m, 2H), 7.35 (t, J=8Hz, 4H), 7.25 (bs, 2H), 7.15 (t, J=8Hz, 2H), 7.07 (d, J=8Hz, 4H); 13C (100MHz, DMSO-d6) d 157.8, 150.5, 142.0, 139.8, 136.2, 135.3, 134.7, 130.6, 130.2, 129.8, 129.5, 128.3, 128.0, 125.8, 121.2, 118.7, 118.2, 114.6, 113.6, 23.9, 23.3, 21.9, 20.5, 19.8.
66%	Stage #1: N-methyl-N-phenylformamide With trichlorophosphate In chloroform at 0℃; for 1h; Stage #2: 1-Phenylcyclohexene In chloroform at 45℃; for 20h; Stage #3: aniline hydrochloride With potassium carbonate at 23℃; for 0.5h;

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