[ CAS No. 92149-07-0 ] {[proInfo.proName]}

Name: 92149-07-0|4,7-Dimethoxy-1,10-phenanthroline|97%
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SKU: A225833
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Quality Control of [ 92149-07-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 92149-07-0 ]

SDS Specification

Alternatived Products of [ 92149-07-0 ]

Product Details of [ 92149-07-0 ]

CAS No. :	92149-07-0	MDL No. :	MFCD00233883
Formula :	C₁₄H₁₂N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZPGVCQYKXIQWTP-UHFFFAOYSA-N
M.W :	240.26	Pubchem ID :	10462298
Synonyms :

Calculated chemistry of [ 92149-07-0 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	14
Fraction Csp3 :	0.14
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	70.03
TPSA :	44.24 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.06 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.29
Log Po/w (XLOGP3) :	2.4
Log Po/w (WLOGP) :	2.8
Log Po/w (MLOGP) :	1.2
Log Po/w (SILICOS-IT) :	2.94
Consensus Log Po/w :	2.33

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.29
Solubility :	0.125 mg/ml ; 0.000519 mol/l
Class :	Soluble
Log S (Ali) :	-2.97
Solubility :	0.257 mg/ml ; 0.00107 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-5.27
Solubility :	0.0013 mg/ml ; 0.00000542 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.75

Safety of [ 92149-07-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 92149-07-0 ]

* 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 [ 92149-07-0 ]
Downstream synthetic route of [ 92149-07-0 ]

[ 92149-07-0 ] Synthesis Path-Upstream 1~6

1
[ 3922-40-5 ]
[ 74-88-4 ]
[ 92149-07-0 ]

Reference： [1] Journal of the American Chemical Society, 2012, vol. 134, # 14, p. 6136 - 6139
[2] European Journal of Organic Chemistry, 2017, vol. 2017, # 14, p. 1902 - 1910

2
[ 67-56-1 ]
[ 5394-23-0 ]
[ 92149-07-0 ]

Reference： [1] Chemical Communications, 2017, vol. 53, # 58, p. 8160 - 8163
[2] Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 5, p. 675 - 682
[3] Organic Letters, 2006, vol. 8, # 13, p. 2779 - 2782

3
[ 503863-91-0 ]
[ 92149-07-0 ]

Reference： [1] Journal of Organic Chemistry, 2007, vol. 72, # 16, p. 6190 - 6199
[2] Organic Letters, 2006, vol. 8, # 13, p. 2779 - 2782

4
[ 3922-40-5 ]
[ 92149-07-0 ]

Reference： [1] Journal of Organic Chemistry, 2007, vol. 72, # 16, p. 6190 - 6199
[2] Organic Letters, 2006, vol. 8, # 13, p. 2779 - 2782

5
[ 5394-23-0 ]
[ 124-41-4 ]
[ 92149-07-0 ]

Reference： [1] Journal of Organic Chemistry, 1962, vol. 27, p. 3878,3880
[2] Journal of Organic Chemistry, 2007, vol. 72, # 16, p. 6190 - 6199

6
[ 95-54-5 ]
[ 92149-07-0 ]

Reference： [1] Journal of Organic Chemistry, 2007, vol. 72, # 16, p. 6190 - 6199

[ 92149-07-0 ] Synthesis Path-Downstream 1~27

1
[ 5394-23-0 ]
[ 124-41-4 ]
[ 92149-07-0 ]

Reference： [1]Journal of the American Chemical Society,2020
[2]Journal of Organic Chemistry,1962,vol. 27,p. 3878,3880
[3]Journal of Organic Chemistry,2007,vol. 72,p. 6190 - 6199

2
[ 67-56-1 ]
[ 5394-23-0 ]
[ 92149-07-0 ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 8160 - 8163
[2]Zeitschrift fur Naturforschung, B: Chemical Sciences,1994,vol. 49,p. 675 - 682
[3]Organic Letters,2006,vol. 8,p. 2779 - 2782

4
[ 95-54-5 ]
[ 92149-07-0 ]

Reference： [1]Journal of Organic Chemistry,2007,vol. 72,p. 6190 - 6199

5
[ 3922-40-5 ]
[ 92149-07-0 ]

Reference： [1]Journal of Organic Chemistry,2007,vol. 72,p. 6190 - 6199
[2]Organic Letters,2006,vol. 8,p. 2779 - 2782

6
[ 503863-91-0 ]
[ 92149-07-0 ]

Reference： [1]Journal of Organic Chemistry,2007,vol. 72,p. 6190 - 6199
[2]Organic Letters,2006,vol. 8,p. 2779 - 2782

7
[ 95-54-5 ]
pyridine-dicarboxylic acid-(2.3)-2-ethyl ester [ No CAS ]
[ 92149-07-0 ]

Reference： [1]Organic Letters,2006,vol. 8,p. 2779 - 2782

8
[ 696-62-8 ]
[ 92149-07-0 ]
[ 111-27-3 ]
[ 20743-91-3 ]
[ 150-78-7 ]

Reference： [1]Journal of Organic Chemistry,2008,vol. 73,p. 284 - 286

9
palladium(II) nitrate dihydrate [ No CAS ]
[ 92149-07-0 ]
{Pd(4,7-dimethoxy-1,10-phenanthroline)2}(NO₃)2 [ No CAS ]

Reference： [1]Journal of molecular catalysis,1987,vol. 42,p. 67 - 80

10
[ 92149-07-0 ]
[ 10049-08-8 ]
[ 177793-17-8 ]

Reference： [1]Journal of the American Chemical Society,1996,vol. 118,p. 6060 - 6067

11
tetrakis(acetonitrile)palladium bistriflate [ No CAS ]
[ 92149-07-0 ]
Pd(C₁₂H₆N₂(OCH₃)2)2⁽²⁺⁾*2CF₃SO₃^(1-)=[Pd(C₁₂H₆N₂(OCH₃)2)2](OSO₂CF₃)2 [ No CAS ]

Reference： [1]Organometallics,1995,vol. 14,p. 3751 - 3761

12
[ 21797-13-7 ]
[ 92149-07-0 ]
Pd(C₁₂H₆N₂(OCH₃)2)2⁽²⁺⁾*2BF₄^(1-)=[Pd(C₁₂H₆N₂(OCH₃)2)2](BF₄)2 [ No CAS ]

Reference： [1]Organometallics,1995,vol. 14,p. 3751 - 3761

13
[ 3922-40-5 ]
[ 74-88-4 ]
[ 92149-07-0 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 6136 - 6139
[2]European Journal of Organic Chemistry,2017,vol. 2017,p. 1902 - 1910

14
[ 92149-07-0 ]
[ 917-54-4 ]
2-methyl-4,7-dimethoxy-1,10-phenanthroline [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 592 - 595

15
copper(II) nitrate trihydrate [ No CAS ]
[ 92149-07-0 ]
C₁₄H₁₂CuN₄O₈ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 9796 - 9799

16
[ 92149-07-0 ]
C₅ClO₅Re^(1-) [ No CAS ]
C₁₇H₁₂ClN₂O₅Re [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	In 5,5-dimethyl-1,3-cyclohexadiene; for 6h;Reflux;	General procedure: fac-[ReCl(CO)3(NN)] complexes, NN = phen, Me2phen or(MeO)2phen, were synthesized by a procedure similar to previouslydescribed for fac-[ReCl(CO)3(Cl2phen)] [21]. Briefly, [ClRe(CO)5] and an excess of NN ligand were mixed in 30 mL of xylene(Synth) and heated to reflux for 6 h. The resulting solid was separatedby filtration before cooling to room temperature and purifiedby recrystallization from CH2Cl2 by slow addition of n-pentane.fac-[ReCl(CO)3(phen)] compound had been synthesized previouslyfollowing the procedure described elsewhere [45] and gave satisfactorypurity.

Reference： [1]Polyhedron,2017,vol. 132,p. 20 - 27

17
[ 92149-07-0 ]
[ 77287-34-4 ]
4,7-dimethoxy-1,10-phenanthroline-2,9-dicarboxamide [ No CAS ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 8160 - 8163

18
[ 29046-78-4 ]
[ 92149-07-0 ]
C₁₄H₁₂N₂O₂*Cl₂Ni [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 3727 - 3730

19
[ 92149-07-0 ]
[ 65864-64-4 ]
C₁₅H₁₂F₂N₂O₂ [ No CAS ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 11484 - 11487

20
[ 52462-29-0 ]
[ 92149-07-0 ]
[Ru(4,7-dimethoxy-1,10-phenanthroline)(p-cymene)Cl]Cl [ No CAS ]

Reference： [1]Inorganic Chemistry,2018,vol. 57,p. 13829 - 13839

21
[ 92149-07-0 ]
[ 7732-18-5 ]
nickel dichloride [ No CAS ]
C₁₄H₁₂Cl₂N₂NiO₂*2H₂O [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7846 - 7850

22
[ 92149-07-0 ]
cesium 2-(tert-butoxy)-2-oxoacetate [ No CAS ]
C₂₂H₂₈N₂O₂ [ No CAS ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 3413 - 3418

23
ruthenium trichloride [ No CAS ]
[ 13755-29-8 ]
[ 92149-07-0 ]
tris(4,7-dimethoxy-1,10-phenanthroline)ruthenium bis(tetrafluoroborate) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%		General procedure: Dried RuCl3 (0.20 g, 0.96 mmol) was dissolvedin dipropylene glycol (10 mL) and deionized water (1 mL).The solution was refluxed until the metal salt was dissolved,obtaining a dark green solution. Bipyridine (0.469 g; 3.0 mmol) wasadded, resulting in a brown solution. Ascorbic acid (0.177 g,1.0 mmol) was then added and the solution refluxed for 20 min at250 C, the brown colour changing to red. After cooling, the solutionwas diluted to 40 mL and the pH adjusted to 8 by addition of afew drops of NaOH solution (2.5 M). NaBF4 (4.0 g, 36 mmol) wasadded and the solution cooled on ice. After vacuum filtration,washing with cold water, and drying, 0.329 g [Ru(bpy)3](BF4)2product was obtained.

Reference： [1]Electrochimica Acta,2019,vol. 320

24
[ 14024-18-1 ]
[ 92149-07-0 ]
C₂₉H₃₃FeN₂O₈ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	In ethanol; at 60℃; for 0.5h;Inert atmosphere; Schlenk technique; Glovebox;	Under an argon atmosphere, add anhydrous Fe(acac)3 (211.8mg, 0.6mmol) to a 50mL Schlenk flask, and dissolve it in 6mL of anhydrous ethanol at 60 C; Then, a solution of <strong>[92149-07-0]4,7-dimethoxy-1,10-phenanthroline</strong> (144.0 mg, 0.6 mmol) in ethanol (4 mL) was added dropwise to the system. The reaction was carried out at 60 C for half an hour, and then returned to room temperature and stirred overnight. The filtrate was collected by filtration, concentrated, washed twice with cold ethanol, and dried under vacuum for 12 h to obtain a red-brown solid product 8 with a yield of 65%.

Reference： [1]Patent: CN110452272,2019,A .Location in patent: Paragraph 0039; 0127-0131

25
iron(II) acetylacetonate [ No CAS ]
[ 92149-07-0 ]
C₂₄H₂₆FeN₂O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	In ethanol; at 60℃; for 0.5h;Inert atmosphere; Schlenk technique; Glovebox;	Under an argon atmosphere, add anhydrous Fe(acac)2 (127.0mg, 0.5mmol) to a 50mL Schlenk flask, and dissolve it in 6mL of anhydrous ethanol at 60 C; Then, a solution of <strong>[92149-07-0]4,7-dimethoxy-1,10-phenanthroline</strong> (120 mg, 0.5 mmol) in ethanol (4 mL) was added dropwise to the system. The reaction was carried out at 60 C for half an hour, and then returned to room temperature and stirred overnight. The filtrate was collected by filtration, concentrated, washed twice with cold ethanol, and dried under vacuum for 12 h to obtain a dark brown solid product 17, with a yield of 60%.

Reference： [1]Patent: CN110452272,2019,A .Location in patent: Paragraph 0039; 0122-0126

26
[ 866395-16-6 ]
[ 92149-07-0 ]
[ 1620093-17-5 ]
C₃₁H₂₀AuF₇IN₂O₃⁽¹⁺⁾*C₂F₆NO₄S₂^(1-) [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 17414 - 17420

27
[ 1295-35-8 ]
[ 95-46-5 ]
[ 92149-07-0 ]
(4,7-dimethoxy-1,10-phenanthroline)NiII(2-bromotoluene)Br [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2020,vol. 142,p. 16942 - 16952

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P103	Read label before use
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P202	Do not handle until all safety precautions have been read and understood.
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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.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
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P270	Do not eat, drink or smoke when using this product.
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P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
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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:
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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.
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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
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P401
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{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
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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
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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
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H336	May cause drowsiness or dizziness
H340	May cause genetic defects
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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

[ CAS No. 92149-07-0 ] {[proInfo.proName]}

Quality Control of [ 92149-07-0 ]

Related Doc. of [ 92149-07-0 ]

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[ 92149-07-0 ] Synthesis Path-Upstream 1~6

[ 92149-07-0 ] Synthesis Path-Downstream 1~27

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