[ CAS No. 826-74-4 ]

Name: 826-74-4|1-Vinylnaphthalene|98% (stabilized with TBC)
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SKU: A570314
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Quality Control of [ 826-74-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 826-74-4 ]

SDS

Alternatived Products of [ 826-74-4 ]

Product Details of [ 826-74-4 ]

CAS No. :	826-74-4	MDL No. :	MFCD00075766
Formula :	C₁₂H₁₀	Boiling Point :	135-138°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	-
M.W :	154.21 g/mol	Pubchem ID :	70004
Synonyms :

Safety of [ 826-74-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 826-74-4 ]

Upstream synthesis route of [ 826-74-4 ]
Downstream synthetic route of [ 826-74-4 ]

[ 826-74-4 ] Synthesis Path-Upstream 1~1

1
[ 826-74-4 ]
[ 74-95-3 ]
[ 25033-19-6 ]

Reference： [1] Tetrahedron Letters, 2007, vol. 48, # 36, p. 6405 - 6407

[ 826-74-4 ] Synthesis Path-Downstream 1~25

1
[ 56-23-5 ]
[ 128-08-5 ]
[ 1127-76-0 ]
[ 826-74-4 ]

Reference： [1]Journal of the Chemical Society,1946,p. 830

2
[ 826-74-4 ]
[ 1127-76-0 ]

Reference： [1]European Journal of Organic Chemistry,2016,vol. 2016,p. 5732 - 5737
[2]Angewandte Chemie - International Edition,2019,vol. 58,p. 16490 - 16494
Angew. Chem.,2019,vol. 131,p. 16642 - 16646,5
[3]Journal of the American Chemical Society,1948,vol. 70,p. 4026,4030
[4]Zhurnal Obshchei Khimii,1956,vol. 26,p. 3479,3483; engl. Ausg. S. 3871, 3874
[5]ACS Catalysis,2018,vol. 8,p. 9637 - 9646

3
[ 826-74-4 ]
[ 36122-35-7 ]
[ 854232-22-7 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 45,47

4
[ 1127-76-0 ]
[ 826-74-4 ]

Reference： [1]Journal of the Chemical Society,1946,p. 830

5
[ 41332-02-9 ]
[ 826-74-4 ]

Reference： [1]Synthetic Communications,1989,vol. 19,p. 2677 - 2682

6
[ 1127-76-0 ]
[ 151-50-8 ]
[ 826-74-4 ]
[ 57605-95-5 ]
[ 24168-42-1 ]

Reference： [1]Gazzetta Chimica Italiana,1984,vol. 114,p. 283 - 284

7
[ 68480-12-6 ]
selenium [ No CAS ]
[ 826-74-4 ]
[ 1127-76-0 ]

Reference： [1]Zhurnal Obshchei Khimii,1949,vol. 19,p. 332,334
Chem.Abstr.,1949,p. 6609

8
[ 2554-06-5 ]
[ 90-14-2 ]
[ 826-74-4 ]

Reference： [1]Journal of Organometallic Chemistry,2001,vol. 624,p. 372 - 375

9
[ 2554-06-5 ]
[ 90-11-9 ]
[ 826-74-4 ]
[ 1233-36-9 ]

Reference： [1]Organic Letters,2006,vol. 8,p. 63 - 66

10
[ 826-74-4 ]
[ 74-95-3 ]
[ 25033-19-6 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 6405 - 6407

11
[ 1067-53-4 ]
[ 90-14-2 ]
[ 826-74-4 ]

Reference： [1]Journal of Organic Chemistry,2008,vol. 73,p. 2315 - 2322

12
[ 826-74-4 ]
[ 586-61-8 ]
[ 1087094-02-7 ]

Yield	Reaction Conditions	Operation in experiment
40%	With sodium acetate;trans-di(mu-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II); In N,N-dimethyl-formamide; at 120℃; for 60h;	Example 1This example illustrates the preparation of Compound E1 , 3-iso- propyl-N6,N6,N12,N12-tetrakis(3,4-dimethylphenyl)-chrysene-6,12-diamine <n="24"/>a. Preparation of (Z)-1 -(4-/so-propylstyryl)naphthalene.In a drybox, 1-vinylnaphthalene (9.80 g, 63.5 mmol) and 4- bromocumene (11.5 g, 57.8 mmol) were placed into a 250 ml RB flask and dissolved in 80 ml of dry DMF. Palladium catalyst (frans-di(mu- acetato)bis[o-(di-o-tolylphosphino)benzyl] dipalladium (II), 0.542 g, 0.58 mmol) and sodium acetate (7.11 g, 86.6 mmol) were added last, followed by 20 ml of dry DMF. The flask was capped, taken out of the box and attached to a condenser flushed with nitrogen. The reaction mixture was stirred at 120 0C for 60 hours. Solution was cooled to room temperature and poured into 750 ml of water. Aqueous layer was extracted with CH2Cb (3x500 ml). Combined organic layers were rinsed with water and brine (500 ml each), dried over MgSO4 and volatiles were removed under vacuum. Crude product was adsorbed onto 25 g of silica, loaded onto a 4" column and eluted with hexane first, then with 20percent CH2CI2 in hexane. The first fraction was concentrated and residue was dried under high vacuum to 6.3 g (40 percent) of the desired product. 1H NMR is analogous to the one reported in the literature (Beckmann et al., Solid St. Nuc. Mag. Res., 1998, 12, 251 ).

Reference： [1]Patent: WO2008/147721,2008,A1 .Location in patent: Page/Page column 22-23

13
[ 826-74-4 ]
[ 2483-57-0 ]
methyl (1S,2R)-2-(1-naphthyl)-1-nitrocyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With silver hexafluoroantimonate; iodosylbenzene; sodium carbonate; C25H30N2O2; copper(l) chloride; In benzene; at 20℃; for 3h;Inert atmosphere; Molecular sieve;	General procedure: CuCl (1.0 mg, 0.01 mmol, 2 mol %), AgSbF6 (4.1 mg, 0.012 mmol, 2.4 mol %), and bis(oxazoline) 2 (0.012 mmol, 2.4 mol %) were weighed in the glove box and charged together in a flask. After removal from glove box, the vial was capped and benzene (5 mL) was added. The solution was stirred for 1 h at room temperature, after which styrene (2.5 mmol, 5.0 equiv) was added to the catalyst solution. In a separate vial, PhIO (121 mg, 0.55 mmol, 1.10 equiv), Na2CO3 (122 mg, 1.15 mmol, 2.30 equiv), and molecular sieves (approx. 100 mg) were charged in a vial and purged under argon for 10 min. The solids were then quickly transferred to the catalyst solution, followed by <strong>[2483-57-0]methyl nitroacetate</strong> (1) (59.5 mg, 0.50 mmol). The solution was stirred at room temperature for 3 h. The reaction was quenched with water (5 mL) and organic layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude oil residue was purified by flash column chromatography to give the pure 1-nitrocyclopropyl carboxylate 3.

Reference： [1]Tetrahedron,2012,vol. 68,p. 3487 - 3496

14
[ 826-74-4 ]
[ 2483-57-0 ]
methyl (1S,2R)-2-(1-naphthyl)-1-nitrocyclopropanecarboxylate [ No CAS ]
C₁₅H₁₃NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With silver hexafluoroantimonate; iodosylbenzene; sodium carbonate; (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); copper(l) chloride; In benzene; at 20℃; for 3h;Inert atmosphere; Molecular sieve;	General procedure: CuCl (1.0 mg, 0.01 mmol, 2 mol %), AgSbF6 (4.1 mg, 0.012 mmol, 2.4 mol %), and bis(oxazoline) 2 (0.012 mmol, 2.4 mol %) were weighed in the glove box and charged together in a flask. After removal from glove box, the vial was capped and benzene (5 mL) was added. The solution was stirred for 1 h at room temperature, after which styrene (2.5 mmol, 5.0 equiv) was added to the catalyst solution. In a separate vial, PhIO (121 mg, 0.55 mmol, 1.10 equiv), Na2CO3 (122 mg, 1.15 mmol, 2.30 equiv), and molecular sieves (approx. 100 mg) were charged in a vial and purged under argon for 10 min. The solids were then quickly transferred to the catalyst solution, followed by <strong>[2483-57-0]methyl nitroacetate</strong> (1) (59.5 mg, 0.50 mmol). The solution was stirred at room temperature for 3 h. The reaction was quenched with water (5 mL) and organic layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude oil residue was purified by flash column chromatography to give the pure 1-nitrocyclopropyl carboxylate 3.

Reference： [1]Tetrahedron,2012,vol. 68,p. 3487 - 3496

15
[ 826-74-4 ]
[ 1127-76-0 ]
[ 19950-47-1 ]

Reference： [1]Chemistry - A European Journal,2012,vol. 18,p. 9391 - 9396

16
[ 826-74-4 ]
[ 1864-94-4 ]
1-naphthylmethyl phenylacetate [ No CAS ]

Reference： [1]Organic Letters,2015,vol. 17,p. 3544 - 3547

17
[ 826-74-4 ]
[ 1864-94-4 ]
C₁₉H₁₆O₂ [ No CAS ]

Reference： [1]Organic Letters,2015,vol. 17,p. 3544 - 3547

18
[ 826-74-4 ]
[ 6919-61-5 ]
(E)-N-methyl-2-(2-(naphthalene-1-yl)vinyl)benzamide [ No CAS ]

Reference： [1]Chemistry - An Asian Journal,2015,vol. 10,p. 1505 - 1512

19
[ 826-74-4 ]
[ 52898-49-4 ]
(E)-4-methoxy-N-methyl-2-(2-(naphthalene-1-yl)vinyl)benzamide [ No CAS ]

Reference： [1]Chemistry - An Asian Journal,2015,vol. 10,p. 1505 - 1512

20
[ 826-74-4 ]
N,N-dimethyl-4-((((3-(3-(trifluoromethyl)phenyl)propyl)amino)oxy)carbonyl)aniline [ No CAS ]
(S)-N-(1-(naphthalen-1-yl)ethyl)-3-(3-trifluoromethylphenyl)propan-1-amine [ No CAS ]
[ 226256-56-0 ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 9716 - 9721

21
[ 826-74-4 ]
[ 373-88-6 ]
trans-1-(1-naphthyl)-2-(trifluoromethyl)cyclopropane [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5293 - 5296

22
[ 826-74-4 ]
[ 373-88-6 ]
1-(2-(trifluoromethyl)cyclopropyl)naphthalene [ No CAS ]
1-(2-(trifluoromethyl)cyclopropyl)naphthalene [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5293 - 5296

23
[ 826-74-4 ]
[ 373-88-6 ]
1-(2-(trifluoromethyl)cyclopropyl)naphthalene [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5293 - 5296

24
[ 826-74-4 ]
[ 6971-74-0 ]
(E)-N-Ts-3-(naphthalen-1-ylmethylene)isoindolin-1-one [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7869 - 7874

25
[ 826-74-4 ]
[ 3164-13-4 ]
[ 16143-22-9 ]

Yield	Reaction Conditions	Operation in experiment
79%	With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); at 55 - 70℃; for 16h;Ionic liquid; Inert atmosphere;	General procedure: An oven-dried RB flask equipped with magnetic stirrer bar was charged with the IL solvent (5-7 mL), and (p-bromophenyl)-benzoxazole or benzothiazole (1.1 mmol). After stirring at r.t. under nitrogen atmosphere for 15-20 minutes, the aryl-ethene (1 mmol), Pd(OAc)2 or NiCl2(dppp) (10 mol%), along with the piperidine-appended-IL [PAIM][NTf2] (2 mmol) were introduced, and the reaction mixture was heated gently under stirring at 55-70C while monitoring by TLC. Upon completion, the reaction mixture was cooled to r.t. and the products were extracted 4 times with hexane/ethyl acetate (80:20). The solvent was removed under vacuum and the crude product was chromatographed with hexane/ethylacetate (70:30) mixture to afford pure compounds.

Reference： [1]Tetrahedron Letters,2020,vol. 61

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Code	Phrase
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P232	Protect from moisture.
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P234	Keep only in original container.
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P251	Pressurized container: Do not pierce or burn, even after use.
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P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
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P270	Do not eat, drink or smoke when using this product.
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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.
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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:
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P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
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P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
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P321
P322
P330	Rinse mouth.
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P332	IF SKIN irritation occurs:
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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.
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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.
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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P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
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.
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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
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
H313	May be harmful in contact with skin
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
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
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. 826-74-4 ]

Quality Control of [ 826-74-4 ]

Related Doc. of [ 826-74-4 ]

Product Details of [ 826-74-4 ]

Safety of [ 826-74-4 ]

Application In Synthesis of [ 826-74-4 ]

[ 826-74-4 ] Synthesis Path-Upstream 1~1

[ 826-74-4 ] Synthesis Path-Downstream 1~25

Related Functional Groups of [ 826-74-4 ]

Alkenyls

Aryls

Precautionary Statements-General

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Response

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Environmental hazards

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Related Functional Groups of
[ 826-74-4 ]