[ CAS No. 143-15-7 ] {[proInfo.proName]}

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2D 3D

Structure of 143-15-7 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 143-15-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 143-15-7 ]

SDS Specification

Alternatived Products of [ 143-15-7 ]

Product Details of [ 143-15-7 ]

CAS No. :	143-15-7	MDL No. :	MFCD00000225
Formula :	C₁₂H₂₅Br	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	PBLNBZIONSLZBU-UHFFFAOYSA-N
M.W :	249.23	Pubchem ID :	8919
Synonyms :

Calculated chemistry of [ 143-15-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	10
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	67.67
TPSA :	0.0 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-2.81 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.97
Log Po/w (XLOGP3) :	7.06
Log Po/w (WLOGP) :	5.3
Log Po/w (MLOGP) :	4.89
Log Po/w (SILICOS-IT) :	5.05
Consensus Log Po/w :	5.25

Druglikeness

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

Water Solubility

Log S (ESOL) :	-5.17
Solubility :	0.00167 mg/ml ; 0.00000671 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.88
Solubility :	0.0000331 mg/ml ; 0.000000133 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-5.58
Solubility :	0.00066 mg/ml ; 0.00000265 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	3.76

Safety of [ 143-15-7 ]

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

Application In Synthesis of [ 143-15-7 ]

* 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 [ 143-15-7 ]
Downstream synthetic route of [ 143-15-7 ]

[ 143-15-7 ] Synthesis Path-Upstream 1~4

1
[ 143-15-7 ]
[ 124-40-3 ]
[ 112-18-5 ]
[ 3282-73-3 ]

Yield	Reaction Conditions	Operation in experiment
40%	at 20 - 25℃; for 20 h;	A mixture of a 38percent aqueous solution of dimethylamine (12.5 mL, 93.8 mmol) and dodecyl bromide (11.7 g, 46.9 mmol) in benzene (15 mL) was stirred at 20—25 °C for 20 h. Then, a 50percent aqueous solution of NaOH (1.9 g, 46.9 mmol) was added to the reaction mixture, and the resulting mixture was evaporated in vacuo. The residue was dissolved in CHCl3 (20 mL), the formed precipitate was filtered off, and the filtrate was evaporated in vacuo. According to the 1H NMR spectral data, the isolated mixture contained amine 6a (4.1 g, 40percent), N,N-didodecyl-N,N-dimethylammonium bromide (4.9 g, 46percent), and unreacted dodecyl bromide (1.7 g, 14percent).

Reference： [1] Russian Chemical Bulletin, 2014, vol. 63, # 11, p. 2445 - 2454[2] Izv. Akad. Nauk, Ser. Khim., 2014, # 11, p. 2445 - 2454

2
[ 112-18-5 ]
[ 143-15-7 ]
[ 3282-73-3 ]

Reference： [1] Chemical Communications, 2006, # 44, p. 4575 - 4577
[2] Journal of Organic Chemistry, 1984, vol. 49, # 20, p. 3774 - 3778
[3] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1987, p. 541 - 546
[4] Journal of Physical Chemistry, 1983, vol. 87, # 4, p. 538 - 540
[5] Bulletin of the Chemical Society of Japan, 2003, vol. 76, # 10, p. 1903 - 1910
[6] Patent: WO2005/97729, 2005, A2, . Location in patent: Page/Page column 49-50; 56-57

3
[ 44994-28-7 ]
[ 143-15-7 ]
[ 18464-25-0 ]

Reference： [1] Patent: US2113606, 1935, ,
[2] Patent: FR790279, 1936, ,

4
[ 693-98-1 ]
[ 100-44-7 ]
[ 143-15-7 ]
[ 21054-72-8 ]

Reference： [1] Journal of Materials Chemistry A, 2015, vol. 3, # 16, p. 8559 - 8565

[ 143-15-7 ] Synthesis Path-Downstream 1~20

1
[ 1802-20-6 ]
[ 143-15-7 ]
1-dodecyl-3-pentyl-pyridinium; bromide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 3959,3960, 3962

2
[ 90-89-1 ]
[ 143-15-7 ]
[ 114204-46-5 ]

Reference： [1]Journal of the American Chemical Society,1957,vol. 79,p. 2211,2212

3
[ 44994-28-7 ]
[ 143-15-7 ]
[ 18464-25-0 ]

Reference： [1]Patent: US2113606,1935,

4
[ 13468-02-5 ]
[ 143-15-7 ]
[ 538-71-6 ]

Reference： [1]Patent: GB607222,1948,

5
[ 6933-49-9 ]
[ 143-15-7 ]
[ 116734-86-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 1575 - 1579

6
[ 68631-52-7 ]
[ 143-15-7 ]
[ 679412-90-9 ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 1643 - 1646
[2]Journal of the American Chemical Society,2014,vol. 136,p. 10493 - 10498
[3]Chemical Communications,2014,vol. 50,p. 13948 - 13951
[4]Dalton Transactions,2019,vol. 48,p. 696 - 710

7
[ 381-98-6 ]
[ 143-15-7 ]
[ 943135-81-7 ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 2700 - 2707

8
[ 4877-80-9 ]
[ 143-15-7 ]
[ 214958-05-1 ]

Yield	Reaction Conditions	Operation in experiment
74%	With potassium hydroxide; In water; at 65℃; for 16h;	The resulting product of step 5A-1, triphenylen-2,3,6,7,10,11-hexanol (10 mmol)Bromododecyl (60 mmol) andPotassium hydroxide (306 mmol) was added to distilled water (50 mL)And the mixture was refluxed at 65 ° C for 16 hours to obtain 2,3,6,7,10,11-hexakis (dodecyloxy) triphenylene (3, Compound 51) (yield: 74percent).
74%	With potassium hydroxide; In water; at 65℃; for 16h;	Triphenylene-2,3,6,7, 10,11 -hexanol (10 mmol) obtained from Step 5A- 1 was added to a solution in which bromododecyl (60 mmol) and potassium hydroxide (306 mmol) were dissolved in distilled water (50 ml), and the mixture was refluxed at 65° C. for 16 hours to obtain 2,3,6,7,10,11-hexakis (dodecyloxy) triphenylene (3, compound 51) (yield: 74percent). 10400] 2,3,6,7,10,11 -hexakis (dodecyloxy) triphenylene:H NMR (600 MHz, CDC13) oe 7.92 (s, 6H), 4.16 (t, 8H),1.76 (m, 8H), 1.43-1.26 (m, 72H), 0.88 (t, 12H)10401] FIG. 22 is a ?H-NMR spectrum of 2,3,6,7,10,11-hexakis (dodecyloxy) triphenylene according to PreparationExample 5A measured in a CDC13 solvent.
35%	With potassium carbonate; In N,N-dimethyl-formamide; at 60℃;	In a 100 ml double-necked flask, <strong>[4877-80-9]2,3,6,7,10,11-hexahydroxytriphenylene</strong> (50 mg, 0.15 mmol) was dissolved in dry DMF (5 ml) in a nitrogen stream. To the solution were added finely ground potassium carbonate (0.13 g, 6.0 eq.) and dodecyl bromide (246.7 mg, 6.6 eq.) and the resultant mixture was stirred overnight at 60° C. There was added 200 ml of distilled water and the precipitate was collected by filtration and washed with methanol. The crude product was dissolved in chloroform and purified by column chromatography (silica gel; hexane: chloroform=2:1) to give compound 3 as white solid (70 mg/35percent). The product was identified by MALDI-TOF-MS, elemental analysis and 1H-NMR (see Table 2). MALDI-TOF-MS (CHCA): m/z 1334.82 (Calcd for [M+H]+1334.50); Anal. Calcd for C90H156O6.0.75CHCl3: C, 76.56; H, 11.10percent. Found: C, 76.45; H, 11.52percent. TABLE 2 1H-NMR(RT, CDCl3, 600MHz, TMS standard) split integral theoretical delta (J/Hz) ratio ratio assignment 0.86 t 20.0 18Ha(CH3) 1.20-1.55 m 196.3 108H b(CH2) 1.97 m 18.2 12Hc(OCH2CH2) 4.23 q 13.9 12Hd(OCH2) 7.83 s 6.0 12H e

Reference： [1]Patent: KR2018/43221,2018,A .Location in patent: Paragraph 0387; 0391; 0392; 0395
[2]Patent: US2019/31586,2019,A1 .Location in patent: Paragraph 0396; 0399; 0400; 0401
[3]Patent: US2006/111587,2006,A1 .Location in patent: Page/Page column sheet 3; 3

9
[ 126-33-0 ]
[ 143-15-7 ]
2-n-dodecyltetrahydrothiophene-1, 1-dioxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With n-butyllithium; In tetrahydrofuran; hexane; water; ethyl acetate; toluene;	EXAMPLE 1 Preparation of 2-n-dodecyltetrahydrothiophene (a cyclic sulfide having a five member ring). A solution of tetrahydrothiophene-1, 1-dioxide (36.0 g, Aldrich #T2,220-9) in dry tetrahydrofuran (800 ml, Aldrich #18,656-2) was cooled to -78 C. (dry-ice acetone bath) and treated dropwise with 2.6 molar n-butyllithium in hexane (115 ml, Aldrich #23,070-7). The mixture was stirred for 20 minutes after which 1-bromododecane (72 ml, Aldrich #14,578-5) was added in one portion and the solution stirred for an additional 6 hours at -78 C. The mixture was then allowed to warm to room temperature and stirred overnight. The mixture was cooled to 0 C. and treated carefully with water (500 ml) to destroy any remaining butyllithium. The resulting mixture was diluted with ether (500 ml) and placed in a separatory funnel (2000 ml). The aqueous phase was further extracted with ether (twice with 500 ml). The ether phases were washed with water (500 ml) and brine (500 ml). The combined ether extracts were dried over anhydrous magnesium sulphate, filtered and evaporated on a rotary evaporator to form a solid (84.5 g) The solid reaction mixture was dissolved in toluene (25 ml) and purified by column chromatography using approximately 900 g of silica gel (100-200 mesh) as adsorbant and the following solvents: 1000 ml hexane 1000 ml 2% ether in hexane 1000 ml 4% ether in hexane 1000 ml 8% ether in hexane 4000 ml 16% ether in hexane 3000 ml ethyl acetate The following fractions were obtained as a result of the above procedure: Fractions 1-100 were 80 ml Fractions 101-103 were 1000 ml Fractions 100-103 were combined and the solvent evaporated to yield the 2-n-dodecyltetrahydrothiophene-1, 1-dioxide (63.3 g, 73% yield). A solution of the 2-n-dodecyltetrahydrothiophene-1, 1-dioxide thus prepared (2.78 g) in toluene (6 ml) was added dropwise over 10 minutes to a solution of 1 molar diisobutylaluminum hydride (30 ml, Aldrich #21,500-7) in toluene.

Reference： [1]Patent: US4777307,1988,A

10
[ 90365-74-5 ]
[ 143-15-7 ]
[ 1158799-32-6 ]

Reference： [1]Synlett,2009,p. 747 - 750

11
[ 3972-65-4 ]
[ 143-15-7 ]
[ 1131004-45-9 ]
[ 1625-91-8 ]

Reference： [1]Synlett,2009,p. 2931 - 2934

12
[ 5123-13-7 ]
[ 143-15-7 ]
[ 599-91-7 ]
[ 103-65-1 ]
[ 123-01-3 ]

Reference： [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 3904 - 3907

13
[ 610-37-7 ]
[ 143-15-7 ]
dodecyl 5-dodecyloxy-2-nitro-benzoate [ No CAS ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 14654 - 14664

14
[ 143-15-7 ]
[ 192130-34-0 ]
N-dodecyl-N-(2-(piperazin-1-yl)ethyl)dodecan-1-amine [ No CAS ]

Reference： [1]Patent: WO2017/112865,2017,A1

15
[ 143-15-7 ]
[ 192130-34-0 ]
tert-butyl 4-(2-(didodecylamino)ethyl)piperazine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
18%	With potassium carbonate; In acetonitrile; at 20℃; for 12h;	Step 1 : fert-Butyl 4-(2-(didodecylamino)ethyl)piperazine-l -carboxylate Chemical Formula: C35H71N3O2 Molecular Weight: 565.97 [00570] A mixture of 1 -bromododecane (1.1 mL, 4.6 mmol), 4-(2-aminoethyl)-l -boc- piperazine (1.0 g, 4.4 mmol), K2CO3 (0.61 g, 4.4 mmol), in 10 mL MeCN was allowed to stir at rt for 12 h. After this time the reaction was filtered and concentrated. The crude material was purified by silica gel chromatography (0-20percent MeOH in DCM with 1percent NH4OH to afford tert- butyl 4-(2-(didodecylamino)ethyl)piperazine-l-carboxylate (450 mg, 0.80 mmol, 18percent). UPLC/ELSD: RT = 2.87 min. MS (ES): m/z (MH+) 566.655 for C35H71N3O2 (1296) XH NMR (400 MHz, CDCI3) delta: ppm 3.40 (m, 4H); 2.56 (m, 2H); 2.40 (m, 10H); 1.44 (s, 9H); 1.40-1.24 (m, 40H); 0.86 (t, 6H).
18%	With potassium carbonate; In acetonitrile; at 20℃; for 12h;	A mixture of 1 -bromododecane (1.1 mL, 4.6 mmol), 4-(2-aminoethyl)-1-boc-piperazine (1.0 g, 4.4 mmol), K2CO3 (0.61 g, 4.4 mmol), in 10 mL MeCN was allowed to stir at rt for 12 h. After this time the reaction was filtered and concentrated. The crude material was purified by silica gel chromatography (0-20percent MeOH in DCM with 1percent NH4OH to afford tert- butyl 4-(2-(didodecylamino)ethyl)piperazine-l-carboxylate (450 mg, 0.80 mmol, 18percent).UPLC/ELSD: RT = 2.87 min. MS (ES): m/z (MH+) 566.655 for C35H71N3O21H NMR (400 MHz, CDCl3) delta: ppm 3.40 (m, 4H); 2.56 (m, 2H); 2.40 (m, 10H); 1.44 (s, 9H); 1.40-1.24 (m, 40H); 0.86 (t, 6H).

Reference： [1]Patent: WO2017/112865,2017,A1 .Location in patent: Paragraph 00570; 00833
[2]Patent: WO2018/232120,2018,A1 .Location in patent: Paragraph 00639

16
[ 207742-88-9 ]
[ 143-15-7 ]
[ 117241-32-4 ]

Reference： [1]Macromolecules,2018,vol. 51,p. 3487 - 3496

17
[ 143-15-7 ]
[ 22916-47-8 ]
1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-3-dodecyl-1H-imidazol-3-ium bromide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 4288 - 4294

18
[ 2456-81-7 ]
[ 143-15-7 ]
C₂₁H₃₇N₂⁽¹⁺⁾*Br^(1-) [ No CAS ]

Reference： [1]Chemistry - An Asian Journal,2019,vol. 14,p. 235 - 242
[2]New Journal of Chemistry,2019,vol. 43,p. 7028 - 7034

19
[ 23351-91-9 ]
[ 143-15-7 ]
5-bromoisophthalic acid didodecyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Add 3g to 50mL DMF solvent<strong>[23351-91-9]5-bromoisophthalic acid</strong> (0.012 mol) and 4.8 g potassium hydrogencarbonate (0.048 mol),Stir at room temperature to form a potassium salt.7.48g of n-bromodedodecane (0.03mol) was added to the mixed solution,The reaction was stirred at 90 C for 12 hours. Stop the reaction and allow the solution to cool to room temperature.It was poured into 300 mL of water and extracted with ethyl acetate.Dry over anhydrous sodium sulfate, filter and then dry the solvent.Column chromatography with petroleum ether/ethyl acetate (15/1) as eluentIsolation gave a white solid.

Reference： [1]Patent: CN109956869,2019,A .Location in patent: Paragraph 0101-0104

20
[ 23351-91-9 ]
[ 143-15-7 ]
5-bromoisophthalic acid didecyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Add 3 g of <strong>[23351-91-9]5-bromoisophthalic acid</strong> (0.012 mol) and 4.8 g of potassium bicarbonate to 50 mL of DMF solvent.(0.048 mol), stirred at room temperature to form a potassium salt. 6.64g of n-bromodecane (0.03mol) was added to the mixed solution and stirred at 90 CReaction for 12 hours. The reaction was stopped, the solution was cooled to room temperature, poured into 300 mL of water and extracted with ethyl acetate. noDrying with sodium sulfate, filtering and drying the solvent. The crude product was subjected to column chromatography using petroleum ether/ethyl acetate (15/1) as eluent.Leave to give a white solid.

Reference： [1]Patent: CN109956869,2019,A .Location in patent: Paragraph 0085-0088

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Isomers

Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Heat of Combustion ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

Historical Records

Similar Product of
[ 143-15-7 ]

A639857[ 88170-33-6 ]

1-Bromododecane-1-13c

Reason: Stable Isotope

Ghs Precautionary Statements

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Code	Phrase
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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
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.
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.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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

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[ CAS No. 143-15-7 ] {[proInfo.proName]}

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[ 143-15-7 ] Synthesis Path-Upstream 1~4

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