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Chemical Structure| 407-97-6 Chemical Structure| 407-97-6

Structure of 407-97-6

Chemical Structure| 407-97-6

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Product Details of [ 407-97-6 ]

CAS No. :407-97-6
Formula : C5H10BrF
M.W : 169.04
SMILES Code : FCCCCCBr
MDL No. :MFCD01709395
InChI Key :GMYIZICPHREVDH-UHFFFAOYSA-N
Pubchem ID :120236

Safety of [ 407-97-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Class:3
UN#:1993
Packing Group:

Computational Chemistry of [ 407-97-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 7
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 4
Num. H-bond acceptors 1.0
Num. H-bond donors 0.0
Molar Refractivity 34.07
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

0.0 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.16
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.4
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.94
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.96
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.43
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.58

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.14
Solubility 1.24 mg/ml ; 0.00731 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-2.04
Solubility 1.54 mg/ml ; 0.00908 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-3.03
Solubility 0.158 mg/ml ; 0.000935 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

Low
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.63 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

1.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.48

Application In Synthesis of [ 407-97-6 ]

* 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.

  • Downstream synthetic route of [ 407-97-6 ]

[ 407-97-6 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 111-24-0 ]
  • [ 407-97-6 ]
  • 4
  • [ 407-97-6 ]
  • [ 1066-26-8 ]
  • [ 353-15-1 ]
  • 6
  • [ 407-97-6 ]
  • [ 135-19-3 ]
  • [ 366-34-7 ]
  • 7
  • [ 407-97-6 ]
  • [ 105-53-3 ]
  • [ 319-29-9 ]
  • 8
  • [ 407-97-6 ]
  • silver methanesulfonate [ No CAS ]
  • [ 407-66-9 ]
  • 9
  • [ 407-97-6 ]
  • [ 1609-66-1 ]
  • N-[1-(5-fluoropentyl)-4-piperidinyl]-N-phenylpropanamide [ No CAS ]
  • 10
  • [ 407-97-6 ]
  • [ 72996-78-2 ]
  • methyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-(5-fluoropentyl)-4-piperidinecarboxylate [ No CAS ]
  • 11
  • N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-1H-1,2,3-triazole-4-carboxamide [ No CAS ]
  • [ 407-97-6 ]
  • N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-[(5-fluoropentyl)oxy]phenyl}-1H-1,2,3-triazole-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; To a solution of N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-1H-1,2,3-triazole-4-carboxamide (0.16 g) obtained in Example 139 in DMF (5 ml) were added <strong>[407-97-6]1-bromo-5-fluoropentane</strong> (0.11 g) and potassium carbonate (0.07 g), and the mixture was stirred at 50°C overnight. The reaction mixture was allowed to cool to room temperature, and water was added to the reaction mixture. The deposited precipitate was collected by filtration, washed with water, and recrystallized from ethanol-water to give the title compound as a pale-brown powder (0.12 g, 60percent). NMR (CDCl3) delta: 0.68-0.72 (2H, m), 0.86-0.93 (2H, m), 1.29 (3H, t, J = 7.2), 1.52-1.90 (7H, m), 2.93-2.96 (2H, m), 3.51-3.58 (2H, m), 4.19 (2H, t, J = 6.6), 4.45 (2H, td, J = 6.0, 47.3), 6.15 (1H, brs), 7.36 (1H, dd, J = 1.7, 8.3), 7.65 (1H, d, J = 1.7), 7.88 (1H, d, J = 8.3), 8.68 (1H, s).
  • 12
  • N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-5-methyl-1H-1,2,3-triazole-4-carboxamide [ No CAS ]
  • [ 407-97-6 ]
  • N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-[(5-fluoropentyl)oxy]phenyl}-5-methyl-1H-1,2,3-triazole-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; To a solution of N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-5-methyl-1H-1,2,3-triazole-4-carboxamide (0.17 g) obtained in Example 141 in DMF (5 ml) were added <strong>[407-97-6]1-bromo-5-fluoropentane</strong> (0.11 g) and potassium carbonate (0.07 g), and the mixture was stirred at 50°C overnight. The reaction mixture was allowed to cool to room temperature, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate-hexane (2:1). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column (ethyl acetate) to give the title compound as a pale-yellow amorphous substance (0.16 g, 77percent). NMR (CDCl3) delta: 0.65-0.70 (2H, m), 0.85-0.91 (2H, m), 1.29 (3H, t, J = 7.2), 1.35-1.43 (2H, m), 1.57-1.76 (4H, m), 2.46 (3H, s), 2.87-2.95 (1H, m), 3.49-3.59 (2H, m), 4.07 (2H, t, J = 6.6), 4.38 (2H, td, J = 6.0, 47.3), 6.19 (1H, brs), 7.31-7.41 (3H, m), 7.61 (1H, d, J = 1.3).
  • 14
  • [ 463952-35-4 ]
  • [ 407-97-6 ]
  • tert-butyl {(R)-1-hydroxy-2-methyl-4-[4-(5-fluoro-pentyloxy)-phenyl]-but-2-yl}-carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate; In DMF (N,N-dimethyl-formamide); at 60℃; To a solution of tert-butyl [[(R)-1-HYDROXY-4-(4-HYDROXY-PHENYL)-2-METHYL-BUT-2-YL]-CARBAMATE] (200 mg, 0.68 mmol, Ex. [1B)] and [1-BROMO-5-FLUOROPENTANE] (172 mg, 1.02 mmol, 1.5 eq. ) in anhydrous DMF (2.5 ml) is added water free caesium carbonate (331 mg, 1.02 mmol, 1.5 eq. ). The suspension obtained is stirred over night protected from moisture at [60°C.] After cooling to RT the solids are filtered off and rinsed with DMF [(2 X 1 ML).] The combined filtrates are evaporated in a high vacuum to give a dark orange syrup. Purification by flash chromatography [(FLASHMASTER] ll, MTBE/hexanes gradient as disclosed in Ex 1a)) gives colorless crystals: mp. [91-93°C,] ESI+ MS: m/z = 406 (MNa+), 384 (MH+), 328 [(MH+-TBU),] 1H-NMR (400 MHz, [CDCI3)] : [8] 1.23 (s, 3H, 2-Me), 1.46 (s, 9H, tBu), 1.60 (cm, 2H, [3APOS;-CH2),] 1.74 (cm, [1H, 3-CHALPHA;), ] 1.77-1. 90 (m, 4H, 2'- 4'-CH2), 2.03 (cm, 1 H, 3-CHp), 2.48-2. 69 (m, 2H, 4-CH2), 3.64 (br d, [1H, 2J=11.] 3, [1-CHALPHA;), ] 3.72 (br d, 1H, 2J=11. 9, 1-CHp), 3.96 (t, 2H, J=7.1, 1'-OCH2), 4.03 (br, [1H,] OH), 4.48 (dt, 2H, [2JH, F=47.] 8, 3JH, [H=7. 2,] 5'-CH2F), 4.62 (br s, [1H,] NH), 6.80 [(APOS;DAPOS;,] 2H, [J=10.] 1, ArH), 7.08 [(APOS;DAPOS;,] J=10. 3, [ARH).]
  • 15
  • [ 407-97-6 ]
  • [ 157428-24-5 ]
  • [ 1037176-15-0 ]
  • 16
  • [ 407-97-6 ]
  • [ 156897-72-2 ]
  • [ 1037176-14-9 ]
  • 17
  • [ 407-97-6 ]
  • [ 476414-52-5 ]
  • [ 476420-58-3 ]
  • 18
  • [ 34626-51-2 ]
  • [ 407-97-6 ]
  • 19
  • (S)-3-(6-hydroxybenzo[d]isoxazol-3-yl)-5-(methoxymethyl)oxazolidin-2-one [ No CAS ]
  • [ 407-97-6 ]
  • (S)-3-(6-(3-fluoropropoxy)benzo[d]isoxazol-3-yl)-5-(methoxymethyl)oxazolidin-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With potassium carbonate; In acetonitrile; at 90℃; General procedure: To a solution of 2 (0.3mmol) in CH3CN (2mL) was added K2CO3 (0.9mmol) and fluoroalkoxy bromide (0.7mmol). The reaction was heated to 90C for 2-5h (monitored by HPLC). Upon completion, the reaction was cooled and the liquid was decanted from solids. Residual solids were washed twice with DCM (2mL), organic solvents were combined and concentrated. Following silica gel chromatography using hexane and ethyl acetate as eluent, white solids were isolated upon evaporation of solvent. 1=82mg, 81%, mp: 102-103C, 1H NMR (CDCl3, 400MHz) delta ppm: 8.40 (d, J=8.8Hz, 1H), 6.92-6.87 (m, 2H), 4.93-4.89 (m, 1H), 4.67 (dt, J=5.7Hz, JHF=47.0, 2H), 4.27-4.08 (m, 4H), 3.74 (dd, J=9.1, 4.2, 1H), 3.64 (dd, J=9.1, 4.0Hz, 1H), 2.22 (dp, J=26.1, 5.9Hz, 2H). HRMS C15H18N2O5F [M+H]+ observed 325.1195, calculated 325.1194. (R)-1 was prepared in a similar manner using (S)-2. 4=97mg, 96%, 1H NMR (CDCl3, 400MHz) delta ppm: 8.41 (d, J=10.0Hz, 1H), 6.91 (m, 2H), 4.93 (m, 1H), 4.56 (dt, J=7.2Hz, JHF=48Hz, 2H), 4.26 (t, J=8.0Hz, 1H), 4.12 (m, 3H), 3.71 (dq, J=4.2Hz, J=6.7, 2H), 3.46, (s, 3H), 1.88-2.02 (m, 4H). MS C16H20N5O5F [M+H]+ observed 339, calculated 339. 5=72mg, 71%, 1H NMR (CDCl3); 400MHz) delta: 8.41 (d, J=10.0Hz, 1H), 6.94 (m, 2H), 4.94 (m, 1H), 4.51 (dt, J=7.2Hz, JHF=48Hz, 2H), 4.26 (t, J=8.0Hz, 1H), 4.13 (dd, J=6.6Hz, 10.4Hz, 1H), 4.06 (t, J=6.6Hz) 3.70 (dq, J=4.2Hz, J=6.7, 2H), 3.46, (s, 3H), 1.74-1.95 (m, 4H), 1.6-1.7 (m, 2H). MS C20H22N2O5F [M+H]+ observed 353, calculated 353
  • 20
  • [ 407-97-6 ]
  • [ 103-67-3 ]
  • N-benzyl-5-fluoro-N-methylpentan-1-amine [ No CAS ]
  • 21
  • [ 407-97-6 ]
  • [ 103-67-3 ]
  • C13H20N(1+) [ No CAS ]
  • 22
  • [ 407-97-6 ]
  • [ 81477-94-3 ]
  • tert-butyl (RS)-2-((diphenylmethylene)amino)-7-fluoroheptanoate [ No CAS ]
  • 23
  • [ 407-97-6 ]
  • [ 1541244-77-2 ]
  • [ 1541244-74-9 ]
  • 24
  • [ 407-97-6 ]
  • 4-fluoro-3-[(4-propylnaphthalen-1-yl)carbonyl]-1H-indole [ No CAS ]
  • [ 1541244-75-0 ]
  • 25
  • [ 407-97-6 ]
  • [ 27262-40-4 ]
  • (S)-N-(2,6-dimethylphenyl)-1-(5-fluoropentyl)piperidine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 3h; (S) -N- (2,6-dimethylphenyl) piperidine-2-carboxamide (1a) (5.0 g, 21.52 mmol)1-bromo-3-fluoro-pentane (4.37 g, 25.9 mmol)Potassium carbonate (4.46 g, 32.3 mmol),50 ml of N, N-dimethylformamide was added to the reaction flask,80 stirring 3h,The reaction was stopped;Add an equal volume of ice water to stir to precipitate a white solid which was filtered and the solid was washed with ice water (20 ml x 4) and dried to give a white solid;The white solid was dissolved in 30 ml of ethyl acetate,Add 4M hydrochloric acid to no longer white solid precipitation,filter,The solid was washed with ethyl acetate,(S) -N- (2,6-diethylphenyl) -1- (5-fluoropentyl) piperidine-2-carboxamide hydrochloride (37) (6.11 g 79.2percent) was dried.
  • 26
  • [ 407-97-6 ]
  • [ 27262-40-4 ]
  • (S)-N-(2,6-dimethylphenyl)-1-(5-fluoropentyl)piperidine-2-carboxamide hydrochloride [ No CAS ]
  • 27
  • [ 407-97-6 ]
  • N-((3s,5s,7s)-adamantan-1-yl)-1H-indole-2-carboxamide [ No CAS ]
  • N-((3s,5s,7s)-adamantan-1-yl)-1-(5-fluoropentyl)-1H-indole-2-carboxamide [ No CAS ]
  • 28
  • [ 120-72-9 ]
  • [ 407-97-6 ]
  • [ 407-25-0 ]
  • C15H15F4NO [ No CAS ]
  • 29
  • [ 407-97-6 ]
  • 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide [ No CAS ]
  • 30
  • [ 407-97-6 ]
  • 5-fluoro PB-22 3-carboxyindole [ No CAS ]
  • 31
  • [ 942-24-5 ]
  • [ 407-97-6 ]
  • Methyl 1-(5-Fluoropentyl)-1H-indazole-3-carboxylate [ No CAS ]
  • 32
  • [ 2289-75-0 ]
  • [ 407-97-6 ]
  • C10H17FN2S*BrH [ No CAS ]
  • 33
  • [ 2289-75-0 ]
  • [ 407-97-6 ]
  • (Z)-N-(3-(5-fluoropentyl)-4,5-dimethylthiazol-2(3H)-ylidene)-2,2,3,3-tetramethylcyclopropane-1-carboxamide [ No CAS ]
  • 34
  • [ 407-97-6 ]
  • methyl (naphthalen-2-ylmethyl) oxalate [ No CAS ]
  • C16H19F [ No CAS ]
  • 35
  • [ 407-97-6 ]
  • [ 3598-30-9 ]
  • 3,3',4,4'-tetrakis((5-fluoropentyl)oxy)-1,1'-biphenyl [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 407-97-6 ]

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