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1,8-DIBROMONAPHTALENE

1,8-DIBROMONAPHTALENE structure

CAS No:
17135-74-9
Formula:
C10H6Br2
Chemical Name:
1,8-DIBROMONAPHTALENE
Synonyms:
1,8-DIBROMONAPHTALENE;1,8-dibroMonaphthalene1,8-DBN;1,8-dibroMophthalene;1,8-DBN;Naphthalene,1,8-dibromo-
Categories:
Specialty Chemicals

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1,8-DIBROMONAPHTALENE Basic Attributes

Molecular Weight：

285.96

Exact Mass：

283.883606

DSSTox ID：

DTXSID80347743

HScode：

29039990

Characteristics

PSA：

XLogP3：

4.3

Density：

1.834±0.06 g/cm3(Predicted)

Melting Point：

108.0 to 112.0 °C

Boiling Point：

140°C/0.1mmHg(lit.)

Flash Point：

184.7±19.6 °C

Refractive Index：

1.688

Safety Information

Transport codes：

UN 3077 9 / PGIII

wgk germany：

hazard class code：

22-50

safety instructions：

Marks：

Xn,N

Precautionary statement(s)：

P273

Hazard Statements：

H302-H411

GHS Classification：

|Warning|H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, P391, and P501|Aggregated GHS information provided by 40 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

1,8-DIBROMONAPHTALENE Use and Manufacturing

Solid NaNO2 (3.5 g, 0.05 mol) was dissolvedin 20 mL H2O and cooled to 0 oC. The sodium nitrite solution was added drop wise into a solution of 1H-naphtho[1, 8-de][1, 2, 3]triazine (6.8 g, 0.04 mol) in 6.9M H2SO4(100 mL) at -5 C over a period of 2 h with vigorous stirring with a mechanical stirrer.The mixture was stirred at -5 C for an additional 2 h. The solution of CuBr (14.6 g, 0.1 mol) in aqueous HBr (47percent, 50 mL) was dropwised into the resulting mixture and stirred at -5C for 2 h. The reaction mixture was allowed to warm up to 85C and then stirred for 1 h. The reaction mixture was extracted with dichloromethane and the combined extracts were dried with Na2SO4 and evaporated in vacuum to produce crude product.Flash chromatography on silica gel with petroleum ether gave pure 1a(2.61 g, 23percent) as a pale yellow crystal. Melting point: 104-106 C. 1H NMR (300 MHz, CDCl3): 7.92 (d, J = 7.5 Hz, 2H), 7.79 (d, J = 9.0 Hz, 2H), 7.24 (m, 2H).

Computed Properties

Molecular Weight:285.96
XLogP3:4.3
Exact Mass:285.88158
Monoisotopic Mass:283.88363
Heavy Atom Count:12
Complexity:142
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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