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1,1-Dibromoformaldoxime

1,1-Dibromoformaldoxime structure

CAS No:
74213-24-4
Formula:
CHBr2NO
Chemical Name:
1,1-Dibromoformaldoxime
Synonyms:
1,1-DIBROMOFORMALDOXIME;DIBROMOFORMALDOXIME;hydroxycarbonimidic dibromide;broMonitrile oxide;Carbonimidic dibromide,hydroxy- (9CI);Carbonimidic dibromide, hydroxy-
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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1,1-Dibromoformaldoxime Basic Attributes

Molecular Weight：

202.83

Exact Mass：

200.842468

DSSTox ID：

DTXSID70376820

HScode：

2905590090

Characteristics

PSA：

32.6

XLogP3：

2.2

Density：

2.7±0.1 g/cm3

Melting Point：

65-68 °C

Boiling Point：

230°C at 760 mmHg

Flash Point：

92.9±22.6 °C

Refractive Index：

1.615

Safety Information

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

1,1-Dibromoformaldoxime Use and Manufacturing

To a stirred solution of glyoxylic acid (4) (10 mmol) in H2O(50 mL) was added hydroxylamine hydrochloride (5) (10 mmol)and the solution was stirred for 24 h at room temperature. Next, NaHCO3 (20 mmol) was added carefully followed by CH2Cl2(60 mL). To the two-phase, well-stirred mixture at 6 C was addedBr2 (1 mL) dropwise over 20 min. Upon completion of the additionof Br2, the solution was stirred for 3 h. The organic layer wasseparated and the aqueous layer was extracted with CH2Cl2(50 mL). The combined organic extract was dried (MgSO4), filtered, and evaporated. The residue was crystallized from n-hexane(50 mL). Yield 1.60 g (81percent), mp 65–66 C (lit.19 mp 63–65 C), white crystals.A solution of glyoxylic acid (37.0 g, 500 mmol) and hydro xylamine hydrochloride (35.1 g, 500 mmol) in water (125 mL) was stirered for 1 h and then sodium hydroxide (50.93 g, 1.27 mmol) added with ice batch cooling. Then a solution of sodium phosphate monobasic HGlyoxilic acid (10 g; 0.108 mol) and hydroxylamine hydrochloride (9.4 g; 0.138 mol) were dissolved in water (80 mL) and stirred at rt for 24 hs. NaHCO

Computed Properties

Molecular Weight:202.83
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:202.84044
Monoisotopic Mass:200.84249
Topological Polar Surface Area:32.6
Heavy Atom Count:5
Complexity:47.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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