350-03-8 Usage
Identification
▼▲
CAS.No.:?
350-03-8?
FL.No.:?
14.039
FEMA.No.:?
3424
NAS.No.:?
3424
CoE.No.:?
2316
EINECS.No.:?
206-496-7?
JECFA.No.:?
1316
Description
A colorless liquid with sweet, nutty, popcorn-like aroma.
Regulatory Status
CoE: Used provisionally. Bev.: 2 ppm; Food: 3 ppm
FDA: n/a
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2004).
Usage
Reported uses (ppm): (FEMA, 1994)
▼▲
Food Category?
Usual?
Max.?
Baked goods?
2
3
Frozen dairy?
1
2
Gelatins,puddings?
1
2
Nonalcoholic beverages?
1
2
Soft candy?
2
3
Natural occurrence
Reported found in roasted filberts, beer, brandy, coffee, malt and wheaten bread.
Chemical Properties
Different sources of media describe the Chemical Properties of 350-03-8 differently. You can refer to the following data:
1. clear colorless to yellow liquid
2. A colorless liquid with sweet, nutty, popcorn-like aroma
Occurrence
Reported found in roasted filberts, beer, brandy, coffee, malt and wheaten bread.
Uses
Different sources of media describe the Uses of 350-03-8 differently. You can refer to the following data:
1. 3-Acetylpyridine used as an intermediate for the synthesis of risedronate sodium, inhibitor of bone resorption. It is also used in perfumery.
2. Used in the fragrance industry and as an
intermediate in the synthesis of a number of clinical drugs,
including Imatinib, Mesylate, Metyrapone, Telithromycin, and
Ridogrel. An analog of nicotinamide that competes for incorporation
into NAD. It has been used to chemically lesion the inferior
olive nucleus, thereby eliminating climbing fibers within
the cerebellar cortex.
Preparation
Dry distillation of calcium nicotinate with calcium acetate.
Definition
It is a nicotinic acidantagonist.
Safety Profile
Poison by ingestion. Moderately toxic by intraperitoneal routeMutation data reported. A flammable liquid. When heated to decomposition emits toxic fumes of NOx,. See also KETONES
Purification Methods
It is purified by dissolving in HCl, extracting with Et2O to remove the possible impurity of nicotinic acid, basified with NaOH and extracted with Et2O. The dried extract is filtered, evaporated and the residual oil is distilled. If the NMR spectrum indicates further impurities, then convert it to the phenylhydrazone (m 137o, yellow needles from EtOH). This is hydrolysed with HCl [Engler & Kiby Chem Ber 22 597 1889], the phenylhydrazine HCl is removed by filtration, NaNO2 is added, the solution is basified with aqueous NaOH and extracted with Et2O as before and distilled at atmospheric pressure to give 3-acetylpyridine as a colourless oil. Purification can also be achieved by shaking with 50% aqueous KOH, extracting with Et2O, drying the extract and distilling it at atmospheric pressure or in vacuo. [Kloetzel & Chubb J Am Chem Soc 79 4226 1957.] The hydrochloride has m 180-181o (from MeOH/EtOH), the picrate has m 133.8-134.8o (from H2O), and the phenylhydrazone has m 137o (129-130o)(needles, from EtOH) [Webb & Webb J Am Chem Soc 71 2285 1949]. The ketoxime has m 112o (from EtOH or *C6H6). [Strong & McElvain J Am Chem Soc 55 816 1933, Kolloff & Hunter J Am Chem Soc 63 490 1941, Beilstein 21/7 V 394.]
Check Digit Verification of cas no
The CAS Registry Mumber 350-03-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,5 and 0 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 350-03:
(5*3)+(4*5)+(3*0)+(2*0)+(1*3)=38
38 % 10 = 8
So 350-03-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO/c1-6(9)7-3-2-4-8-5-7/h2-5H,1H3
350-03-8Relevant articles and documents
-
Feuer
, p. 417,420 (1973)
-
Minisci-Type Alkylation of N-Heteroarenes by N-(Acyloxy)phthalimide Esters Mediated by a Hantzsch Ester and Blue LED Light
Kyne, Sara Helen,Li, Jiacheng,Siang Tan, Suan,Wai Hong Chan, Philip
, (2022/01/11)
A synthetic method that enables the Hantzsch ester-mediated Minisci-type C2-alkylation of quinolines, isoquinolines and pyridines by N-(acyloxy)phthalimide esters (NHPI) under blue LED (light emitting diode) light (456 nm) is described. Achieved under mild reaction conditions at room temperature, the metal-free synthetic protocol was shown to be applicable to primary, secondary and tertiary NHPIs to give the alkylated N-heterocyclic products in yields of 21–99%. On introducing a chiral phosphoric acid, an asymmetric version of the reaction was also realised and provided product enantiomeric excess (ee) values of 53–99%. The reaction mechanism was delineated to involve excitation of an electron-donor acceptor (EDA) complex, formed from weak electrostatic interactions between the Hantzsch ester and NHPI, which generates the posited radical species of the redox active ester that undergoes addition to the N-heterocycle.
Photo-induced oxidative cleavage of C-C double bonds for the synthesis of biaryl methanoneviaCeCl3catalysis
Xie, Pan,Xue, Cheng,Du, Dongdong,Shi, SanShan
supporting information, p. 6781 - 6785 (2021/08/20)
A Ce-catalyzed strategy is developed to produce biaryl methanonesviaphotooxidative cleavage of C-C double bonds at room temperature. This reaction is performed under air and demonstrates high activity as well as functional group tolerance. A synergistic Ce/ROH catalytic mechanism is also proposed based on the experimental observations. This protocol should be the first successful Ce-catalyzed photooxidation reaction of olefins with air as the oxidant, which would provide inspiration for the development of novel Ce-catalyzed photochemical synthesis processes.