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Cas Database

106-96-7

106-96-7

Identification

  • Product Name:1-Propyne,3-bromo-

  • CAS Number: 106-96-7

  • EINECS:203-447-1

  • Molecular Weight:118.961

  • Molecular Formula: C3H3Br

  • HS Code:29033990

  • Mol File:106-96-7.mol

Synonyms:Propyne,3-bromo- (8CI);1-Bromo-2-propyne;2-Propynyl bromide;3-Bromo-1-propyne;NSC 8801;Propargyl bromide;1-propyne, 3-bromo-;3-bromoprop-1-yne;Propargyl Bromide;Propyne, 3-bromo-;

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Safety information and MSDS view more

  • Pictogram(s):FlammableF,ToxicT

  • Hazard Codes:F,T,C

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapourH301 Toxic if swallowed H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. This material is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes. (EPA, 1998)

  • Fire-fighting measures: Suitable extinguishing media Fire Fighting Procedure: Use water spray, dry chemical, foam, or carbon dioxide. Use fine spray or fog to control fire by preventing its spread and absorbing some of its heat. Application of a water blanket may be effective for extinguishment. Use water spray to keep fire-exposed containers cool. Fight fire from protected location or maximum possible distance. Approach fire from upwind to avoid hazardous vapors and toxic decomposition. This material detonates at 428F or more; ignites by impact. Emits highly toxic fumes of bromides when heated to decomposition. Reacts vigorously with oxidizing materials. Becomes shock-sensitive when mixed with chloropicrin. Unstable, avoid heat, flame, shock, and other chemicals (EPA, 1998) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Absorb the spill with paper towels. ... Place in hood to evaporate material.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Unstabilized material should be stored like an explosive. If diluted, material should be stored like a flammable material. Store in a cool, dry, well-ventilated location. Outside or detached storage is preferred. Separate from oxidizing materials. Inside storage should be in a standard flammable liquids storage warehouse, room, or cabinet.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:PropargylBromide(StablizedwithMgO)
  • Packaging:10g
  • Price:$ 110
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Propargyl Bromide (stabilized with MgO) >97.0%(GC)
  • Packaging:25g
  • Price:$ 44
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Propargyl Bromide (80% in Toluene, ca. 9.2mol/L) (stabilized with MgO)
  • Packaging:25g
  • Price:$ 30
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Propargyl Bromide (80% in Toluene, ca. 9.2mol/L) (stabilized with MgO)
  • Packaging:100g
  • Price:$ 88
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Propargyl Bromide (80% in Toluene, ca. 9.2mol/L) (stabilized with MgO)
  • Packaging:500g
  • Price:$ 250
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Propargyl Bromide (stabilized with MgO) >97.0%(GC)
  • Packaging:100g
  • Price:$ 131
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Propargyl Bromide (stabilized with MgO) >97.0%(GC)
  • Packaging:500g
  • Price:$ 390
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Propargyl bromide, 80% in toluene
  • Packaging:250 mL
  • Price:$ 480
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Propargyl bromide, 80% in toluene
  • Packaging:50 mL
  • Price:$ 160
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Propargyl bromide solution 80 wt. % in toluene, contains 0.3% magnesium oxide as stabilizer
  • Packaging:125g
  • Price:$ 150
  • Delivery:In stock
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Relevant articles and documentsAll total 35 Articles be found

Kinetics of the reaction of N,N-dimethylaniline with 1-bromoalk-2-ynes

Andreev,Ryzhakov,Sobolev

, p. 1486 - 1489 (2017)

Quaternization of N,N-dimethylaniline with propargyl bromide, 1-bromobut-2-yne, and 1-bromooct-2-yne were studied. It was shown that, with the lengthening chain of the substituent at the triple bond, the quaternization rate tends to increase.

Trimethylhalosilane elimination from trimethylsilylsubstituted gem-dihalocyclopropanes

Seyferth, Dietmar,Jula, Theodore F.

, p. 109 - 114 (1968)

The aluminum halide-catalyzed elimination of trimethylhalosilane from 1,1-dihalo-2-(trimethylsilyl)cyclopropanes (XCl and Br) resulted in the formation of propargyl halides, HCCCH2X. Reaction of 1,1-dichloro-2,2-dimethyl-3-(trimethylsilyl) cyclopropane with sodium ethoxide in ethanol also resulted in elimination of trimethylchlorosilane; the organic product was 3-ethoxy-3-methyl-1-butyne, HCCCMe2OEt, and a mechanism involving β-elimination of trimethylchlorosilane to give 1-chloro-3,3-dimethylcyclopropene and reaction of the latter to produce the acetylenic ether is suggested.

BIS-E-chloromethylidene derivatives of 4-thio- and 4-selenomorpholinamines

Martynov,Makhaeva,Larina,Amosova

, p. 1425 - 1427 (2012)

-

Anti-AIDS agents. Part 62: Anti-HIV activity of 2′-substituted 4-methyl-3′,4′-di-O-(-)-camphanoyl-(+)-cis-khellactone (4-methyl DCK) analogs

Zhang, Qian,Chen, Ying,Xia, Peng,Xia, Yi,Yang, Zheng-Yu,Yu, Donglei,Morris-Natschke, Susan L.,Lee, Kuo-Hsiung

, p. 5855 - 5857 (2004)

Four 4-methyl-3′,4′-di-O-(-)-camphanoyl-(+)-cis-khellactone (4-methyl DCK) analogs (7a-d) with different alkyl substituents at the 2′-position were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. 2′-Methyl-2′-ethyl-4-methyl DCK (7b) was more potent (EC50 = 0.22 μM, TI > 175) than the other three compounds (7a, 7c, and 7d), but significantly less potent than 4-methyl DCK (2, EC50 = 0.0059 μM, TI > 6600). Four 4-methyl-3′,4′- di-O-(-)-camphanoyl-(+)-cis-khellactone (4-methyl DCK) analogs (7a-d) with different alkyl substituents at the 2′-position were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. 2′-Methyl-2′-ethyl-4-methyl DCK (7b) was more potent (EC 50 = 0.22 μM, TI > 175) than the other three compounds (7a, 7c, and 7d), but significantly less potent than 4-methyl DCK (2, EC50 = 0.0059 μM, TI > 6600). The bioassay results indicated that the 2′-substituents had a strong effect on the anti-HIV activity, and gem-dimethyl substitution at the 2′-position was greatly preferable to larger alkyl substituents or hydrogen atoms.

-

Meunier,Abell

, p. 3633 (1967)

-

Regiospecific Synthesis of Calcium-Independent Daptomycin Antibiotics using a Chemoenzymatic Method

Mupparapu, Nagaraju,Lin, Yu-Hsin Cindy,Kim, Tae Ho,Elshahawi, Sherif I.

supporting information, p. 4176 - 4182 (2021/02/01)

Daptomycin (DAP) is a calcium (Ca2+)-dependent FDA-approved antibiotic drug for the treatment of Gram-positive infections. It possesses a complex pharmacophore hampering derivatization and/or synthesis of analogues. To mimic the Ca2+-binding effect, we used a chemoenzymatic approach to modify the tryptophan (Trp) residue of DAP and synthesize kinetically characterized and structurally elucidated regiospecific Trp-modified DAP analogues. We demonstrated that the modified DAPs are several times more active than the parent molecule against antibiotic-susceptible and antibiotic-resistant Gram-positive bacteria. Strikingly, and in contrast to the parent molecule, the DAP derivatives do not rely on calcium or any additional elements for activity.

An Additive-Free, Base-Catalyzed Protodesilylation of Organosilanes

Yao, Wubing,Li, Rongrong,Jiang, Huajiang,Han, Deman

, p. 2250 - 2255 (2018/02/23)

We report an additive-free, base-catalyzed C-, N-, O-, and S-Si bond cleavage of various organosilanes in mild conditions. The novel catalyst system exhibits high efficiency and good functional group compatibility, providing the corresponding products in good to excellent yields with low catalyst loadings. Overall, this transition-metal-free process may offer a convenient and general alternative to current employing excess bases, strong acids, or metal-catalyzed systems for the protodesilylation of organosilanes.

Palladium-catalyzed cyclization of alkynoic acids to form vinyl dioxanones bearing a quaternary allylic carbon

Ogiwara, Yohei,Sato, Kazuya,Sakai, Norio

supporting information, p. 5296 - 5299 (2017/11/06)

A palladium-catalyzed intramolecular reaction of carboxylic acids and alkynes in a novel cyclization manner was developed. This unique cyclization efficiently provided a wide range of complex ring systems-vinyl dioxanones bearing a quaternary allylic carbon. Mechanistic studies suggest an allenyl carboxylate as an intermediate.

Ruthenium bipyridyl tethered porous organosilica: A versatile, durable and reusable heterogeneous photocatalyst

Jana, Avijit,Mondal, John,Borah, Parijat,Mondal, Sujan,Bhaumik, Asim,Zhao, Yanli

supporting information, p. 10746 - 10749 (2015/06/30)

A versatile heterogeneous photocatalysis protocol was developed by using ruthenium bipyridyl tethered porous organosilica (Ru-POS). The versatility of the Ru-POS catalyst in organo-photocatalysis was explored by (i) oxidative aromatization of Hantzsch ester, (ii) reductive dehalogenation of alkyl halides, and (iii) functional group interconversion (FGI) of alcohols to alkyl halides. This journal is

Process route upstream and downstream products

Process route

propargyl alcohol
107-19-7

propargyl alcohol

bromoallene
10024-18-7

bromoallene

propargyl bromide
106-96-7

propargyl bromide

1,3-dibromopropene
627-15-6

1,3-dibromopropene

2-bromoallyl bromide
513-31-5

2-bromoallyl bromide

Conditions
Conditions Yield
With phosphorus tribromide; In toluene; at 0 - 50 ℃; for 3.25h; Product distribution / selectivity;
78.81%
1.38%
14.78%
3.17%
With phosphorus tribromide; In isopar C; at 6 - 50 ℃; for 3.71667 - 33.5833h; Product distribution / selectivity;
62.1%
1.22%
10.14%
2.88%
propargyl alcohol
107-19-7

propargyl alcohol

propargyl bromide
106-96-7

propargyl bromide

1,3-dibromopropene
627-15-6

1,3-dibromopropene

2-bromoallyl bromide
513-31-5

2-bromoallyl bromide

Conditions
Conditions Yield
With phosphorus tribromide; In isopar C; at 6 - 50 ℃; for 3.71667h; Product distribution / selectivity;
64.37%
10.26%
2.54%
3-bromo-2-chloroprop-1-ene
4860-96-2

3-bromo-2-chloroprop-1-ene

bromoallene
10024-18-7

bromoallene

chloroallene
3223-70-9

chloroallene

2-propynyl chloride
624-65-7

2-propynyl chloride

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol; Yield given;
2-bromo-3-chloro-propene
16400-63-8

2-bromo-3-chloro-propene

bromoallene
10024-18-7

bromoallene

chloroallene
3223-70-9

chloroallene

2-propynyl chloride
624-65-7

2-propynyl chloride

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; phenol; Yield given;
propargyl alcohol
107-19-7

propargyl alcohol

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
With carbon tetrabromide; sodium bromide; In N,N-dimethyl-formamide; for 3h; Catalytic behavior; Irradiation;
88%
With tetradecafluorohexane; phosphorus tribromide; In diethyl ether; at 20 ℃; for 12h;
80%
With phosphorus tribromide; 1.) 50 deg C - 60 deg C, 2.) reflux, 1 h;
59%
With pyridine; phosphorus tribromide; at 0 ℃;
With pyridine; phosphorus tribromide; In tetrahydrofuran; Yield given;
With N-Bromosuccinimide; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃;
With pyridine; phosphorus tribromide; In diethyl ether;
With phosphorus tribromide; at 20 ℃;
With pyridine; phosphorus tribromide; In diethyl ether;
With pyridine; phosphorus tribromide; In diethyl ether; at -70 ℃; Inert atmosphere;
With phosphorus tribromide; at 0 ℃; for 0.5h;
With phosphorus tribromide;
With phosphorus tribromide; propyl bromide; triethylamine; at 0 - 50 ℃; for 6h; Reagent/catalyst; Temperature; Time;
With phosphorus tribromide;
With phosphorus tribromide;
With phosphorus tribromide; In dichloromethane; at -20 ℃; for 0.4h;
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

ethyl 2-(diethoxyphosphoryl)-2-(2-propynyl)pent-4-ynoate
110481-63-5

ethyl 2-(diethoxyphosphoryl)-2-(2-propynyl)pent-4-ynoate

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
With potassium carbonate; sodium iodide; at 60 ℃; for 120h; Yields of byproduct given;
58%
prop-2-yn-1-ol methanesulfonate
16156-58-4

prop-2-yn-1-ol methanesulfonate

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
With magnesium bromide; In diethyl ether; at 15 ℃; for 1h;
3-bromo-1-(trimethylsilyl)-1-propyne
38002-45-8

3-bromo-1-(trimethylsilyl)-1-propyne

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
With potassium trimethylsilonate; In dimethyl sulfoxide; at 70 ℃; for 6h; Sealed tube; Schlenk technique;
48 %Chromat.
2-[N-propargyl-N-(2',6'-dibromo-phenyl)-amino]-2-imidazoline
61939-85-3

2-[N-propargyl-N-(2',6'-dibromo-phenyl)-amino]-2-imidazoline

propargyl bromide
106-96-7

propargyl bromide

Conditions
Conditions Yield
2-[N-propargyl-N-(2',6'-dichloro-4'-bromo-phenyl)-amino]-2-imidazoline
61939-88-6

2-[N-propargyl-N-(2',6'-dichloro-4'-bromo-phenyl)-amino]-2-imidazoline

propargyl bromide
106-96-7

propargyl bromide

St 871
40065-09-6

St 871

Conditions
Conditions Yield

Global suppliers and manufacturers

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