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3-Bromopropyne

CAS No.
106-96-7
Chemical Name:
3-Bromopropyne
Synonyms
3-Bromoprop-1-yne;PROPARGYL BROMIDE;propargyl;PBR;3-BROMO-1-PROPYNE;G-BROMOALLYLENE;1-Brom-2-propin;3-bromo-1-propyn;propargyl bromide solution;Proparg
CBNumber:
CB3162370
Molecular Formula:
C3H3Br
Molecular Weight:
118.96
MDL Number:
MFCD00000241
MOL File:
106-96-7.mol
Modify Date:
2022-08-15 17:40:09

3-Bromopropyne Properties

Melting point -61°C
Boiling point 97 °C
Density 1.38 g/mL at 20 °C
refractive index n20/D 1.494
Flash point 65 °F
storage temp. 2-8°C
form Liquid
color Colorless - Yellow
Water Solubility Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water.
Sensitive Light Sensitive
BRN 605309
InChIKey YORCIIVHUBAYBQ-UHFFFAOYSA-N
CAS DataBase Reference 106-96-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII F3H7ZXK9ZU
NIST Chemistry Reference 1-Propyne, 3-bromo-(106-96-7)
EPA Substance Registry System Propargyl bromide (106-96-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301-H304-H314-H335-H373
Precautionary statements  P210-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  F,T,C
Risk Statements  60-61-20/21-25-63-36/37/38-11-67-65-48/20
Safety Statements  53-16-36/37/39-45-37/39-28A-26-62-36/37
RIDADR  UN 2345 3/PG 2
WGK Germany  3
RTECS  UK4375000
8
Hazard Note  Highly Flammable/Toxic/Corrosive
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29033990
NFPA 704
3
3 4

3-Bromopropyne price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 530409 Propargyl bromide solution 80 wt. % in xylene 106-96-7 50g $88.3 2022-05-15 Buy
Sigma-Aldrich 530409 Propargyl bromide solution 80 wt. % in xylene 106-96-7 125g $193 2022-05-15 Buy
TCI Chemical P0484 Propargyl Bromide (stabilized with MgO) >97.0%(GC) 106-96-7 25g $46 2022-04-27 Buy
TCI Chemical P0484 Propargyl Bromide (stabilized with MgO) >97.0%(GC) 106-96-7 100g $137 2022-04-27 Buy
Alfa Aesar A16580 Propargyl bromide, 80% in toluene, stab. with MgO 106-96-7 50ml $84.6 2021-12-16 Buy
Product number Packaging Price Buy
530409 50g $88.3 Buy
530409 125g $193 Buy
P0484 25g $46 Buy
P0484 100g $137 Buy
A16580 50ml $84.6 Buy

3-Bromopropyne Chemical Properties,Uses,Production

Uses

Propargyl Bromide is used in the synthesis of betulonic acid-peptide conjugates with anti-inflammatory activity. Also used in the synthesis of PEG and peptide-grafted polyesters.

Description

Propargyl bromide is a Shock sensitive liquid, lachrymator. Supplied as an 80% solution in toluene stabilized with magnesium oxide. Alternative formulations are currently under development.

Chemical Properties

yellow solution

Uses

Used to make propargylic amines employed in enyne metathesis.
Employed in the propargylation of spiro ketones, allylic alcohols, and enone complexes.

Uses

Propargyl bromide, 80% in toluene is used to prepare betulonic acid-peptide conjugates with anti-inflammatory activity and propargylic amines employed in enyne metathesis. It finds application in the propargylation of spiro ketones, allylic alcohols and enone complexes. In Barbier-type reaction, it reacts with aldehydes to give alkyne alcohols. It is actively involved in the synthesis of polyethylene glycol (PEG) and peptide-grafted polyesters.

Uses

Used to make propargylic amines employed in enyne metathesis.1Employed in the propargylation of spiro ketones,2 allylic alcohols,3 and enone complexes.4

Preparation

Add hydrogen bromide and solvent into the reaction flask, in the presence of CuBr and Cu catalyst, add propargyl alcohol dropwise with stirring, after the drop is completed, the temperature is slightly raised to react, and then post-processing, rectification to obtain bromopropane. alkyne. Reaction equation: CH≡C-CH2OH+HBr→CH≡C-CH2Br+H2O or the product can also be obtained by reacting propargyl alcohol with (PhO)3PBr2 in the presence of pyridine.
It is derived from the reaction of propargyl alcohol with phosphorus bromide. The propargyl alcohol was added to pyridine under cooling, and phosphorus tribromide was slowly added dropwise with stirring at -5°C, and the reaction temperature was maintained below 0°C. After the addition was completed, stirring was continued for 15 min. Then, vacuum distillation is performed to collect all the distillate, and fractional distillation is carried out again under normal pressure to obtain the finished product. Or add a small amount of pyridine to dry propargyl alcohol, add phosphorus tribromide and a small amount of pyridine solution dropwise at 0 °C under stirring, stir for 20 min after dropping, and distill under reduced pressure to obtain the product. Reaction equation: CH≡C-CH2OH+PBr3→CH≡C-CH2Br

Synthesis Reference(s)

Tetrahedron Letters, 4, p. 483, 1963 DOI: 10.1039/jr9630005127

General Description

A colorless to light yellow liquid substance with a sharp odor. Flash point 65°F. Denser than water and insoluble in water. Vapors are heavier than air. May be irritating to skin and eyes. Used to make other chemicals. 3-Bromopropyne may decompose explosively with mild shock.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

3-Bromopropyne is soluble in alcohol, ether, chloroform, carbon tetrachloride and carbon disulfide. 3-Bromopropyne is highly flammable and a dangerous fire risk, sensitive to shock. 3-Bromopropyne is used in organic syntheses, preparation of resins and perfume intermediates [Hawley]. There is a high danger of formation of explosive metal acetylides, when 3-Bromopropyne comes in contact with copper, high-copper alloys, mercury, or silver.

Hazard

Flammable, dangerous fire and explosion risk. Irritant.

Health Hazard

3-Bromopropyne is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes.

Fire Hazard

3-Bromopropyne 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

Pharmacology

Mode of action is considered to be reaction with nucleophiles in living organisms.

Safety Profile

A poison by ingestion. A dangerous fire hazard when exposed to heat or flame. The aerated liquid may be ignited by pressure. A dangerous, extremely shock-sensitive explosive. It can detonate when heated to 22O°C, by impact (especially when mixed with chloropicrin), or when heated whde confined. May explode on contact with copper, high copper alloys, mercury, or silver. Mixtures with trichloronitromethane are shockand heat- sensitive explosives. Can react vigorously with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of Br-. See also ACETYLENE COMPOUNDS and BROMIDES.

Metabolism

Reacts slowly with water to yield propargyl alcohol and bromide ion. It is expected to move as a typical fumigant through the soil. Probably not an ozone-depleting substance due to decomposition on absorption of ultraviolet light.

Global( 381)Suppliers
Supplier Tel Email Country ProdList Advantage
Jinan Qinmu Fine Chemical Co.,Ltd.
+8618660799346 sales@qinmuchem.com CHINA 1009 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 19995 60
Henan DaKen Chemical CO.,LTD.
+86-371-66670886 info@dakenchem.com China 16704 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 22021 55
ATK CHEMICAL COMPANY LIMITED
21-51619050 ivan@atkchemical.com China 30644 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29960 58
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338 stella@zetchem.com China 2011 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com CHINA 2940 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254 linda@hubeijusheng.com CHINA 28229 58
Jinan Finer Chemical Co., Ltd
531-88989536 +8615508631887 sales@finerchem.com China 2990 58

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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2022-08-12 Propargyl bromide
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US $3.00 / L 1L 99% 300MT/month Hebei Dueling International Trade Co. LTD
2022-07-01 3-Bromopropyne
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US $10.00-20.00 / kg 1kg 99% 50ton/month Hebei Linwo New Material Technology Co., LTD
2022-06-09 3-Bromopropyne
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US $1.00 / KG 1KG 99% 1000mt/year Jinan Finer Chemical Co., Ltd
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