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ChemicalBook > CAS DataBase List > 3-Bromopropyne

3-Bromopropyne

Uses
Product Name
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
Formula Weight
118.96
MOL File
106-96-7.mol
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3-Bromopropyne Property

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
Exposure limits
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey
YORCIIVHUBAYBQ-UHFFFAOYSA-N
CAS DataBase Reference
106-96-7(CAS DataBase Reference)
NIST Chemistry Reference
1-Propyne, 3-bromo-(106-96-7)
EPA Substance Registry System
Propargyl bromide (106-96-7)
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Safety

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
Hazardous Substances Data
106-96-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H301Toxic if swalloed

H304May be fatal if swallowed and enters airways

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
530409
Product name
Propargyl bromide solution
Purity
80 wt. % in xylene
Packaging
50g
Price
$97.1
Updated
2023/01/07
Sigma-Aldrich
Product number
530409
Product name
Propargyl bromide solution
Purity
80 wt. % in xylene
Packaging
125g
Price
$212
Updated
2023/01/07
TCI Chemical
Product number
P0484
Product name
Propargyl Bromide (stabilized with MgO)
Purity
>97.0%(GC)
Packaging
25g
Price
$46
Updated
2023/01/07
TCI Chemical
Product number
P0484
Product name
Propargyl Bromide (stabilized with MgO)
Purity
>97.0%(GC)
Packaging
100g
Price
$137
Updated
2023/01/07
Alfa Aesar
Product number
A16580
Product name
Propargyl bromide, 80% in toluene, stab. with MgO
Packaging
50ml
Price
$89.99
Updated
2023/01/06
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3-Bromopropyne Chemical Properties,Usage,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.1Employed in the propargylation of spiro ketones,2 allylic alcohols,3 and enone complexes.4

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.
Employed in the propargylation of spiro ketones, allylic alcohols, and enone complexes.

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.

3-Bromopropyne Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Bromopropyne Suppliers

Shanghai qiyan medicine technology co., ltd
Tel
15021941186
Email
3572772243@qq.com
Country
China
ProdList
174
Advantage
58
Wuhan yuqing jiaheng pharmaceutical co. LTD
Tel
027-83855381 15827508403
Fax
027-83855381
Email
xiaozhan0503@163.com
Country
China
ProdList
990
Advantage
58
Anstar Chemical (Group) Co.,Ltd.
Tel
18053179586
Email
export@anstarchemical.com
Country
China
ProdList
193
Advantage
58
Henan Huawen Chemical Co., Ltd
Tel
0370-2059268 17550685172
Fax
QQ:2712427897
Email
2712427897@qq.com
Country
China
ProdList
1906
Advantage
58
Zhongzhou New Materials (Shandong) Co. LTD
Tel
536-5291777 13853698909
Email
zhongzhou_info@yeah.net
Country
China
ProdList
8
Advantage
58
Jiaxing Deyi Chemical Co., Ltd.
Tel
86-0573-85866609 13325730825
Fax
0573-85866609
Email
945717149@qq.com
Country
China
ProdList
6730
Advantage
58
CHANGZHOU XINYOU GOODS AND MAT
Tel
0519-88861658 15351933796
Email
601763459@qq.com
Country
China
ProdList
36
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
18621169121
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40242
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15861
Advantage
69
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View Lastest Price from 3-Bromopropyne manufacturers

Hebei Crovell Biotech Co Ltd
Product
3-Bromopropyne 106-96-7
Price
US $9.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2021-08-06
Anhui Rencheng Technology Co., Ltd
Product
3-Bromopropyne 106-96-7
Price
US $1.00-90.00/KG
Min. Order
0.5KG
Purity
>99%
Supply Ability
20tons
Release date
2021-07-28
Hebei Guanlang Biotechnology Co., Ltd.
Product
3-Bromopropyne 106-96-7
Price
US $10.00/PCS
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2021-05-13

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