3-Bromo-1-propanol CAS 3084-40-0

3-Bromo-1-propanol CAS 3084-40-0

Product Code: BM-2-1-555
CAS number: 3084-40-0
Molecular formula: C5H13O4P
Molecular weight: 168.13
EINECS number: 221-391-6
MDL No.: MFCD00014418
Hs code: 29319090
Analysis items: HPLC>99.0%, LC-MS
Main market: USA, Australia, Brazil, Japan, Germany, Indonesia, UK, New Zealand , Canada etc.
Manufacturer: BLOOM TECH Changzhou Factory
Technology service: R&D Dept.-4

 

3-Bromo-1-propanol as known as Diethyl (hydroxymethyl) phosphonate, molecular formula C5H13O4P, molecular weight 168.13 g/mol. This compound is a colorless or pale yellow transparent viscous liquid with a weak irritating odor. Its liquid nature makes it easy to flow and convenient for use as a solvent or reagent in chemical reactions.

 

Its structure contains one hydroxymethyl group (- CH2OH) and two ethoxy groups (- OCH2CH3), with a phosphorus atom as the center connecting three oxygen atoms to form a tetrahedral configuration. Easy to dissolve in water (solubility>100 g/L), methanol, ethanol, acetone, etc. Due to the presence of hydroxyl and phosphoryl oxygen groups (- P=O) in the molecule, it can form hydrogen bonds with polar solvents. Difficult to dissolve in ether, benzene, n-hexane, etc.

 

Due to its high molecular polarity, it has weak interactions with non-polar solvents. As a nucleophilic reagent, it reacts with alcohols and phenols to generate phosphate esters, which are used to modify polymer surfaces and introduce phosphate groups to improve biocompatibility. Co polymerize with nitrogen-containing compounds to prepare phosphorus nitrogen synergistic flame retardants for use in polycarbonate (PC) and acrylonitrile butadiene styrene copolymer (ABS), achieving UL94 V-0 flame retardant standards.

Produnct Introduction

Chemical Formula

C3H7BrO

Exact Mass

138

Molecular Weight

139

m/z

138 (100.0%), 140 (97.3%), 139 (3.2%), 141 (3.2%)

Elemental Analysis

C, 25.92; H, 5.08; Br, 57.49; O, 11.51

3-Bromo-1-propanol CAS 3084-40-0 | Shaanxi BLOOM Tech Co., Ltd

3-Bromo-1-propanol | Shaanxi BLOOM Tech Co., Ltd

Applications

3-Bromo-1-propanol, as a multifunctional organic phosphine compound, has a wide range of applications in fields such as medicine, agriculture, and materials science.

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Medical field

1. Intermediate of antiviral drugs
It is a key intermediate for synthesizing nucleoside antiviral drugs. For example, in the synthesis of Tenofovir, the compound is linked to a nucleotide base and undergoes multiple reactions to obtain a drug with anti HIV activity. A listed pharmaceutical company increased the yield of key steps from 67% to 82% by optimizing the reaction conditions of the intermediate.

2. Development of anti-tumor drugs
L-selectin inhibitor: used for synthesizing dendritic polyglycerol anions, inhibiting adhesion between white blood cells and endothelial cells, reducing inflammation and tumor metastasis. In vitro experiments have shown that the inhibitor has a 78% inhibition rate on TNF - α - induced HUVEC cell adhesion.
Platinum complex anticancer drug: Its derivatives form complexes with platinum, which have shown significant inhibitory effects on lung cancer cell line A549 in vitro experiments. According to a 2023 article in the Journal of Medicinal Chemistry, its IC50 value is 0.8 μ M, which is 1.8 times lower than traditional cisplatin (1.5 μ M).

3-Bromo-1-propanol Cost | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol For Sale | Shaanxi BLOOM Tech Co., Ltd

3. Anti inflammatory and immune regulation
The dendritic polyglycerol anion used for synthesizing L-selectin inhibitors has dual effects of anti-inflammatory and anti-tumor metastasis. By inhibiting the adhesion between white blood cells and endothelial cells, reducing inflammatory reactions, and suppressing tumor cell metastasis.
4. Modification of nucleic acid drugs
As a phosphorylation reagent, it is used to modify the 5 'end of siRNA or mRNA, improving the stability and cellular uptake rate of nucleic acid drugs. A gene therapy company used this technology to extend the half-life of siRNA in serum to 48 hours.

In the field of agriculture

1. Precursors of insecticides
As a key precursor of organic phosphorus pesticides, this product is involved in the synthesis of highly efficient insecticide "Phosphorus". According to the statistics of Guangxi Plant Protection Station in 2022, the control effect of this pesticide on rice planthoppers reached 94.6%, and its toxicity to non target organisms (such as fish) was lower than that of similar products.

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3-Bromo-1-propanol Key | Shaanxi BLOOM Tech Co., Ltd

Synthesis of Chlorpyrifos: As a key precursor of organophosphorus pesticides, it participates in the synthesis of highly efficient insecticide "Chlorpyrifos". According to the 2022 statistics from Guangxi Plant Protection Station, the control effect of this pesticide on rice planthoppers reached 94.6%, and its toxicity to non target organisms such as fish was lower than that of similar products.
Mechanism of action: Fuling inhibits acetylcholinesterase activity, leading to the accumulation of the neurotransmitter acetylcholine in pests and causing overexcitation induced death.

2. Research and development of herbicides
Ethylphosphazone: Its derivatives have selective killing effects on malignant weeds such as barnyard grass and horseweed. An experiment conducted by a certain agricultural science institute in North China showed that the weed control rate increased to 89% after use in corn fields, without affecting the normal growth of corn.
Selective principle: This herbicide interferes with the shikimic acid pathway in weeds, inhibits the synthesis of aromatic amino acids, and leads to weed death.

3-Bromo-1-propanol Herbicides | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Drug | Shaanxi BLOOM Tech Co., Ltd

3. Plant growth regulators
By reacting with plant hormone analogues, compounds with growth regulating functions are synthesized to promote crop growth, improve stress resistance and yield. The complex formed by coordination with rare earth elements can regulate plant hormone levels, promote root development and stress resistance. An experiment conducted by an agricultural technology company showed that tomato plants treated with this regulator had a 25% increase in drought resistance index.

Materials Science Field

1. Flame retardant materials
The 3-bromo-1-propanol based flame retardant prepared from this substance has been successfully applied as a material for electric vehicle battery pack shells. A test conducted by a new energy vehicle company shows that composite materials with 3% of the flame retardant have passed UL94V-0 certification.

3-Bromo-1-propanol Drugs | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Used | Shaanxi BLOOM Tech Co., Ltd

2. Polymer modification
As a Mitsunobu reagent, it is used for the synthesis of phosphorylated norbornene copolymers. This copolymer has excellent thermal stability and mechanical properties, and can be used to prepare high-performance composite materials.

3. Lithium battery electrolyte additives
Its phosphate derivatives, as additives, can significantly improve the high-temperature cycling performance of batteries. According to test data from a certain research institute, after 500 cycles at 55 ℃, the battery capacity retention rate increased from 77% to 92%.

3-Bromo-1-propanol Additives | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Light | Shaanxi BLOOM Tech Co., Ltd

4. Light stabilizer
A new type of light stabilizer is prepared by reacting with hindered amine substances, effectively extending the service life of engineering plastics in outdoor environments. In 2021, test data from a certain automotive material supplier showed that ABS plastic with the added ingredient had a UV aging resistance time of 1800 hours.

Other fields

1. Chemical reagents
In organic synthesis, it is commonly used as an important reagent for ester exchange reactions, alkylation reactions, etc. For example, ester exchange reactions occur with alcohol compounds under the action of catalysts, generating new ester compounds.

3-Bromo-1-propanol Other | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Catalyst | Shaanxi BLOOM Tech Co., Ltd

2. Catalyst
In the synthesis of polyurethane catalysts, the use of isocyanates in combination can significantly improve foaming efficiency. A well-known chemical enterprise's 2020 patent shows that the combination of this substance with isocyanates can increase foaming efficiency by 23%.

3. Metal surface treatment
The corrosion inhibitor formed by coordination with rare earth elements can reduce the corrosion rate of marine steel in 3.5% NaCl solution to 0.08 mm/a. After being applied by a certain shipping company in Qingdao, the equipment maintenance cycle has been extended to 2.3 times the original.

3-Bromo-1-propanol Metal | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Plating | Shaanxi BLOOM Tech Co., Ltd

4. Chemical nickel plating stabilizer
Its unique molecular structure can effectively suppress the occurrence of side reactions and improve the service life of the plating solution. The production practice of a certain electroplating enterprise shows that the service life of the plating solution has been extended from 12 cycles to 18 cycles, and the porosity of the nickel layer has decreased by 40%.

Materials Science Field

1. Flame retardant materials
Phosphorus based flame retardants: copolymerized with nitrogen-containing compounds (such as melamine) to prepare phosphorus nitrogen synergistic flame retardants. A test conducted by a new energy vehicle company shows that PC/ABS composite materials with 3% of the flame retardant have passed UL94 V-0 certification.

3-Bromo-1-propanol Field | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Flame | Shaanxi BLOOM Tech Co., Ltd

Flame retardant mechanism: Phosphoryl groups decompose at high temperatures to form polyphosphoric acid, which promotes surface carbonization of the material and forms an insulation layer; Nitrogen releases non combustible gases, diluting the concentration of oxygen.

2. Catalyst
Mitsunobu reaction: As a nucleophilic reagent, it reacts with alcohols and phenols to form phosphate esters. A certain fine chemical enterprise utilized this reaction to synthesize polymers containing phosphate groups, with a yield of 92%.
In this reaction, diethyl hydroxymethylphosphonate reacted with phenol in the presence of diethyl azodicarboxylate (DEAD) to produce diethyl phenyl phosphate with a yield of 85%.

3-Bromo-1-propanol Reaction | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Polymer | Shaanxi BLOOM Tech Co., Ltd

3. Functional polymer materials
3-Bromo-1-propanol copolymer: Introducing phosphate groups to endow the material with ion exchange properties. The copolymer prepared by a certain research team has an adsorption capacity of 1.2 mmol/g for Cu ² ⁺.

Biomedical application: this material can be used as a drug controlled release carrier. Phosphoric acid group and calcium ion cross link to form a gel to achieve drug sustained release.

3-Bromo-1-propanol Release | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Compound | Shaanxi BLOOM Tech Co., Ltd

 

3-Bromo-1-propanol is a versatile organic compound with diverse applications in the pharmaceutical, agrochemical, and specialty chemical industries. Its unique structure and reactivity make it a valuable intermediate in various organic synthesis processes, allowing it to be converted into a wide range of derivatives with different functional groups and properties.

 

However, it is important to handle 3-bromo-1-propanol with care due to its potential health and environmental hazards, and to implement proper safety and waste management practices to minimize its impact on human health and the environment.

3-Bromo-1-propanol Due | Shaanxi BLOOM Tech Co., Ltd
3-Bromo-1-propanol Product | Shaanxi BLOOM Tech Co., Ltd

 

With continued research and development, 3-bromo-1-propanol is expected to play an even more significant role in various industrial sectors in the future, contributing to the development of new and improved products with enhanced performance and environmental compatibility.

Method of Analysis

3-bromo-1-propanol (CAS: 627-18-9, molecular formula C3H7BrO) is an important bifunctional alkylating intermediate that combines bromine atoms (leaving groups) and hydroxyl groups (polar reaction sites). It is widely used in the synthesis of pharmaceuticals, fragrances, pesticides, and pheromones. The mainstream route for industry and laboratory is selective monobromoacetyl protection of 1,3-propanediol followed by acid alcohol deprotection. This route has inexpensive raw materials, high selectivity, few side reactions, and is easy to scale up.

1.1 Molecular Structure and Reaction Activity

3-bromo-1-propanol contains primary bromine atoms (- CH ₂ Br) and primary hydroxyl groups (- CH ₂ OH): Bromine atoms are strong leaving groups that are prone to SN2 nucleophilic substitution; Hydroxyl groups are polar and weakly acidic, and can undergo esterification, etherification, and oxidation. The core difficulty in synthesis lies in the monobromination selectivity of 1,3-propanediol, and it is necessary to avoid dibromination (1,3-dibromopropane) and polymerization by-products.

1.2 Comparison of mainstream synthesis routes (selection criteria)

Synthetic Route Raw Material Advantage Shortcoming Applicability
1,3-propanediol-HBr/glacial acetic acid method 1,3-propanediol HBr, glacial acetic acid High selectivity (monobromination>95%), inexpensive raw materials, easy operation, and easy scaling up Need to deacetylate and generate acidic wastewater

Industrial production/laboratory preparation

1,3-propanediol-NBS/PPh3 method 1,3-propanediol, NBS, PPh3 Mild conditions, good selectivity, and no strong acid corrosion Reagents are expensive, costly, and difficult to scale up Laboratory micro synthesis
Allyl alcohol addition bromination method Allyl alcohol, HBr/peroxide One step synthesis, short route Poor anti Markovnikov selectivity, abundant by-products, and low purity Elimination route, rarely used

1.3 Reaction principle of main promotion route

Step1

Selective monobromination acetylation (protecting hydroxyl group) of 1,3-propanediol is passed through dry HBr in glacial acetic acid, where one hydroxyl group is brominated and the other hydroxyl group is protected by an acetyl group to generate 3-bromo-1-acetoxypropane, avoiding the side reaction of double bromination. Reaction formula: HOCH2CH2CH2OH+HBr+CH3COOH → BrCH2CH2CH2OOCCH3+H2O

 
Step2

Acid alcohol deprotection (deacetylation) of 3-bromo-1-acetoxypropane is catalyzed by strong acid cation exchange resin reflux in methanol to remove acetyl groups and generate the target product 3-bromo-1-propanol. Reaction formula: BrCH2CH2CH2OOCCH3+CH3OH → BrCH2CH2CH2OH+CH3COOCH3

 

Reference information source:

  1. Chemical Book. 2023. Study on the synthesis process of 3-bromo-1-propanol
  2. Gaide Chemical Network two thousand and twenty-three Preparation technology of 3-bromo-1-propanol from 1,3-propanediol
  3. BenchChem. 2025. 3-Bromo-1-propanol Synthetic Route Comparison
Frequently Asked Questions
 

What is 3 methoxy 1 propanol used for?

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3-Methoxy-1-propanol is commonly used as a solvent in pharmaceutical manufacturing. It assists in dissolving various compounds during the synthesis and formulation processes, ensuring uniformity and stability.

What is another name for 3 methoxy 1-propanol?

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Synonyms: 1,3-Propanediol Monomethyl Ether.

Is propanol harmful to humans?

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However, only one case of lethal poisoning by 1-propanol has been reported. The most likely acute effects of 1-propanol in man are alcoholic intoxication and narcosis. The results of animal studies indicate that 1-propanol is 2 - 4 times as intoxicating as ethanol. 1-Propanol may be irritating to hydrated skin.

What's the difference between MPG and DPG?

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1,2-Propylene Glycol (MPG) is a colorless, liquid, nearly odorless by-product of Propylene Oxide and is generated by adding water. Dipropylene Glycol (DPG) is a by-product from monopropylene glycol production. DPG is a colorless, liquefied, nearly odorless liquid.

Why is propranolol bad?

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Propranolol may cause heart failure in some patients. Check with your doctor right away if you are having chest pain or discomfort, dilated neck veins, extreme fatigue, irregular breathing, an irregular heartbeat, swelling of the face, fingers, feet, or lower legs, or weight gain

 

 

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