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ベンジルアルコール

ベンジルアルコール 化学構造式
100-51-6
CAS番号.
100-51-6
化学名:
ベンジルアルコール
别名:
ベンジルアルコール;ベンゼンメタノール;フェニルカルビノール;ヒドロキシメチルベンゼン;(ヒドロキシメチル)ベンゼン;4-(ヒドロキシメチル)ベンゼン;フェニルメタノール;ベンジルアルコル;ベンジルアルコ-ル;ベンジルアルコール ACS REAGENT,≥99.0%;ベンジルアルコール PURISS. P.A.,ACS REAGENT,≥99.0% (GC);ベンジルアルコール PURISS.,MEETS ANALYTICAL SPECIFICATION OF PH.EUR.,BP,NF,99-100.5% (GC);ベンジルアルコール REAGENTPLUS,≥99%;ベンジルアルコール クロマソルブ GC-HEADSPACE TESTED,≥99.9% (GC);ベンジルアルコール 溶液;ベンジルアルコール (JP17)
英語化学名:
Benzyl alcohol
英語别名:
BnOH;Bentalol;bentanol;euxylk100;FEMA 2137;benzylicum;NCI-C06111;Benzalcohol;argopore-oh;Benzylalchol
CBNumber:
CB3852587
化学式:
C7H8O
分子量:
108.14
MOL File:
100-51-6.mol

ベンジルアルコール 物理性質

融点 :
-15 °C
沸点 :
205 °C
比重(密度) :
1.045 g/mL at 25 °C(lit.)
蒸気密度:
3.7 (vs air)
蒸気圧:
13.3 mm Hg ( 100 °C)
屈折率 :
n20/D 1.539(lit.)
FEMA :
2137 | BENZYL ALCOHOL
闪点 :
201 °F
貯蔵温度 :
2-8°C
溶解性:
H2O: 33 mg/mL, clear, colorless
外見 :
Liquid
色:
APHA: ≤20
Relative polarity:
0.608
臭い (Odor):
Mild, pleasant.
爆発限界(explosive limit):
1.3-13%(V)
水溶解度 :
4.29 g/100 mL (20 ºC)
Merck :
14,1124
JECFA Number:
25
BRN :
878307
暴露限界値:
No exposure limit is set. Because of its low vapor pressure and low toxicity, the health hazard to humans from occupational exposure should be very low.
InChIKey:
WVDDGKGOMKODPV-UHFFFAOYSA-N
CAS データベース:
100-51-6(CAS DataBase Reference)
NISTの化学物質情報:
Benzyl alcohol(100-51-6)
EPAの化学物質情報:
Benzenemethanol(100-51-6)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xn,T
Rフレーズ  20/22-63-43-36/37/38-23/24/25-45-40
Sフレーズ  26-36/37-24/25-23-53
RIDADR  UN 1593 6.1/PG 3
WGK Germany  1
RTECS 番号 DN3150000
8-10-23-35
自然発火温度 817 °F
TSCA  Yes
HSコード  29062100
有毒物質データの 100-51-6(Hazardous Substances Data)
毒性 LD50 orally in rats: 3.1 g/kg (Smyth)
消防法 危険物第4類第三石油類(非水溶性)
化審法 (3)-1011
絵表示(GHS)
注意喚起語 Warning
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H302 飲み込むと有害 急性毒性、経口 4 警告 P264, P270, P301+P312, P330, P501
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H332 吸入すると有害 急性毒性、吸入 4 警告 P261, P271, P304+P340, P312
H351 発がんのおそれの疑い 発がん性 2 警告 P201, P202, P281, P308+P313, P405,P501
注意書き
P261 粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P271 屋外または換気の良い場所でのみ使用すること。
P272 汚染された作業衣は作業場から出さないこと。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P281 指定された個人用保護具を使用すること。
P304+P340 吸入した場合:空気の新鮮な場所に移し、呼吸しやすい 姿勢で休息させること。
P501 内容物/容器を...に廃棄すること。

ベンジルアルコール 価格 もっと(70)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01ACSALR-002N ベンジルアルコール
Benzyl alcohol
100-51-6 100mg ¥7400 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00001705 ベンジルアルコール
Benzyl Alcohol
100-51-6 100mg ¥16800 2018-12-26 購入
東京化成工業 B2378 ベンジルアルコール >99.0%(GC)
Benzyl Alcohol >99.0%(GC)
100-51-6 500g ¥1800 2018-12-04 購入
関東化学株式会社(KANTO) 04144-01 ベンジルアルコール >99.0%(GC)
Benzyl alcohol >99.0%(GC)
100-51-6 500mL ¥2100 2018-12-13 購入
関東化学株式会社(KANTO) 04144-00 ベンジルアルコール >99.0%(GC)
Benzyl alcohol >99.0%(GC)
100-51-6 500mL ¥2300 2018-12-13 購入

ベンジルアルコール 化学特性,用途語,生産方法

外観

無色澄明の液体

定義

本品は、次の化学式で表される芳香族アルコールである。

溶解性

水に微溶 (3.5g/100ml水, 25℃), アルコール, エーテル, その他多くの有機溶剤と混和。エタノール及びジエチルエーテルに極めて溶けやすく、水にやや溶けやすい。

用途

ベンジル誘導体原料、医薬品添加剤(殺菌剤)、溶剤、塗料?インキ?エポキシ樹脂溶剤,合成繊維染色助剤,医薬?化粧品防腐剤

用途

有機合成研究用、医薬品、香料及び化粧品原料。

用途

香粧品、石けん用香料として用いられ、ことにジャスミン、ガーデニア、ツベローズなどの人造花精油の調合に使用される。また保留剤、溶剤、希釈剤、エステル原料としても重要である。

用途

化粧品、石鹸用香料

用途

吸光分析、ケトン及びアルデヒド分析、医薬品原料。

化粧品の成分用途

防腐剤、減粘剤、口腔衛生剤、溶剤、外用鎮痛剤、香料

効能

抗菌性保存剤

主な用途/役割

エポキシ樹脂接着剤の希釈剤として使用される。

化学的特性

Benzyl alcohol occurs in many essential oils and foods. It is a colorless liquid with a weak, slightly sweet odor. Benzyl alcohol can be oxidized to benzaldehyde, for example, with nitric acid. Dehydrogenation over a copper–magnesium oxide–pumice catalyst also leads to the aldehyde. Esterification of benzyl alcohol results in a number of important fragrance and flavor materials. Diphenylmethane is prepared by a Friedel–Crafts reaction of benzyl alcohol and benzene with aluminum chloride or concentrated sulfuric acid. By heating benzyl alcohol in the presence of strong acids or strong bases, dibenzyl ether is formed.
Synthesis. Benzyl alcohol is manufactured mainly by two processes.
1) Benzyl chloride is hydrolyzed by boiling with aqueous solutions of alkali or alkaline-earth hydroxides or carbonates. By-product in this process is dibenzyl ether (up to 10%).
2) Toluene is, in low conversion, oxidized, with air, in the liquid phase, to benzyl hydroperoxide, which yields mainly benzyl alcohol and some benzaldehyde upon hydrolysis, for example, in the presence of a cobalt salt. Benzyl alcohol thus obtained requires a more thorough purification for use in perfumes and flavors.
Because of its relatively weak odor, benzyl alcohol is used in fragrance and flavor compositions mainly as a solvent and for dilution. It is the starting material for a large number of benzyl esters, which are important fragrance and flavor substances.

使用

Esters of benzyl alcohol are used in makingperfume, soap, flavoring, lotion, and ointment.It finds application in color photography;the pharmaceuticals industry, cosmetics,and leather dyeing; and as an insect repellent.It occurs in natural products such as oils ofjasmine and castoreum.

使用

antimicrobial, antipruritic

使用

manufacture of other benzyl Compounds. Pharmaceutic aid (antimicrobial). Solvent for gelatin, casein (when hot), solvent for cellulose acetate, shellac. Used in perfumery and in flavoring (mostly in form of its aliphatic esters). In microscopy as embedding material.

使用

benzyl alcohol is a preservative against bacteria, used in concentrations of 1 to 3 percent. It can cause skin irritation.

定義

ChEBI: An aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent.

調製方法

Benzyl alcohol is prepared commercially by the distillation of benzyl chloride with potassium or sodium carbonate. It may also be prepared by the Cannizzaro reaction of benzaldehyde and potassium hydroxide.

定義

An aromatic primary alcohol. Phenylmethanol is synthesized by Cannizzaro’s reaction, which involves the simultaneous oxidation and reduction of benzenecarbaldehyde (benzaldehyde) by refluxing in an aqueous solution of sodium hydroxide:
2C6H5CHO → C6H5CH2OH + C6H5COOH
Phenylmethanol undergoes the reactions characteristic of alcohols, especially those in which the formation of a stable carbonium ion as an intermediate (C6H5CH2 +) enhances the reaction. Substitution onto the benzene ring is also possible; the –CH2OH group directs into the 2- or 4-position by the donation of electrons to the ring.

brand name

Actamin c;Benhur;Bigram;B-neuron;Brophylline;D & m tablets;Dermaspray;Dex-a-vet;Duphaspasmin;Eclipse;Fertagyl;Hydraplex;Lidazon;Lokalin;Madinex;Omnadren;Orostat;Parkestaf;Procadolor;Reflex-spray;Solvidont;Sudocrem;Topic;Triofan.

世界保健機関(WHO)

Benzyl alcohol has been used as an antimicrobial agent in pharmaceutical preparations for many years. Parenteral administration of preparations containing 0.9% benzyl alcohol resulted in the death of 16 neonates in the USA in the early 1980s. Many countries subsequently warned against using such preparations in neonates. This decision is not applicable to the use of benzyl alcohol as a preservative in other circumstances or to its use in topical preparations and no country has placed a total ban on the compound.

一般的な説明

A clear colorless liquid with a pleasant odor. Slightly denser than water. Flash point 194°F. Boiling point 401°F. Contact may irritate skin, eyes, and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

空気と水の反応

Slightly soluble in water.

反応プロフィール

Attacks plastics. [Handling Chemicals Safely 1980. p. 236]. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: an explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73 1967; J, Org. Chem. 28:1893 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].

危険性

Highly toxic.

健康ハザード

Benzyl alcohol is a low acute toxicant witha mild irritation effect on the skin. Theirritation in 24 hours from the pure compoundwas mild on rabbit skin and moderateon pig skin. A dose of 750 μg producedsevere eye irritation in rabbits. The toxicityof benzyl alcohol is of low order,the effects varying with the species. Oralintake of high concentrations of this compoundproduced behavioral effects in rats.The symptoms progressed from somnolenceand excitement to coma. Intravenous administrationin dogs produced ataxia, dyspnea,diarrhea, and hypermotility in the animals.
Adult and neonatal mice treated withbenzyl alcohol exhibited behavioral change,including sedation, dyspnea, and loss ofmotor function. Pretreatment with pyrazoleincreased the toxicity of benzyl alcohol. Withdisulfiram the toxicity remained unchanged.The study indicated that the acute toxicitywas due to the alcohol itself andnot to bezaldehyde, its primary metabolite(McCloskey et al. 1986).

健康ハザード

Inhalation of vapor may cause irritation of upper respiratory tract. Prolonged or excessive inhalation may result in headache, nausea, vomiting, and diarrhea. In severe cases, respiratory stimulation followed by respiratory and muscular paralysis, convulsions, narcosis and death may result. Ingestion may produce severe irritation of the gastrointestinal tract, followed by nausea, vomiting, cramps and diarrhea; tissue ulceration may result. Contact with eyes causes local irritation. Material can be absorbed through skin with anesthetic or irritant effect.

火災危険

Benzyl alcohol is combustible.

火災危険

Flash Point (°F): 220 ℃, 213 ℃; Flammable Limits in Air (%): No data; Fire Extinguishing Agents: Alcohol foam, dry chemical, carbon dioxide; Fire Extinguishing Agents Not To Be Used: Water or foam may cause foaming; Special Hazards of Combustion Products: No data; Behavior in Fire: No data; Ignition Temperature (°F): 817; Electrical Hazard: No data; Burning Rate: 3.74 mm/min.

化学反応性

Reactivity with Water No reaction; Reactivity with Common Materials: Will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

応用例(製薬)

Benzyl alcohol is an antimicrobial preservative used in cosmetics, foods, and a wide range of pharmaceutical formulations, including oral and parenteral preparations, at concentrations up to 2.0% v/v. The typical concentration used is 1% v/v, and it has been reported to be used in protein, peptide and small molecule products, although its frequency of use has fallen from 48 products in 1996, 30 products in 2001, to 15 products in 2006. In cosmetics, concentrations up to 3.0% v/v may be used as a preservative. Concentrations of 5% v/v or more are employed as a solubilizer, while a 10% v/v solution is used as a disinfectant.
Benzyl alcohol 10% v/v solutions also have some local anesthetic properties, which are exploited in some parenterals, cough products, ophthalmic solutions, ointments, and dermatological aerosol sprays.
Although widely used as an antimicrobial preservative, benzyl alcohol has been associated with some fatal adverse reactions when administered to neonates. It is now recommended that parenteral products preserved with benzyl alcohol, or other antimicrobial preservatives, should not be used in newborn infants if at all possible.

接触アレルゲン

Benzyl alcohol is mainly a preservative, mostly used in topical antimycotic or corticosteroid ointments. It is also a component catalyst for epoxy resins and is contained in the color developer C-22. As a fragrance allergen, it has to be mentioned by name in cosmetics within the EU.

安全性

Benzyl alcohol is used in a wide variety of pharmaceutical formulations. It is metabolized to benzoic acid, which is further metabolized in the liver by conjugation with glycine to form hippuric acid, which is excreted in the urine.
Ingestion or inhalation of benzyl alcohol may cause headache, vertigo, nausea, vomiting, and diarrhea. Overexposure may result in CNS depression and respiratory failure. However, the concentrations of benzyl alcohol normally employed as a preservative are not associated with such adverse effects.
Reports of adverse reactions to benzyl alcohol used as an excipient include toxicity following intravenous administration; neurotoxicity in patients administered benzyl alcohol in intrathecal preparations; hypersensitivity, although relatively rare; and a fatal toxic syndrome in premature infants.
The fatal toxic syndrome in low-birth-weight neonates, which includes symptoms of metabolic acidosis and respiratory depression, was attributed to the use of benzyl alcohol as a preservative in solutions used to flush umbilical catheters. As a result of this, the FDA has recommended that benzyl alcohol should not be used in such flushing solutions and has advised against the use of medicines containing preservatives in the newborn.
The WHO has set the estimated acceptable daily intake of the benzyl/benzoic moiety at up to 5 mg/kg body-weight daily.
LD50 (mouse, IV): 0.32 g/kg
LD50 (mouse, oral): 1.36 g/kg
LD50 (rat, IP): 0.4 g/kg
LD50 (rat, IV): 0.05 g/kg
LD50 (rat, oral): 1.23 g/kg

貯蔵

Benzyl alcohol oxidizes slowly in air to benzaldehyde and benzoic acid; it does not react with water. Aqueous solutions may be sterilized by filtration or autoclaving; some solutions may generate benzaldehyde during autoclaving.
Benzyl alcohol may be stored in metal or glass containers. Plastic containers should not be used; exceptions to this include polypropylene containers or vessels coated with inert fluorinated polymers such as Teflon.
Benzyl alcohol should be stored in an airtight container, protected from light, in a cool, dry place.

純化方法

It is usually purified by careful fractional distillation under reduced pressure in the absence of air. Benzaldehyde, if present, can be detected by UV absorption at 283nm. It has also been purified by shaking with aqueous KOH and extracting with peroxide-free diethyl ether. After washing with water, the extract is treated with saturated NaHS solution, filtered, washed, dried with CaO and distilled under reduced pressure [Mathews J Am Chem Soc 48 562 1926]. Peroxy compounds can be removed by shaking with a solution of Fe2+ followed by washing the alcohol layer with distilled water and fractionally distilling it. [Beilstein 6 IV 2222.]

不和合性

Benzyl alcohol is incompatible with oxidizing agents and strong acids. It can also accelerate the autoxidation of fats. Although antimicrobial activity is reduced in the presence of nonionic surfactants, such as polysorbate 80, the reduction is less than is the case with hydroxybenzoate esters or quaternary ammonium compounds.
Benzyl alcohol is incompatible with methylcellulose and is only slowly sorbed by closures composed of natural rubber, neoprene, and butyl rubber closures, the resistance of which can be enhanced by coating with fluorinated polymers. However, a 2% v/v aqueous solution in a polyethylene container, stored at 208℃, may lose up to 15% of its benzyl alcohol content in 13 weeks. Losses to polyvinyl chloride and polypropylene containers under similar conditions are usually negligible. Benzyl alcohol can damage polystyrene syringes by extracting some soluble components

規制状況(Regulatory Status)

Included in the FDA Inactive Ingredients Database (dental injections, oral capsules, solutions and tablets, topical, and vaginal preparations). Included in parenteral and nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

ベンジルアルコール 上流と下流の製品情報

原材料

準備製品


ベンジルアルコール 生産企業

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100-51-6(ベンジルアルコール)キーワード:


  • 100-51-6
  • (Hydroxymethyl)benzene
  • alcoolbenzylique
  • Bentalol
  • benzalalcohol
  • Benzalcohol
  • Benzenemethan-lo
  • benzenmethanol
  • Benzoyl alcohol
  • benzoylalcohol
  • Benzylalchol
  • benzylicum
  • enzylalcohol
  • euxylk100
  • Methanol benzene
  • Methanol, phenyl-
  • NCI-C06111
  • Phenmethylol
  • phenolcarbinol
  • phenyl-methano
  • RARECHEM AL BD 0531
  • PHENYLMETHYL ALCOHOL
  • PHENYLMETHANOL
  • PHENYLCARBINOL
  • A-HYDROXYTOLUENE
  • alpha-toluenol
  • ALPHA-HYDROXYTOLUENE
  • ALCOHOL BENZYLICUS
  • FEMA 2137
  • BENZENECARBINOL
  • BENZENEMETHANOL
  • ベンジルアルコール
  • ベンゼンメタノール
  • フェニルカルビノール
  • ヒドロキシメチルベンゼン
  • (ヒドロキシメチル)ベンゼン
  • 4-(ヒドロキシメチル)ベンゼン
  • フェニルメタノール
  • ベンジルアルコル
  • ベンジルアルコ-ル
  • ベンジルアルコール ACS REAGENT,≥99.0%
  • ベンジルアルコール PURISS. P.A.,ACS REAGENT,≥99.0% (GC)
  • ベンジルアルコール PURISS.,MEETS ANALYTICAL SPECIFICATION OF PH.EUR.,BP,NF,99-100.5% (GC)
  • ベンジルアルコール REAGENTPLUS,≥99%
  • ベンジルアルコール クロマソルブ GC-HEADSPACE TESTED,≥99.9% (GC)
  • ベンジルアルコール 溶液
  • ベンジルアルコール (JP17)
  • 局所麻酔薬
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