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乳酸ブチル

Butyl Lactate

HCID 8738
ノートを作成反応を作成見積依頼を出す
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
138-22-7
標準SMILES
CCCCOC(=O)C(C)O
InChIKey
MRABAEUHTLLEML-UHFFFAOYSA-N
分子式
C7H14O3
平均分子量
146.18 g/mol
単同位体質量
146.09429431

概要

Butyl lactate appears as a clear colorless liquid with a mild odor. Flash point 168 °F. Less dense than water and insoluble in water. Vapors heavier than air. Used as a solvent, and to make other chemicals.

名称と識別子

優先名称
Butyl Lactate
IUPAC
butyl 2-hydroxypropanoate
現地名
乳酸ブチル
英語名
Butyl lactate
分子式
C7H14O3
分子量
146.18

名称と別名

BUTYL LACTATEButyl 2-hydroxypropanoate138-22-7n-Butyl lactatePropanoic acid, 2-hydroxy-, butyl esterLactic acid, butyl ester2-Hydroxypropanoic acid butyl esterButylester kyseliny mlecneButyl alpha-hydroxypropionateFEMA No. 2205DTXSID70421960UI63W814U
名称をさらに表示
乳酸ブチル2-ヒドロキシプロパン酸ブチル2-ヒドロキシプロピオン酸ブチル乳酸n-ブチルDL乳酸ブチル乳酸nブチル乳酸 n-ブチル乳酸ノルマル‐ブチル乳酸N‐ブチルブチル 2-ヒドロキシプロパノアート乳酸ノルマル-ブチルFEMA 22052-Propanoic AcidPropanoicacid,2-hydroxy-,butylesterButylLactate>butyl DL-lactateLactic acid butylButyl lactate 98%
NSC-6533DTXCID5022196RefChem:122266205-316-4Butyllactate(+/-)-Butyl lactateNSC 6533Butyl L-lactate

データベース識別子

CAS
138-22-7
PubChem CID
8738
DTXSID
DTXSID7042196
ChEMBL
CHEMBL3183988
ChEBI
CHEBI:169137
UNII
0UI63W814U
EC Number
205-316-4
Nikkaji
J39.933G

物性

構造計算による物性

XLogP
1.1
極性表面積
46.5 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
5
重原子数
10
形式電荷
0
複雑度
101

実験および物理化学的性質

Chemical ClassesFlammable agents - 2nd degree
SolventsSolvents -> Esters (<C12)
Cosmetics · 2 件

Cosmetic ingredients (Butyl Lactate) -> CIR (Cosmetic Ingredient Review)

Solvent

FragrancesFragrance Ingredient (Butyl lactate) -> IFRA transparency List
OdorMild, transient odor
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 5 件

0.98 (USCG, 1999) - Less dense than water; will float

0.9744 g/cu cm at 27 °C

0.974-0.984

0.98

0.98

Flavoring AgentsEU Flavoring substances
Color/Form · 2 件

Water-white, stable liquid

Clear, colorless to white liquid

Solubility · 6 件

Slight (NIOSH, 2024)

Miscible with many lacquer solvents, diluents, oils, slightly soluble in water

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 0.3% (5 of 1950) of reports.

Danger

H315 (98.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 1950 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 5 件

Chemical: Propanoic acid, 2-hydroxy-, butyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Propanoic acid, 2-hydroxy-, butyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 2-hydroxy-, butyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

n-Butyl lactate: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Propanoic acid, 2-hydroxy-, butyl ester: Human health tier I assessment
DOT LabelCombustible Liquid
Fire HazardsCombustible. Extinguish with dry chemical, CO2, or alcohol foam. Use water spray to "knock down" vapors and cool exposed containers. (USCG, 1999)
Fire PotentialFlammable when exposed to heat or flame

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Uses · 4 件

CIR ingredient: Butyl Lactate

Used as a solvent for paints, dyes, polymers, etc.; [ACGIH]

Painting (Solvents) [Category: Paint]

Solvent for nitrocellulose, ethyl cellulose, oils, dyes, natural gums, many synthetic polymers, lacquers, varnishes, inks, stencil pastes, antiskinning agent, chemical (intermediate), perfumes, dry-cleaning fluids, adhesives.

U.S. Production · 2 件

2023: 35,000 lb

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7736]

Industry UsesFragrance
Methods of Manufacturing... Esterification of lactic acid and the respective alcohol.
Formulations/Preparations · 2 件

Grade: Technical, 95% min.

The commercial grade contains condensation products and its physical and chemical properties will vary

Use Classification · 4 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Cosmetics -> Solvent

General Manufacturing Information · 2 件

Not Known or Reasonably Ascertainable

Propanoic acid, 2-hydroxy-, butyl ester: ACTIVE

応用分野 · 5 件

関連反応

11 件
反応記録を作成
HRID 103352 の反応式
HRID 103352反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 248612 の反応式
HRID 248612反応物としてuspto-grants-1993_05
HRID 493450 の反応式
HRID 493450反応物としてuspto-grants-2009_05
HRID 1099475 の反応式
HRID 1099475反応物としてuspto-grants-2012_03
HRID 1209948 の反応式
HRID 1209948反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1251615 の反応式
HRID 1251615生成物として反応物としてuspto-grants-2002_01
HRID 1251616 の反応式
HRID 1251616生成物としてuspto-grants-2002_01
HRID 1294050 の反応式
HRID 1294050反応物としてuspto-grants-2007_07
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

Very soluble in ethyl ether, ethanol

In water, 3.846X10+4 mg/L at 20 °C

40 mg/mL at 20 °C

slightly soluble in water; soluble in organic solvents, oils

Flash Point · 5 件

160 °F (USCG, 1999)

160 °F

160 °F (closed cup)

160 °F

160 °F

Boiling Point · 6 件

370 °F at 760 mmHg (USCG, 1999)

77 °C at 10 mm Hg

186.00 °C. @ 760.00 mm Hg

185-187 °C; 76 °C (6 mm Hg)

370 °F

370 °F

物理化学的性質

融点
-28 °C · -28 °C (lit.)
沸点
185 · 185-187 °C (lit.)
比重(密度)
0.984 g/mL · 0.984 g/mL at 25 °C (lit.)
蒸気密度
5.04 · 5.04 (vs air)
蒸気圧
0.4 mm · 0.4 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.421(lit.)
FEMA
2205 · 2205 | BUTYL LACTATE
闪点
157 °F · 157 °F
貯蔵温度
Sealed in dry,Room Temperature
酸解離定数(Pka)
13.06 · 13.06±0.20(Predicted)
外見
液体
色
無色透明
臭い (Odor)
100 %で。グリーン · 100.00%で。グリーン フルーティー アップル キウイ メロンの皮 乳酸 ワックスのようなワインのようなリンゴの皮 石鹸のような
においのタイプ
緑
水溶解度
42 g/L · 42g/L(25℃)
JECFA Number
932 · 932
Henry's Law Constant
4.9 · 4.9×100 mol/(m3Pa) at 25℃, HSDB (2015)
化粧品成分の機能
香料溶媒
InChI
1S/C7H14O3/c1-3-4-5-10-7(9)6(2)8/h6,8H,3-5H2,1-2H3
InChIKey
MRABAEUHTLLEML-UHFFFAOYSA-N
SMILES
CCCCOC(=O)C(C)O
LogP
0.88 · 0.88
CAS データベース
138 · 138-22-7(CAS DataBase Reference)
NISTの化学物質情報
2 · Propanoic acid, 2-hydroxy-, butyl ester(138-22-7)
EPAの化学物質情報
n-Butyl lactate (138-22-7)

化学的性質

化学的特性Butyl lactate has a faintly sweet, pleasant odor with buttery, creamy, milky, sweet, mushroom undertones. Two optically active and one racemic form of butyl lactate are known.

Health HazardsVAPOR: Headache, coughing, possible sleepiness, nausea or vomiting, or dizziness may result. LIQUID: Irritating to skin and eyes. (USCG, 1999)
Hazards SummaryWorkers exposed to n-butyl lactate complained of headaches and drowsiness. [ACGIH] Liquid is irritating to the skin and eyes. [CAMEO]
DOT ID and Guide1993 128(combustible liquid, n.o.s.)
Reactive GroupAlcohols and Polyols
FIFRA Requirements · 1 件

Unless specifically excluded, residues resulting from the use of the following substances as either an inert or an active ingredient in a pesticide chemical formulation, including antimicrobial pesticide chemicals, are exempted from the requirement of a tolerance under /Federal food, Drug, and Cosmetic Act/ (FFDCA) section 408, if such use is in accordance with good agricultural or manufacturing practices. Lactic acid, n-butyl ester is included on this list.

Reactivity Profile · 1 件

BUTYL LACTATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Avoid contact with strong oxidizing agents and strong bases. Will not polymerize (USCG, 1999).

Flammable LimitsClass IIIA Combustible Liquid: Fl.P. at or above 140 °F and below 200 °F.

安全と保護具

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
First Aid · 2 件

Excerpt from NIOSH Pocket Guide for n-Butyl lactate:

(General first aid procedures)

Fire Fighting Procedures · 4 件

Extinguishing methods: Alcohol Foam

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.

Use alcohol foam, foam, carbon dioxide, dry chemical.

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place.
Cleanup Methods · 1 件

Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.

Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 2 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Preventive Measures · 5 件

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors.

Work clothing that becomes wet or significantly contaminated should be removed and replaced.

For more Preventive Measures (Complete) data for n-Butyl lactate (8 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Allowable Tolerances · 1 件

Unless specifically excluded, residues resulting from the use of the following substances as either an inert or an active ingredient in a pesticide chemical formulation, including antimicrobial pesticide chemicals, are exempted from the requirement of a tolerance under FFDCA section 408, if such use is in accordance with good agricultural or manufacturing practices. Lactic acid, n-butyl ester is included on this list.

Respirator RecommendationsImportant additional information about respirator selection
Threshold Limit Values (TLV) · 4 件

5.0 [ppm]

8 hr Time Weighted Avg (TWA): 5 ppm

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded.

5 ppm [1973]

毒性情報

Body Burdenn-Butyl lactate was detected in expired air at a rate of 3.4 ug/hr of 1 of 8 male subjects, median age of 38(1).
Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 4 件

EC50; Species: Pseudokirchneriella subcapitata (Green Algae, 1x10+4 cells/mL); Conditions: freshwater, static, 20 °C, pH 8.0; Concentration: 329000 ug/L for 72-96 hr; Effect: decreased population biomass /formulation, 97% purity/

EC50; Species: Pseudokirchneriella subcapitata (Green Algae, 1x10+4 cells/mL); Conditions: freshwater, static, 20 °C, pH 8.0; Concentration: 929000 ug/L for 72-96 hr (95% confidence interval: 881000-980000 ug/L); Effect: decreased population growth rate /formulation, 97% purity/

EC50; Species: Daphnia magna (Water Flea); Conditions: freshwater, static; Concentration: 320000 ug/L for 48 hr (95% confidence interval: 320000-399000 ug/L); Effect: intoxication, decreased mobility /formulation, 97% purity/

LC50; Species: Danio rerio (Zebra Danio); Conditions: freshwater, static; Concentration: 75000 ug/L for 96 hr (95% confidence interval: 56000-10000 ug/L) /formulation, 97% purity/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that n-butyl lactate is expected to have very high mobility in soil(SRC). Volatilization of n-butyl lactate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.0X10-6 atm-cu m/mole(SRC), based upon its vapor pressure, 0.40 mm Hg(3), and water solubility, 3.846X10+4 mg/L(4). n-Butyl lactate is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Using the Closed Bottle test, n-butyl lacate exhibited 22-39% degradation in 5 days(5), suggesting that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that n-butyl lactate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.0X10-6 atm-cu m/mole(SRC), derived from its vapor pressure, 0.40 mm Hg(4), and water solubility, 3.846X10+4 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 23 and 170 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of 0.80(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Using the Closed Bottle test, n-butyl lacate exhibited 22-39% degradation in 5 days(9), suggesting that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-butyl lactate, which has a vapor pressure of 0.4 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-butyl lactate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.5 days(SRC), calculated from its rate constant of 7.0X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). n-Butyl lactate does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routesinhalation, ingestion, skin and/or eye contact
Toxicity Summary · 2 件

Based on the available information included in this report, the CIR Expert Panel concludes that Glycolic and Lactic Acid, their common salts and their simple esters, are safe for use in cosmetic products at concentrations less than or equal to 10%, at final formulation pH greater than or equal to 3.5, when formulated to avoid increasing sun sensitivity or when directions for use include the daily use of sun protection. These ingredients are safe for use in salon products at concentrations less than or equal to 30%, at final formulation pH greater than or equal to 3.0, in products designed for brief, discontinuous use followed by thorough rinsing from the skin, when applied by trained professionals, and when application is accompanied by directions for the daily use of sun protection...Butyl Lactate...

Safe for use in cosmetics, with qualifications

Signs and Symptomsirritation eyes, skin, nose, throat; drowsiness, headache, central nervous system depression; nausea, vomiting
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of n-butyl lactate can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that n-butyl lactate is expected to have very high mobility in soil.

Human Toxicity Excerpts · 1 件

/SIGNS AND SYMPTOMS/ Prolonged exposures to n-butyl lactate at concentrations of approx. 7 ppm with short, peak exposures of 11 ppm resulted in headache and irritation of the pharyngeal and laryngeal mucosa, with coughing, in all workers. Some workers complained of sleepiness and headache in the evening after work; occasional nausea and vomiting were experienced. Complaints of irritation of the conjunctiva were not confirmed by examination. Routine blood and urine clinical analyses were normal. Some symptoms of exposure (headache, coughing, pharyngitis) were related to air concentrations of 4 ppm measured with a personal monitoring device. However, when exposure concentrations were below 1.4 ppm, no signs or symptoms of butyl lactate exposure occurred, and medical examinations were negative.

Artificial Pollution Sources · 1 件

n-Butyl lactate's production and use as a solvent for nitrocellulose, ethyl cellulose, oils, dyes, natural gums, many synthetic polymers, lacquers, varnishes, inks, stencil pastes, antiskinning agent, chemical (intermediate), perfumes, dry-cleaning fluids, and adhesives(1) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 1 件

AEROBIC: n-Butyl lactate, present at 1.53, 2.0 and 2.08 mg/L, exhibited degradation of 22, 39, and 25%, respectively, in 5 days using an activated sludge inoculum in the Closed Bottle test. The percent degradation was 57, 63 and 69 after 28, 20 and 28 days respectively(1).

法規制情報

FIFRA Requirements · 1 件

Unless specifically excluded, residues resulting from the use of the following substances as either an inert or an active ingredient in a pesticide chemical formulation, including antimicrobial pesticide chemicals, are exempted from the requirement of a tolerance under /Federal food, Drug, and Cosmetic Act/ (FFDCA) section 408, if such use is in accordance with good agricultural or manufacturing practices. Lactic acid, n-butyl ester is included on this list.

安全データ

OEB
A
OEL
TWA: 5 ppm (25 mg/m3)
wgk
2
tsca
TSCA listed
rtecs
OD4025000
hs_code
29155090
risk_code
36/37/38
化審法
(2)-1372, (2)-1373
安衛法
57,57-2
消防法
危-4-3-III
hazard_code
Xi
safety_code
26-36-37/39
ストレージクラス
10 - Combustible liquids
有毒物質データの
138-22-7(Hazardous Substances Data)

用途香料、溶剤、洗浄剤、合成中間体、高沸点溶剤

用途エチルセルロース等の溶剤、有機合成原料(医薬、農薬)、香料原料。

天然物の起源Reported found in cognac, cider and white wine.

使用n-Butyl lactate is used as a food and feed additive.

一般的な説明A clear colorless liquid with a mild odor. Flash point 168°F. Less dense than water and insoluble in water. Vapors heavier than air. Used as a solvent, and to make other chemicals.

調製方法 · 2 件

n-Butyl lactate may be prepared via esterification of lactic acid and n-butyl alcohol.

製造方法The racemic d-form is prepared by reacting zinc ammonium l-lactate with n-butyl alcohol in the presence of concentrated H2SO4; the l-form is prepared by reacting zinc ammonium d-lactate with n-butyl alcohol in the presence of HCl; the racemic form is prepared by several methods, one being from calcium or sodium lactate and n-butyl alcohol in benzene in the presence of H2SO4, with subsequent azeotropic distillation of the mixture.

上流・下流製品情報

上流原料

Zinc lactateL-(-)-ラクチド1-ブタノールdextrolactic acidビス(2-ヒドロキシプロパン酸)カルシウム

下流製品

ブタン酸2-ブトキシ-1-メチル-2-オキソエチルフルフラール

補足説明

定義本品は、乳酸(*)とブタノール(*)のエステルであり、次の化学式で表される。参照表示名称:乳酸, ブタノール